Vacation rentals in The Villages, FL with a pool

Explore 31 vacation rentals, homes, and villas with pools in The Villages, FL for your next getaway or business trip. Step outside to your own private or shared pool and into a home filled with premium amenities such as Air Condition Homes, Homes with Free Parking and Pet-Friendly Homes. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $70 per night and homes offering up to 6 bedrooms and 6 bathrooms, it's easy to book a comfortable, personalized stay. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next poolside escape with Homes & Villas by Marriott.

31 Homes with Pools in The Villages

Private Pool & Lake Views: Family Home in Oxford

The Villages, FL, US
3 Bedrooms 10 Guests
Aug 22 - 27
$333 night

Spend your next Florida family getaway with a stay at this beautiful 2-story house with a lake view and a large swimming pool! This 3-bedroom, 3-bath Oxford vacation rental features a private backyard, furnished screened porch, and just a short walk from Lake Miona which includes a playground, beach, and boat ramp! Explore shops and restaurants around nearby Lake Sumter Landing, check out kayaking at Lake Griffin State Park, or plan a day trip to Disney or Universal Studios while in town! -- THE PROPERTY -- Fireplace | Screened Porch | 2 Mi to Lake Sumter Landing | Water Views Bedroom 1: California King Bed | Bedroom 2: 2 Twin Beds | Bedroom 3: 2 Twin Beds | Living Room: 2 King Air Mattresses INDOOR LIVING: Smart TVs, board games, books, dining table, walk-in closet, en-suite bathroom, walk-in showers, garden tubs, ceiling fans OUTDOOR LIVING: Private pool, spacious deck, patio seating, outdoor dining, rocking chairs, basketball goal, fire pit KITCHEN: Refrigerator, drip coffee maker, stove/oven, microwave, dishwasher, toaster oven, kitchen island, dishware & flatware, cooking basics GENERAL: Self check-in, free WiFi, central heating & A/C, washer & dryer, laundry detergent, iron/board, towels/linens, trash bags/paper towels, complimentary toiletries, hair dryer FAQ: Pet fee (paid pre-trip) ACCESSIBILITY: 2-story house, 2 steps required to enter, interior stairs required to reach all bedrooms on 2nd floor PARKING: Carport (3 vehicles), driveway (8 vehicles), RV parking allowed (electrical hookups on-site) -- THE LOCATION -- NEARBY ATTRACTIONS: Lake Sumter Landing (2 miles), Spanish Springs Town Square (6 miles), Brownwood Paddock Square (7 miles), Venetian Gardens (14 miles) OUTDOOR FUN: Lake Miona Park & Boat Ramp (0.3 miles), Lake Miona Park (0.3 miles), Lake Griffin State Park (10 miles), Eaton's Beach at Lake Weir (12 miles) HIT THE LINKS: Lopez Legacy Golf & Country Club (6 miles), Hacienda Hills Golf & Country Club (6 miles) FLORIDA DAY TRIPS: Universal Studios (57 miles), Disney World (58 miles), Downtown Orlando (58 miles) AIRPORTS: Leesburg International Airport (18 miles), Orlando International Airport (65 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $150 fee (+ fees & taxes) - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: While this 2-story house only requires 2 steps to enter, an interior staircase is required to reach all of the home’s bedrooms on the 2nd floor - NOTE: This property sleeps 6 guests in 5 beds, with room for 10 total by using the air mattresses

Private Pool & Golf Cart! Villa By Spanish Springs

The Villages, FL, US
2 Bedrooms 6 Guests
Aug 22 - 27
night

Must Be 55+ to Book | Golf Cart Provided | Remote Work Ready This 2-bed, 2-bath vacation rental brings The Villages lifestyle right to your backyard! A private, solar-heated pool lets you swim through every season, the Florida room provides a sunny spot to work, and the courtyard patio is perfect for coffee or cocktails. Hop on the golf cart to discover everything from live music to local dining at Spanish Springs, then come home to a villa that feels like your own private retreat! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen Murphy bed - Living Room: 1 queen sleeper sofa THE VILLAGES AMENITIES (w/ $50 fee for 2 passes, paid on-site) - 100+ pools: family pools, indoor pools, sports pools & neighborhood pools - 107 unique recreation centers - 240+ pickleball courts, 201 bocce ball courts - 5 racquetball courts, 25 tennis courts - 174 shuffleboard courts - 930 acres of nature preserves w/ walking trails - Town squares w/ nightly live entertainment - 46 executive golf courses & 10 championship courses (prior reservations required) OUTDOOR OASIS - Private saltwater pool (solar-heated only) - Furnished patio, gas grill - Lounge chairs, umbrella - Landscaped garden HOME HIGHLIGHTS - 2 Smart TVs - Large dining table - Florida room, desk w/ printer - Washer & dryer KITCHEN - Refrigerator, stove/oven, dishwasher - Drip/Keurig coffee maker - Toaster, microwave - Cooking basics, dishware & flatware GENERAL - Free WiFi - Central A/C & heating - Laundry detergent, iron & board - Linens & towels, shampoo, hair dryer FAQ - Golf cart & private pool (waiver required) - 55+ community ACCESSIBILITY - Single-story home, step-free access PARKING - Driveway (1 vehicle) - Free street parking (first-come, first-served)  -- THE LOCATION -- - Across the street from Tierra Del Sol Country Club: golfing, adults-only pool - 2 miles to Spanish Springs Town Square & Sharon L. Morse Performing Arts Center: dining, shops & events - 3 miles to Lake Sumter Landing: waterfront dining & boutique shopping - 9 miles to Brownwood Paddock Square & Barnstorm Theater - 13 miles to Sawgrass Grove & 15 miles to Eastport - 71 miles to Orlando Int'l Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 55 years old to book - Additional fees and taxes may apply - Photo ID will be required upon check-in ADDITIONAL INFORMATION - This single-story home offers step-free access - A waiver is required prior to using the golf cart and private pool - The pool is heated solely by rooftop solar panels, and the water temperature may vary and cannot be adjusted - This property is located in a 55+ active-adult community. The guest booking the property must be at least 55 years old - Guests may reach out to the Guest Contact to arrange the purchase of an amenities pass for $50. This fee includes 2 passes and a gate pass; extra passes may be purchased for an additional fee Licence number: DWE7000758

Fernbrook Pool & Putting Getaway

The Villages, FL, US
3 Bedrooms 6 Guests
Sep 20 - 25
$148 night

🏡 Fernbrook Pool & Putting Getaway ✨ Private Pool • Putting Green • Prime Location Near Golf, Recreation & Squares Welcome to Fernbrook Pool & Putting Getaway, your sunny Florida retreat in the Village of Piedmont, one of the most peaceful and well-kept neighborhoods in The Villages, Florida. This beautiful home combines resort-style living with easy access to world-class golf, nightly entertainment, and everything that makes The Villages so special. 🌴 Home Features 3 Bedrooms • 2 Bathrooms (Sleeps 6) Private screened pool — perfect for relaxing, swimming, or soaking up the Florida sun Backyard putting green — practice your short game at home before heading to the courses Bright, open living area with comfortable seating and TV Fully equipped kitchen with spacious counters and breakfast nook Primary suite with a king bed and en-suite bathroom featuring a walk-in shower, dual sinks, and walk-in closets Fresh glass doors in the primary bedroom provide a beautiful view of the pool and can be opened to enjoy perfect weather days, creating a seamless indoor-outdoor living experience Two guest bedrooms, each with a queen bed Indoor dining area plus lanai seating for outdoor meals Washer and dryer Garage and driveway parking ⛳ Nearby Recreation Minutes from Nancy Lopez Legacy Golf & Country Club and Glenview Champions Country Club — two of the area’s most popular championship golf destinations. Close to Mulberry Grove Regional Recreation Center and Chatham Recreation Center, offering pools, pickleball, bocce, shuffleboard, fitness areas, and daily activities. Scenic golf cart and walking paths connect you to all your favorite spots with ease. 🎶 Entertainment & Dining A short golf cart ride to Spanish Springs Town Square and Lake Sumter Landing for nightly live music, dancing, restaurants, boutiques, and special events. Brownwood Paddock Square is also easily accessible for additional entertainment and dining options. Close to shopping plazas, grocery stores, local cafés, and golf pro shops. 🏌️ Villages Temporary Resident IDs Guests can purchase Temporary Resident IDs for a $50 one-time fee (paid directly to The Villages), which provide access to: 40+ executive golf courses All recreation centers and neighborhood pools Pickleball, bocce, tennis, fitness trails, and lifestyle activities 🐾 House Rules No pets allowed. No smoking or vaping inside the home. Please respect quiet hours and neighborhood rules. BBQ grill (if used) must be cleaned before departure. All trash should be bagged and disposed of properly. Pool use is at guests’ own risk; children must be supervised at all times. 🌟 Why You’ll Love It Here Fernbrook Pool & Putting Getaway is the perfect Villages retreat — offering peaceful mornings by the pool, an easy golf cart ride to recreation centers, and lively evenings at the squares. Whether you’re here for a seasonal stay or an extended visit, this home gives you everything you need to enjoy The Villages lifestyle to the fullest! This home features a solar-heated pool, which works differently from a gas-heated pool. A solar system uses the sun’s energy to warm the water. Because of this, the temperature isn’t adjustable like a gas heater. The pool will naturally warm up on sunny days, and the water temperature will depend on daily weather conditions and outdoor temperatures. On cloudy, cool, or rainy days, the water may feel cooler since the system relies on sunlight.

Foxgrove Pool & Golf Estate at The Villages

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 24 - 29
$192 night

Welcome to Foxgrove Pool & Golf Estate, a truly one-of-a-kind luxury retreat overlooking the prestigious Nancy Lopez Legacy Championship Golf Course. Beautifully designed for extended family vacations, couples traveling together, golf getaways, and seasonal escapes, this spacious three-bedroom, three-bathroom residence combines elegant indoor living with spectacular outdoor amenities, all set against breathtaking panoramic golf course views. What makes Foxgrove Pool & Golf Estate truly unique is its thoughtfully designed dual-living layout. In addition to the home’s expansive main living area, the property features a completely separate king suite with its own fully equipped kitchen, sitting room, private entrance, and stunning golf course views. This rare design provides exceptional privacy for couples traveling together, multi-generational families, or guests who simply appreciate having their own personal space while still enjoying the home as one spectacular vacation retreat. Whether you’re relaxing beside the pool, enjoying dinner under the covered lanai, playing championship golf, or listening to live music in one of The Villages’ famous town squares, Foxgrove Pool & Golf Estate offers an unforgettable Florida experience. Spacious Accommodations Designed to comfortably accommodate up to six guests. Private Primary King Suite The luxurious primary suite serves as its own private retreat. Features include: • King-size bed • Smart TV • Beautiful golf course views • En-suite bathroom • Walk-in shower • Spacious walk-in closet • Comfortable sitting room • Fully equipped second kitchen • Private exterior entrance Wake each morning to sweeping views of the Nancy Lopez Championship Golf Course through an expansive wall of windows extending across both the bedroom and adjoining living area. This suite offers the perfect balance of luxury and privacy. Second King Bedroom Beautifully furnished with: • King-size bed • Comfortable bedding • Smart furnishings • Plenty of closet space Third Bedroom Perfect for additional guests. Includes: • Queen-size bed • Comfortable linens • Closet • Bright natural lighting Bathrooms The home offers three full bathrooms, providing comfort and convenience for families and groups. Two Fully Equipped Kitchens One of Foxgrove Estate’s most exceptional features is its two complete kitchens. Whether preparing meals together, accommodating multiple families, or simply enjoying the flexibility of additional cooking space, you’ll appreciate this incredibly rare amenity. The main kitchen features: • Full-size refrigerator • Range • Oven • Dishwasher • Microwave • Coffee maker • Blender • Crockpot • Toaster • Pots & pans • Baking dishes • Mixing bowls • Serving platters • Plates • Bowls • Glassware • Wine glasses • Coffee mugs • Flatware • Cooking utensils The private suite kitchen is also fully stocked, making it perfect for preparing breakfast, snacks, coffee, or complete meals. Few vacation homes in The Villages offer this level of flexibility. Spacious Living Areas Gather together in the beautifully appointed family room featuring: • Comfortable seating • Large Smart TV • Whole-home speaker system • Open-concept design • Dining area • Beautiful natural lighting Perfect for movie nights, entertaining, or simply relaxing after a day exploring The Villages. Resort-Style Outdoor Living Step outside into your own private backyard paradise overlooking the Nancy Lopez Championship Golf Course. Enjoy: • Heated swimming pool* • Relaxing spa* • Paradise Grill outdoor kitchen • Covered outdoor dining • Outdoor Smart TV • Two decorative fountains • Comfortable lounge seating • Beautiful landscaping • Spectacular panoramic golf course views Morning coffee, afternoon swims, evening grilling, and unforgettable Florida sunsets become part of everyday life at Foxgrove Estate. Laundry The home includes access to a shared laundry room equipped with a full-size washer and dryer. Parking • Driveway parking • Complimentary two-passenger golf cart Explore The Villages by Golf Cart Your stay includes a complimentary two-passenger golf cart, allowing you to experience one of the most unique lifestyles anywhere in Florida. Cruise by golf cart to: • Nancy Lopez Legacy Country Club • Executive Golf Courses • Recreation Centers • Restaurants • Shopping • Spanish Springs Town Square • Swimming Pools • Pickleball Courts • Walking Trails Experience the Nancy Lopez Lifestyle Foxgrove Estate enjoys one of the most prestigious locations within The Villages. Nearby you’ll find: Nancy Lopez Legacy Country Club • 27 Championship Holes • Beautiful Clubhouse • Practice Facilities • Golf Shop • Restaurant & Lounge • Outdoor Dining • Frequent Tournaments Nearby Executive Golf Courses include several beautifully maintained courses that can be reached by golf cart within minutes. Recreation Nearby recreation centers feature: • Resort Pools • Adult Pools • Pickleball • Tennis • Bocce • Shuffleboard • Fitness Centers • Billiards • Arts & Crafts • Daily Activities • Hundreds of Clubs Nearby include: • Mulberry Grove Recreation Center • First Responders Recreation Center • Chula Vista Recreation Center • Paradise Recreation Center Dining & Shopping Within minutes you’ll enjoy: • Nancy Lopez Country Club Restaurant • Glenview Country Club • Orange Blossom Hills Country Club • Cody’s Original Roadhouse • Beef ’O’Brady’s • Coffee Shops • Local Cafés • Ice Cream Shops Nearby shopping includes: • Publix • Walgreens • CVS • Medical Offices • Banking • Retail Shopping • Hair Salons • UPS Store Everything needed for an extended stay is just a short golf cart or car ride away. Entertainment Enjoy easy access to: Spanish Springs Town Square Featuring: • FREE Nightly Live Music • Dancing • Restaurants • Outdoor Dining • Shopping • Seasonal Festivals • Community Events Lake Sumter Landing and Brownwood Paddock Square are also easily accessible. Outdoor Recreation Enjoy: • Miles of Golf Cart Paths • Walking Trails • Mature Landscaping • Palm Trees • Beautiful Sunsets • Peaceful Streets • Nature Viewing Villages Temporary Resident IDs Guests staying in The Villages have the option of purchasing Villages Temporary Resident IDs, allowing access to many of the community’s outstanding recreational amenities during their stay. These optional IDs provide access to: • Executive Golf (green fees apply) • Recreation Centers • Swimming Pools • Pickleball • Tennis • Organized Activities • Resident Clubs • Fitness Opportunities • Much More Throughout The Villages Temporary Resident ID fees are established by The Villages and are subject to change. Information on obtaining your IDs will be provided after your reservation is confirmed. Championship golf, country clubs, and certain specialty activities may require separate fees. Things to Know • Sleeps up to 6 guests • Two King Bedrooms • One Queen Bedroom • Three Full Bathrooms • Two Fully Equipped Kitchens • Heated Pool • Spa • Paradise Grill Outdoor Kitchen • Outdoor Television • Whole-Home Speaker System • Golf Course Views • Shared Laundry Room • Complimentary Two-Passenger Golf Cart Pet Policy Dogs are welcome upon prior approval. Additional pet fees may apply. Cats are not permitted. Golf Cart Policy A complimentary two-passenger golf cart is provided for guest convenience. Should the golf cart become unavailable due to maintenance, mechanical issues, accidental damage, manufacturer recalls, weather events, or circumstances beyond our control, no refunds, credits, or compensation will be provided, as the golf cart is considered a complimentary amenity and is not part of the rental consideration. We will make every reasonable effort to restore service as quickly as possible; however, repair timelines may depend on parts availability, technician scheduling, and other circumstances outside our control. Guests are responsible for operating the golf cart safely and in accordance with all applicable Florida laws and The Villages’ rules and regulations. From its rare dual-kitchen layout and private king suite to the resort-style backyard, championship golf course views, and unbeatable location near Nancy Lopez Legacy Country Club, Foxgrove Pool & Golf Estate offers an experience unlike almost any other vacation rental in The Villages. Whether you’re planning a golf vacation, a family gathering, or an extended seasonal escape, you’ll enjoy luxury, flexibility, and the very best of The Villages lifestyle from one unforgettable home.

Allenwood Pool Home at The Villages

The Villages, Florida, US
3 Bedrooms 6 Guests
Aug 22 - 27
$174 night

Allenwood Pool House | Private Heated Pool • Outdoor Kitchen • Golf Cart • Near Lake Sumter Landing Escape to Allenwood Pool House, a beautifully appointed designer home in the desirable Village of Amelia, where resort-style outdoor living meets one of the most convenient central locations in The Villages. Featuring a private pool, outdoor kitchen, dedicated workspace, and complimentary golf cart, this home is perfect for golf vacations, extended stays, snowbirds, or simply enjoying everything The Villages has to offer. The Home This beautifully designed 3-bedroom, 2-bath home comfortably accommodates up to six guests with an open floor plan that creates the perfect gathering space for family and friends. Sleeping Arrangements Primary Suite: King bed, Smart TV, private ensuite bathroom with walk-in shower Guest Bedroom 1: Queen bed with Smart TV Guest Bedroom 2: King bed with Smart TV Guest bathroom with full bathtub Every bedroom includes its own television, and the spacious living room also features a large Smart TV for relaxing after a day exploring The Villages. Chef’s Kitchen Whether you’re preparing breakfast before golf or hosting dinner with friends, the kitchen is fully equipped with everything you’ll need. Features include: Granite countertops Large center island Gas stove Upgraded stainless steel appliances Fully stocked cookware, dishes, utensils, and small appliances Coffee maker Pantry storage Dining options include: Dining table seating for 6 Breakfast nook seating for 4 Kitchen island with bar seating Outdoor Living The backyard is designed to make every day feel like a vacation. Enjoy: Private swimming pool Optional pool heat (additional fee) Outdoor kitchen Covered lanai Comfortable outdoor seating Private patio terrace Whether you’re enjoying your morning coffee, grilling dinner, or relaxing by the pool after a round of golf, this outdoor space is one of the home’s highlights. Dedicated Workspace Need a quiet place to work? The den features: Desk Comfortable office chair Quiet space for remote work, reading, or conference calls Included Amenities Complimentary high-speed Wi-Fi Smart TVs in the living room and every bedroom Full-size washer and dryer Fully equipped kitchen Linens and towels provided Two-car garage Complimentary 2-passenger gas golf cart Explore The Villages The Village of Amelia is one of the most sought-after central neighborhoods in The Villages, offering easy golf cart access to shopping, recreation, golf, and entertainment. Lake Sumter Landing Approximately 4 miles | About 10–15 minutes by golf cart Lake Sumter Landing is one of The Villages’ three iconic town squares and features: Free nightly live entertainment Waterfront restaurants Boutique shopping Happy hours Coffee shops Ice cream Seasonal events Movie theater Brownwood Paddock Square Approximately 8 miles | About 20–25 minutes by golf cart or 15 minutes by car Brownwood offers: Free nightly live music Restaurants Shopping Farmers markets Seasonal festivals Dancing Entertainment throughout the year Recreation Nearby With Temporary Resident IDs, guests may enjoy access to The Villages’ outstanding recreation system, including neighborhood and regional recreation centers, pools, pickleball, tennis, bocce, shuffleboard, clubs, and organized activities. Amelia Neighborhood Recreation Center Approximately 2 minutes away Features include: Adult pool Shuffleboard Bocce Horseshoes Social activities Pavilion Colony Cottage Regional Recreation Center Approximately 10 minutes away Offers: Sports pool Pickleball Tennis Billiards Meeting rooms Daily activities Fitness classes Lake Miona Regional Recreation Center Approximately 10 minutes away Features: Sports pool Pickleball Tennis Fitness activities Arts & crafts Clubs Indoor recreation Golf Golf enthusiasts will love the location. Numerous Executive Golf Courses and Championship Golf Courses are just minutes away by golf cart, giving you endless opportunities to play throughout your stay. Shopping & Dining Within just a few minutes you’ll find: Publix Fresh Market Walmart Target Walgreens CVS Pharmacy Banking Medical facilities Countless restaurants Golf cart-accessible shopping and dining Temporary Resident IDs Guests staying with AJ Home Rentals may purchase Temporary Resident IDs (approximately $50 per household, payable directly to The Villages when picking up the IDs). Temporary Resident IDs allow eligible guests to enjoy many of the community’s outstanding amenities, including recreation centers, pools, executive golf (trail fees may apply), organized activities, and more. Please note that Temporary Resident IDs are not Guest Passes and are issued by The Villages based on eligibility and availability. Golf Cart A complimentary 2-passenger gas golf cart is provided for your convenience. Guests who wish to use the golf cart must complete AJ Home Rentals’ Golf Cart Waiver before arrival. The golf cart is provided as a complimentary amenity. While we make every effort to ensure it is available, unforeseen maintenance, repairs, recalls, weather, or other circumstances may occasionally prevent its use. No refunds or credits will be issued for golf cart interruptions. Pet Policy We welcome well-behaved dogs upon prior approval. Dogs require advance approval. Breed, age, weight, and house-training information may be requested. Additional pet fees may apply. Cats are not permitted. Whether you’re planning a golf getaway, an extended seasonal stay, or a relaxing Florida vacation, Allenwood Pool House offers the perfect blend of comfort, convenience, and resort-style living in the heart of The Villages. From the private pool and outdoor kitchen to the golf cart and unbeatable location near Lake Sumter Landing and Brownwood, everything is here for an unforgettable stay.

Keystone Haven Villa (Hadley)

The Villages, FL, US
2 Bedrooms 4 Guests
Aug 22 - 27
$107 night

PET FRIENDLY WITH PET DOOR AND FENCED YARD 🏝️ Welcome to Coastal Haven Villa: Your Tropical Retreat in The Villages of Hadley! Nestled in the picturesque VILLAGES OF HADLEY, Coastal Haven Villa is a delightful 2-bedroom, 2-bathroom home perfect for those seeking a tropical escape. Decorated with ocean-inspired decor, this villa offers a unique blend of coastal charm and modern comfort. With its private patio and spacious lanai, this home is an ideal retreat for relaxation and enjoyment. ✨ Impeccable Comfort & Tropical Vibes Step into a bright and inviting space designed to make you feel right at home. The villa features a SPACIOUS KITCHEN equipped with all the essentials for preparing delicious meals, including modern appliances and ample counter space. The cozy dining area is perfect for enjoying meals together, while the open living area boasts a BIG TV MOUNTED ON THE WALL, providing a great space for entertainment and relaxation. Both bedrooms are thoughtfully designed for comfort, with the master suite offering a private bathroom. The second bedroom is perfect for guests or additional family members. The home includes a STORM DOOR to let in plenty of natural light, enhancing the bright and airy atmosphere. 🏖️ Outdoor Bliss & Entertainment One of the standout features of Coastal Haven Villa is the TIKI BAR in the back, perfect for enjoying tropical drinks and the laid-back Florida lifestyle. The villa also boasts a NICE SIZE OUTDOOR LANAI AND PATIO, ideal for dining al fresco or simply relaxing in the sun. The PRIVATE PATIO offers a peaceful retreat, surrounded by lush greenery. For those who love to grill, a BBQ is available, making it easy to host outdoor gatherings. The home also includes a 1-CAR GARAGE AND GOLF CART GARAGE, providing ample space for your vehicle and the GOLF CART provided for your convenience. 🌴 Explore The Villages & Beyond Conveniently located close to LAKE SUMTER LANDING, Coastal Haven Villa offers easy access to a wealth of amenities and activities. Enjoy the vibrant atmosphere of Lake Sumter Landing, with its variety of shops, restaurants, and nightly entertainment. The HADLEY POOL is just a short distance away, perfect for a refreshing swim. For golf enthusiasts, the villa is ideally situated near major executive and championship golf courses, providing endless opportunities to enjoy the sport. Residents with a VILLAGES TEMPORARY RESIDENT ID (available for a $50 fee paid directly to The Villages) can enjoy access to 40+ EXECUTIVE GOLF COURSES throughout the community. These courses offer a range of challenges for all skill levels and are included in the amenities accessible during your stay. This ID also provides access to numerous recreational facilities, making it easy to enjoy the active lifestyle that The Villages is known for. 🌟 Your Coastal Paradise Awaits Don’t miss the opportunity to experience the best of The Villages at Coastal Haven Villa. Whether you’re looking to relax in a tropical setting or explore the vibrant community, this villa is the perfect home base for your adventures. This is a non-smoking property. The Villages is an active senior community for residents 55 YEARS AND OLDER.

Arcade Games, Lanai & Spa: Summerfield Family Home

Summerfield, FL, US
3 Bedrooms 6 Guests
Aug 22 - 25
$211 night

All-Ages Entertainment | Day Trip to Disney | Heated Pool Dive into relaxation — this Summerfield vacation rental is designed for ultimate comfort and fun with loved ones. The 3-bedroom, 2-bath home includes a 4K Smart TV for epic movie nights, a covered patio that invites you to unwind, and a foosball table for some friendly competition. Ready to explore? Visit the iconic Silver Springs State Park or have a beach day on the banks of Lake Weir. Your Sunshine State getaway awaits! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 2 twin beds INDOOR LIVING - 65" 4K OLED Smart TV w/ surround sound - 3 zero-gravity recliners - Arcade machine w/ 5,000 games, racing game - Regulation-sized foosball table, board games - Cocktail table w/ 4 chairs - Dining table OUTDOOR LIVING - Lanai, heated pool, 8-person spa - Covered patio, outdoor lounge space KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Drip coffee maker (bring your own coffee), toaster, blender - Cooking basics, dishware & flatware, trash bags & paper towels GENERAL - Central heating & A/C - Towels & linens, complimentary toiletries, hair dryer - Washer & dryer, iron & board - Free WiFi - Keyless entry FAQ - 4 exterior security cameras (facing out) ACCESSIBILITY - Single-story home, 1 threshold step to enter PARKING - Driveway (4 vehicles) -- THE LOCATION -- - 7 miles to Carney Island Recreation & Conservation Area: boat ramp, beach - 13 miles to Lake Griffin State Park - 19 miles to Silver Springs State Park - 11 miles to Don Garlits Museum of Drag Racing - 67 miles to Walt Disney World & 64 miles to Universal Studios Florida - 24 miles to Ocala International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home requires 1 threshold step to enter - Your safety matters. This property features 3 exterior security cameras. Camera 1 is on the north side of the house facing the pool equipment. Camera 2 is on the garage facing the driveway. Camera 3 is on the north fence facing the backyard gate. Camera 4 is on the front door facing the street. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion Licence number: DWE5202848

Glendale Poolside Retreat

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 22 - 27
$219 night

IMPORTANT !!! JAN-MAR only full month bookings / no partial bookings allowed Other times of the year - Minimum two-week stays. 🌟 Glendale Poolside Retreat in the Village of Charlotte 🌟 Discover the perfect blend of luxury and relaxation at Glendale Poolside Retreat, an elegant 3-bedroom, 2-bathroom designer home in the desirable Village of Charlotte. Just a short stroll to the Captiva Family Pool and Recreation Center, this beautifully furnished residence offers a private pool and is ideally located close to Brownwood Paddock Square and just a quick ride to Lake Sumter Landing. 🏡 Sophisticated Living & Stunning Design Step inside and experience the grandeur of this beautifully designed home. The open floor plan seamlessly connects the living, dining, and kitchen areas, providing an inviting space for relaxation or entertaining. The home features tile floors, soaring ceilings, and sophisticated finishes that create an atmosphere of timeless charm. The master suite includes a luxurious king bed and a private bathroom, while the guest rooms offer a queen bed in one and two twin beds in the other. Each bedroom is designed for comfort and style, ensuring a restful stay. 🌞 Private Poolside Oasis Step outside through the glassed-in lanai to find your private poolside escape enclosed within a spacious birdcage. Whether you’re lounging poolside or hosting a BBQ, this tropical oasis is perfect for making the most of the Florida sunshine. With lush surroundings and ample seating, your outdoor space invites relaxation and fun in equal measure. Solar system for temperature controls - no heat pump 🌴 Explore The Villages! As a guest at Glendale Poolside Retreat, you’ll enjoy all the incredible amenities of The Villages, Florida’s premier 55+ active adult community. For a small fee, obtain a Villages Temporary Resident ID and access over 40 executive golf courses, resort-style pools, and recreation centers that offer everything from tennis and pickleball to fitness classes. Choose from family pools, lap pools, and adult-only pools to suit your mood. 🚶‍♀️ Prime Location: Convenience at Your Doorstep Located just minutes from Brownwood Paddock Square, where you can enjoy live music, dining, and shopping, and a quick ride to Lake Sumter Landing, this home offers the perfect balance of peaceful living and access to entertainment. With Captiva Recreation Center just around the corner and other centers close by, you’ll always have something fun to do. This stunning home in the Village of Charlotte offers a private pool, luxurious accommodations, and easy access to all the excitement of The Villages. Experience the best of both worlds with convenience, comfort, and relaxation at your fingertips. Solar system for temperature controls - no heat pump

Hawkins Azure Pool Home

Wildwood, FL, US
3 Bedrooms 6 Guests
Aug 31 - Sep 5
$243 night

🌴 Hawkins Azure Pool Home – Luxury Retreat in the Heart of The Villages 🌴 ✨ Immerse yourself in the ultimate Florida lifestyle at Hawkins Azure Pool Home — a beautifully appointed 3-bedroom, 2-bathroom villa designed for comfort, elegance, and effortless access to all The Villages has to offer. Nestled in the highly desirable Hawkins neighborhood, this home combines modern living with the charm of community-centered recreation, shopping, dining, and entertainment. 🏡 Thoughtful Interior Comfort Primary Suite: King-size bed dressed in luxury linens, large walk-in closet, and a private en-suite bath. Guest Room 1: Queen bed, perfect for visiting friends or family. Guest Room 2: Murphy bed for flexible sleeping arrangements or to use as an office/flex space. Chef’s Kitchen: Fully equipped with high-end appliances, spacious counters, and everything you need to entertain or prepare meals with ease. Relaxing Living Area: Comfortable open layout with large TV, soft seating, and natural light. 🌿 Outdoor Living & Entertaining Step out onto the spacious screened lanai overlooking a beautifully landscaped yard. Perfect for: Morning coffee or sunset cocktails Al fresco dining with friends Reading and relaxing in your private outdoor space. The Hawkins neighborhood pool is just moments away — a heated pool where you can enjoy a daily swim or unwind under the Florida sun. 🏌️‍♂️ Prime Location – Close to Everything! Hawkins offers the best of The Villages’ southern lifestyle: 🚲 Minutes by golf cart to Sawgrass Grove — a lively destination with nightly entertainment, excellent dining, and retail shops. 🍽️ Steps away from McGrady’s Pub (live music, hearty meals, and community feel). 🛍️ Close to Magnolia Plaza and Lake Deaton Plaza, featuring Publix, retail shops, pharmacies, banks, and other conveniences. 🏖️ Just a short golf cart ride to Brownwood Paddock Square — enjoy free nightly live music, restaurants, boutique shops, and events. 🏸 Recreation & Active Living Hawkins Pool: Heated neighborhood pool perfect for daily swims and relaxation. Everglades Recreation Center: One of the largest in The Villages, featuring pickleball courts, tennis, bocce, walking trails, outdoor sports areas, and community events. Aviary Recreation Center: Resort-style experience with family-friendly activities and fitness amenities. Golf lovers: You’re surrounded by 40+ executive courses and championship courses within golf cart distance. 🆔 Guest Access & Amenities Guests may request a Temporary Resident ID ($50 fee paid directly to The Villages), unlocking access to: 40+ executive golf courses (no greens fees) Championship golf courses (reduced resident rates) All recreation centers, pools, fitness facilities, and events across The Villages. Nightly live entertainment at all three main squares: Brownwood, Lake Sumter Landing, and Spanish Springs. 👉 Golf carts are the preferred way to get around — everything is within easy carting distance from this home! 🌟 The Lifestyle From morning walks on nature trails to sunset happy hours at Sawgrass Grove, this home places you right in the middle of The Villages’ vibrant lifestyle. Whether your passion is golf, live music, dancing, dining, fitness, or simply relaxing in the Florida sunshine, Hawkins Azure Pool Home makes it all effortless. 📅 Book your seasonal stay today and make your Florida retreat unforgettable.

Edenfiled Golfview Retreat

Sumterville, FL, US
3 Bedrooms 6 Guests
Aug 29 - Sep 3
$218 night

🌴 Edenfield Golf View Retreat Edenfield Golf View Retreat, a beautifully designed premier home in the sought-after Village of Edenfield, offers a rare combination of open space, modern comfort, and breathtaking golf course views. Nestled in the heart of the vibrant Eastport area of The Villages, this home provides the luxury of enjoying it all from your private pool and lanai. Designed for guests who appreciate simplicity, comfort, and ample space to settle in, this home offers a relaxed and uncluttered environment while still delivering a high-end experience. 🏡 The Space Entering, you’ll be greeted by the spacious and open design of this thoughtfully crafted space. The expansive open floor plan, clean and modern design, comfortable furnishings, and large sectional with recliners create a perfect setting for relaxing evenings. The primary TV is an 83-inch LG equipped with LG’s newest soundbar using AI to mesh seamlessly with the TV to create a realistic soundstage in the entertainment room. Every bedroom is equipped with a TV, and the bright, airy feel of the home allows you to spread out and unwind. High speed fiber optic service is throughout the house. There is a desk with a printer in one of the bedrooms. This home is designed to feel comfortable, livable, and truly yours during your stay. 🛏️ Bedrooms & Bathrooms The primary suite features a Tempur-Pedic king size mattress bed, golf course views, an en-suite bathroom, his and hers closets, creating a peaceful, private retreat. Wake up each morning to the stunning views of the golf course, a truly special way to start your day. The guest bedrooms include a queen bed in each, and a shared Jack and Jill bathroom. This setup is ideal for couples, friends, or family traveling together. Additional amenities include a convenient half bathroom for guests. 🌴 The Outdoor Showstopper — Pool & Golf Views This is where the home truly shines. Indulge in the luxury of a private pool with a mesmerizing waterfall feature. Relax in the in pool sun lounge chairs, and unwind on the expansive lanai, which offers multiple seating areas. Take in the breathtaking open, unobstructed golf course views. 👉 Start your day with a refreshing cup of coffee, bask in the easterly morning sun rising over the golf course or unwind with an evening cocktail by the gas firepit while overlooking the course. 👉 Watch golfers gracefully pass by as you lounge in the heated pool, creating a serene and enjoyable atmosphere. This outdoor space is meticulously designed to cater to long, relaxing Florida days and unforgettable evenings. 🍽️ Kitchen & Living The spacious kitchen features a large open layout, complemented by an oversized island that serves as a perfect gathering spot. There’s ample seating throughout the area, making it ideal for entertaining or casual living. Your choice of a traditional drip coffee machine or use of the newest Keurig coffee maker with the large capacity water reserve that also can make espresso coffee. Whether you’re cooking up a storm, hosting a lively gathering, or simply relaxing, everything flows effortlessly in this well-designed space. 🧺 Convenience Features This home is equipped with high efficiency front-load washers and dryers, ensuring a hassle-free laundry experience. The spacious layout promotes excellent flow throughout the home, providing ample indoor and outdoor seating options. 🐾 Pet Policy Dogs are welcome in this home, provided they are approved by the property management. 🎟️ The Villages Lifestyle — Resident IDs Guests have the option to purchase Temporary Resident Lifestyle IDs, which grant access to various amenities and services. These include access to executive golf courses (pay-per-play), recreation centers and pools, pickleball, tennis, and more. Additionally, residents can enjoy clubs, events, and daily activities. 👉 This is what transforms your stay from a mere vacation into a full-fledged Villages experience. 📍 Location — Heart of Eastport & Beyond Nestled in the heart of Eastport, this home offers a prime location near the newest and most exciting areas. 🌟 Eastport (Newest & Most Exciting Hub) Eastport is a rapidly growing destination that boasts a vibrant dining and entertainment scene. Experience the ultimate in luxury and comfort in this stunning outdoor showstopper. Edenfield Golf View Retreat offers a delightful blend of events, a vibrant social atmosphere, and easy access to trails and paths. Just a short ride away, you’ll find Sawgrass Grove, a charming destination featuring restaurants, casual dining, an open-air market atmosphere, live entertainment, and fun events like Boozy Bingo. Downtown Middleton is another gem, offering local charm, a strong community feel, and quick access to Boosters Bar & Grill. It’s a great place for dining and meeting everyday needs. Brownwood Paddock Square is a lively spot with nightly live music, restaurants, bars, shopping, and entertainment options. Edenfield Golf View Retreat is conveniently located just an easy and enjoyable golf cart ride away. Surrounded by top recreation centers like the Everglades Recreation Center and Saluki Recreation Center, you’ll have access to a variety of activities, including pickleball courts, fitness classes, pools, and social events. ⭐ Guest Experience Guests rave about the premier home with its open, modern design, heated private pool with a waterfall and in-pool loungers, stunning golf course views from the pool and primary suite, spacious layout with plenty of seating, TVs in every room, and a recliner sectional. The prime location near Eastport, Sawgrass, and Brownwood makes it easy to explore the surrounding area. ✨ Final Note Edenfield Golf View Retreat offers more than just a stay; it’s your front-row seat to the vibrant lifestyle of The Villages.

Grand Edenfield Championship View Estate

Sumterville, FL, US
3 Bedrooms 6 Guests
Aug 22 - 29
$419 night

Edenfield Championship View Estate | Premier Golf & Water View • Pool, Spa • 3BR + Den Luxury • 2 Golf Carts (4 Seater and 2 Seater) Welcome to one of the most exceptional homes in The Villages—Edenfield Championship View Estate—where every detail, every finish, and every view has been designed to deliver a truly elevated stay. Set on what is considered one of the premier lots in The Villages, this estate offers endless championship golf course and water views, creating the feeling of living within your own private country club setting. From sunrise over the fairways to evenings by the fire, this is more than a home—it’s an experience. ✨ A Refined, Luxury Living Experience This fully furnished 3-bedroom + den, 3-bath estate blends elegance with comfort in a way that feels both elevated and effortlessly livable. High-end laminate flooring throughout Elegant custom trim work in every room Designer closets for seamless organization Dedicated den with Queen Murphy bed Epoxy-finished garage with attic access Universal Level 2 EV charger Every space has been thoughtfully curated to ensure guests have everything they need for a seamless and memorable stay. 🛏️ Sleeping Arrangements Primary Suite King bed Breathtaking golf course and water views from your bed Private en-suite bathroom Quiet, luxurious retreat 👉 Wake each morning to peaceful, uninterrupted views—one of the most defining features of this home. Bedroom 2 Queen bed Bedroom 3 Two twin beds Den / Flex Space Queen Murphy bed Ideal for additional guests or a private workspace 🛋️ Thoughtfully Designed Living Spaces Spacious Great Room with indoor fireplace Separate den for additional relaxation or work space Open-concept design with natural flow Oversized sectional for comfort and entertaining This home offers multiple areas to gather, unwind, or enjoy quiet moments. 🌴 The Outdoor Experience — Your Private Resort The outdoor space is nothing short of extraordinary. Heated pool & spa (available upon request) In-pool sun loungers Expansive lanai with custom wood ceiling Outdoor fireplace with large-screen TV Fire table in lounge seating area Fully equipped outdoor kitchen / summer kitchen Multiple seating and entertaining zones Custom rock landscaping Unobstructed, panoramic golf course and water views 👉 Enjoy morning coffee overlooking the fairways, relax poolside under the Florida sun, and unwind in the evening surrounded by firelight and open skies. This is where guests spend most of their time—and where unforgettable memories are made. 🍽️ Gourmet Kitchen & Indoor Entertaining Quartz countertops with custom backsplash Designer hood vent and premium finishes Oversized island for gathering Open-concept layout connecting kitchen, dining, and living Perfect for hosting or simply enjoying a quiet night in. 🚗 Comfort, Convenience & Extras Two golf carts included 2-seat gas cart 4-seat electric cart High-efficiency washer & dryer TVs throughout the home Fully furnished, turn-key experience Everything has been designed so your stay feels effortless from the moment you arrive. 🐾 Pet-Friendly Option Dogs may be considered with prior approval. 🎟️ The Villages Lifestyle Experience Guests may purchase Temporary Resident Lifestyle IDs, granting access to: Executive golf courses (included) Championship golf (discounted pay-per-play) Recreation centers & resort-style pools Pickleball, tennis & fitness classes Clubs, events, and daily entertainment 👉 This transforms your stay into a full Villages lifestyle experience. 📍 Prime Location — Eastport & Surroundings Perfectly located near the most sought-after destinations: 🌟 Eastport – The newest hub with dining and vibrant energy 🎶 Sawgrass Grove – Restaurants, live music, open-air gathering 🤠 Brownwood Paddock Square – Nightly entertainment, shopping & dining 🌿 Everglades & Saluki Recreation Centers 👉 Conveniently located near 3 Championship and 7 Executive golf courses 👉 All easily accessible by golf cart 💫 Why This Home Stands Apart ✔ One of the most desirable golf course lots in The Villages ✔ Expansive, uninterrupted golf and water views ✔ Private resort-style pool, spa & outdoor living ✔ Indoor & outdoor fireplaces with multiple gathering areas ✔ Two golf carts included ✔ Spacious layout with den and flexible living areas ✔ Designed for both luxury and comfort 🌴 Your Private Country Club Experience At Edenfield Championship View Estate, you’re not just staying in a home—you’re stepping into a lifestyle defined by space, beauty, and effortless enjoyment. From the moment you arrive, every detail has been prepared so you can simply relax, explore, and enjoy everything The Villages has to offer. Welcome to your elevated Florida escape.

Santino’s Luxe Retreat at Well Point

Wildwood, FL, US
3 Bedrooms 6 Guests
Sep 12 - 19
$201 night

🏡 Santino Luxe Retreat at Villages of Well Point 🌴 Modern Elegance, Private Pool, Prime Eastport Location Discover Santino’s Luxe Retreat, a brand-new villa nestled in the vibrant heart of The Villages’ newest neighborhood—Well Point, where cutting-edge design meets the quintessential Florida lifestyle. This beautifully crafted 3-bedroom, 2-bath retreat offers a luxury living experience in a 55+ community, just minutes by golf cart from all the exciting new attractions of Eastport, Sawgrass Grove, Magnolia Plaza, and even Brownwood. ☀️ Florida Living at Its Finest Step into a light-filled home where modern comfort and style take center stage. The moment you walk through the door, you’re greeted by a panoramic view of the private pool and fountain, flanked by a covered outdoor kitchen and furnished lounge area—perfect for morning coffee or sunset cocktails. 👑 Suite Dreams & Room for All • The master suite features a king bed, beautiful views of the patio and pool, and a spa-inspired ensuite bathroom with dual sinks, walk-in shower, and large walk-in closet. • A split floor plan ensures privacy with two additional bedrooms—one with a king bed, the other with a queen bed—both offering easy access to the second bathroom with a tub/shower combo. 🍳 Chef-Inspired Kitchen with Café Appliances The open-concept, city-style kitchen is a culinary dream, featuring high-end Café brand appliances—known for their custom finishes and sleek sophistication—inviting you to cook, entertain, and gather with ease. 🛋️ Relax & Unwind in Style • Spacious family room with L-shaped sectional sofa and large smart TV • Poolside patio seating with ultra-comfy outdoor furniture • Enjoy outdoor dining with the built-in BBQ grill, perfect for cookouts by the pool. • One-car garage with storage (plus golf cart space) and driveway parking for two vehicles 📍 Unmatched Location & Lifestyle Access • Minutes to Magnolia Plaza for groceries, dining, and shopping • Quick golf cart access to Sawgrass Grove, Eastport entertainment, and Edna’s on the Green • Just a 20-minute golf cart ride to Brownwood Paddock Square • Close to Everglades and Ezell Recreation Centers, pitch & putt, putting greens, and dozens of executive and championship golf courses 🎟️ Villages Access & Guidelines • Guests are eligible to request Temporary Resident IDs (through A&J Concierge) at a $50 fee paid directly to The Villages • Temporary Residents may also request guest passes for visiting friends and family • Absolutely no smoking or vaping on the premises • No commercial vehicles, boats, or RVs permitted in the driveway 🐾 No Pet Policy No pets permitted Due to allergies within the family, we are unable to accommodate pets at this property. Thank you for your understanding and cooperation. 🚗 Extras That Make It Easy Four-seater golf cart included — available for guest use after signing the required golf cart waiver. Perfect for exploring The Villages in style and convenience. Two bicycles for leisurely neighborhood rides and scenic paths Two helmets provided for your safety and comfort

Tropical Private Fenney Escape

Wildwood, FL, US
3 Bedrooms 6 Guests
Sep 13 - 18
$195 night

IMPORTANT !!! JAN-MAR only full month bookings / no partial bookings allowed 🌟 Welcome to Tropical Private Fenney Escape: Your Exclusive Oasis in The Villages! Discover the ultimate getaway at Tropical Private Fenney Escape, a stunning and spacious home in the heart of the sought-after Villages of Fenney. This luxurious 3-bedroom, 2-bathroom residence is perfect for those seeking both comfort and adventure, offering a private pool, lush garden views, and easy access to some of the best amenities The Villages has to offer. ✨ Relax in Style & Comfort Step inside this beautifully designed home, where natural tones and calming whites create a serene atmosphere. The open-concept living area is perfect for entertaining, with a fully equipped kitchen that includes all the tools you need for cooking, baking, and hosting. The bar area adds a touch of fun for evening gatherings, while TVs in every room ensure entertainment at your fingertips. The master bedroom features a luxurious king-sized bed and an en-suite bathroom for ultimate relaxation. The two additional guest rooms each have comfortable queen beds, providing restful retreats for family or friends. Step outside to your private pool, where you can unwind in total privacy. The enclosed lanai offers the perfect space for dining or lounging, surrounded by the lush greenery of the garden. 🏌️‍♂️ Fun & Adventure in The Villages Located in the vibrant Villages of Fenney, this home is minutes away from all the fun and excitement. Enjoy a meal at the Fenney Grill or explore the nearby Everglades Recreation Center, offering everything from pickleball courts to a lap pool for swimming or water volleyball. For those who love adventure, the area even features archery ranges and scenic nature trails. Golf enthusiasts will love the proximity to top executive golf courses, perfect for a leisurely round. After a day of activities, head back to Tropical Private Fenney Escape to relax and unwind in your peaceful retreat. 🚗 Convenience & Comfort This home comes with a spacious 3-car garage, providing ample room for cars, golf carts, or any fun toys you bring along. With plenty of storage and a fully equipped kitchen, you’ll feel right at home whether you’re cooking, hosting, or just relaxing by the pool. ⛳ Explore The Villages With your Villages Temporary Resident ID (available for a $50 fee), you’ll have access to over 40 executive golf courses, recreation centers, pools, and more. Whether you’re exploring the golf cart paths, enjoying live music, or dining at Sawgrass Market Square, there’s always something to do in The Villages. Make Tropical Private Fenney Escape your next home away from home and experience all that The Villages has to offer—luxury, adventure, and relaxation await!

Eastport LaGrange Luxury Retreat

Sumterville, Florida, US
3 Bedrooms 6 Guests
Aug 22 - 27
$240 night

Eastport LaGrange Luxury Retreat | Walk to Eastport • Private Heated Pool • Designer Home Experience one of the best locations in The Villages® from this beautifully appointed luxury retreat, ideally situated within walking distance of Eastport. Step outside the front door and enjoy views toward the vibrant Eastport waterfront district, where you can see the heart of the entertainment area across the central lake. Whether you’re looking for relaxation, golf, dining, live entertainment, or an extended stay while enjoying everything The Villages has to offer, this beautifully furnished home delivers an exceptional experience. Designed with both comfort and entertaining in mind, this spacious three-bedroom, three-bathroom home features an open-concept floor plan filled with natural light, elegant finishes, and high-end designer furnishings throughout. The home offers abundant seating areas inside and out, making it ideal for a truly relaxing vacation where guests can gather comfortably or spread out in privacy. The fully equipped kitchen offers everything needed to prepare anything from a quick breakfast to a family dinner, including cookware, dishes, coffee maker, blender, crockpot, toaster, and all the everyday essentials. The oversized island flows seamlessly into the dining and living areas, creating the perfect gathering space for family and friends. The comfortable living room features a large-screen TV, stylish furnishings, and multiple seating areas designed for relaxation and conversation after a day of exploring The Villages. The spacious primary suite includes a luxurious King-size bed, TV, and a beautifully appointed ensuite bathroom. One with King size bed and the other with a Queen-size bed and their own TVs, ensuring every guest enjoys a private and relaxing retreat. A dedicated den/home office provides a quiet workspace for guests working remotely or simply needing a comfortable place to keep up with emails or everyday tasks while away. Step outside and discover your own private backyard oasis. The screened lanai offers multiple outdoor seating areas with high-end patio furniture, including a full dining space and lounge seating arranged beneath large premium umbrellas for shade and comfort. The setting surrounds a cozy private pool with available heating, perfect for year-round enjoyment whether you’re swimming, relaxing poolside, or enjoying an evening drink under the stars. This outdoor space is designed for true vacation living—spacious, comfortable, and perfect for long, relaxing days outdoors. Additional amenities include: Private heated pool (cozy and perfect for relaxation) High-end designer furnishings throughout Abundant indoor and outdoor seating areas Large premium patio umbrellas for shaded comfort Complimentary Wi-Fi TVs in every bedroom Large-screen TV in the living room Dedicated home office/den Central air conditioning Full-size washer and dryer Fully equipped gourmet kitchen Walk to Eastport, Dining, Shopping & Entertainment One of this home’s greatest advantages is its outstanding location. You are within walking distance of Eastport, The Villages’ newest town center, featuring waterfront dining, live entertainment, walking paths, retail shops, and scenic lake views—all easily accessible by golf cart or on foot. Eastport continues to grow with restaurants, bars, cafés, boutique retail, and waterfront patios, offering everything from casual bites to upscale dining experiences. You’ll also find live music, seasonal events, and vibrant gathering spaces just minutes away. Nearby golf cart access includes a wide selection of restaurants, cafés, and retail destinations, making it easy to enjoy breakfast, lunch, dinner, or shopping without ever needing a car. Premier Golf – Executive & Championship Courses Nearby Golf enthusiasts will love the proximity to some of the best courses in The Villages. You are close to both executive and championship-level golf courses, including: Woodlands Championship Golf Course Shallow Creek Championship Course Multiple nearby executive courses throughout the Eastport and south Villages area Central Lake practice facilities and driving ranges This location is ideal for golfers who want quick access to both challenging championship play and fun, walkable executive rounds—all just minutes away by golf cart. Olympia Recreation & Active Lifestyle Nearby is the Olympia Recreation Center, offering pickleball, tennis, fitness facilities, sports courts, walking trails, and indoor recreation spaces. The Athletic Club at Olympia features basketball, volleyball, badminton, pickleball, and more in a modern indoor facility. Sawgrass Grove Nearby Just a short golf cart ride away is Sawgrass Grove, a lively destination featuring live entertainment, restaurants, bars, coffee shops, ice cream, and casual dining. It’s a favorite gathering spot for both daytime relaxation and evening entertainment. Brownwood Paddock Square Within a short drive or golf cart ride, enjoy Brownwood Paddock Square, known for nightly live music, dancing, restaurants, shopping, and a vibrant western-style town square atmosphere. Whether your ideal stay includes golf, pools, pickleball, walking trails, live music, dining, shopping, or simply relaxing in a beautifully furnished home with luxury seating and resort-style outdoor living, this Eastport LaGrange retreat offers the perfect home base in one of the most exciting new areas of The Villages. Pet Policy One well-behaved dog may be considered with prior approval. Please contact us before booking if you plan to travel with a dog. Cats are not permitted.

Paquette’s Oak Hollow Greenside The Villages

Sumterville, FL, US
4 Bedrooms 6 Guests
Oct 11 - 16
$360 night

Luxury Golf & Water Views • Heated Saltwater Pool • Near Eastport Welcome to Oak Hollow Greenside at The Villages, an exceptional four-bedroom, three-bath luxury premier residence in the Village of Oak Hollow, directly overlooking the fairways and water of The Woodlands Championship Golf Course. Located approximately one mile north of Eastport, this beautifully appointed home combines a peaceful golf-course setting with convenient access to The Villages’ newest waterfront destination. From the upscale interior to the expansive screened pool area, every element of the home has been thoughtfully designed for elevated comfort, entertaining, and extended stays. Luxury Living with Unforgettable Views Step inside and immediately experience the quality of this high-end home. The spacious, open floor plan is filled with elegant furnishings, sophisticated décor, and carefully selected details that create a polished yet comfortable atmosphere. The main living area features generous seating and a 75-inch Smart TV, making it a wonderful place to gather for movies, sporting events, or a relaxing evening after exploring The Villages. Large windows and sliding doors draw your attention toward the remarkable outdoor setting, where long golf-course and water views create a peaceful backdrop throughout the day. Fully Equipped Designer Kitchen The kitchen is exceptionally well equipped for guests who enjoy cooking and entertaining. Features include: Five-burner gas cooktop Built-in wall oven Combination microwave and convection oven Large French-door refrigerator Quiet, high-capacity dishwasher Keurig and traditional drip coffee maker Ninja blender Four-slice toaster Electric kettle Crock-Pot Cookware, bakeware, utensils, dishes and glassware Pantry stocked with useful cooking basics The home also features whole-house three-stage water filtration and a dedicated reverse-osmosis drinking-water system in the kitchen—an uncommon premium convenience that adds to the comfort of longer stays. Four Comfortable Bedrooms The spacious primary suite features: King-size bed 65-inch OLED Smart TV Two walk-in closets Touch-sensitive bedside lighting Convenient USB and charging connections Private bathroom with separate vanities and a beautifully appointed shower The front guest bedroom also offers a king-size bed, Smart TV, storage, charging stations, and an additional workspace. A third guest bedroom includes a comfortable queen-size bed, while the fourth bedroom functions as both a private office and sleeping space with a queen Murphy cabinet bed and Smart TV. With three full bathrooms, the layout provides excellent privacy and convenience for couples, families, or friends traveling together. Designed for Remote Work Oak Hollow Greenside is especially well suited for guests who need to remain connected during their stay. The dedicated home office includes: Desk and comfortable chair Computer monitor with HDMI connection Laser printer High-speed internet access Smart TV Queen Murphy bed for flexible use A second guest bedroom also offers a separate desk, monitor, and charging connections, allowing two people to work privately at the same time. The home includes 1-gigabit fiber internet, with strong coverage throughout the interior and outdoor living areas. Private Heated Saltwater Volleyball Pool The outdoor living area is the centerpiece of this remarkable home. The expansive screened enclosure overlooks the golf course and water, creating a private resort-style setting for swimming, dining, entertaining, or simply relaxing while enjoying the view. The impressive heated saltwater volleyball pool measures approximately 40 feet by 15 feet and features: Shallow areas at both ends Deeper center section Large sun shelf Pool lighting Volleyball setup Lounge space around the pool Screened enclosure designed to reduce insects Beautiful fairway and water views Whether you are beginning the day with coffee beside the water, enjoying a leisurely afternoon swim, or watching the sunset over the course, this outdoor space provides an unforgettable Florida experience. Outdoor Kitchen and Entertaining Space The lanai also features a substantial outdoor cooking area with a natural-gas island grill, multiple cooking surfaces, searing capability, griddle space, and side burners. Combined with the covered seating areas, pool deck, and panoramic views, the outdoor space is ideal for preparing dinner, entertaining friends, or enjoying a casual meal without leaving the beautiful surroundings. Additional Premium Features High-end furnishings throughout Four Smart TVs Full laundry room with GE Profile washer and dryer Central air conditioning Tankless on-demand hot water Whole-house water filtration Reverse-osmosis drinking water One-gigabit fiber internet Two-car garage plus extended golf-cart garage Pool and recreation equipment Beach and pool chairs Comfortable indoor and outdoor gathering spaces Village of Oak Hollow The Village of Oak Hollow offers a quieter residential setting while placing guests close to Eastport, recreation, golf, pools, dining, and entertainment. The home sits directly on The Woodlands Championship Golf Course, with the golf club only a short distance away. Nearby golf options also include Shallow Creek Championship Golf Course, the Bellaire Executive Course, the Central Lake Driving Range, and the Eastport golf teaching facilities. Several neighborhood and recreation pools are close to the home, including the Oak Hollow and Well Point pools. Minutes from Eastport Eastport is approximately one mile from the home, placing its waterfront entertainment, dining, golf, recreation, and gathering spaces just a few minutes away by rented golf cart. Centered around Central Lake, Eastport offers beautiful architecture, lakefront walking paths, live entertainment, restaurants, bars, shops, and inviting outdoor spaces. Dining options highlighted near the home include: Prime + Ember for upscale waterfront dining The Boathouse at the Central Lake wharf Boosters Bar & Grill at Shallow Creek Golf Club Guests can enjoy free live entertainment along the Central Lake waterfront, take a sunrise or sunset walk along the Nadine Trail, visit the driving range, or explore the growing collection of Eastport businesses and restaurants. Olympia Recreation Center Nearby Olympia Recreation Center offers an extraordinary range of activities, including: Indoor pickleball Basketball and volleyball Indoor rock climbing Fitness facilities Arts and crafts areas Sports pool Outdoor pickleball and tennis Platform tennis Sand courts Shuffleboard Bocce Corn toss Softball complex Dog park Clubs and scheduled recreation activities The location makes it easy to combine the tranquility of a private pool home with the active lifestyle for which The Villages is known. Sawgrass, Middleton and Brownwood A short ride brings you to Sawgrass Grove, where guests can enjoy live music, the open-air Sawgrass Bar, Sawgrass Tavern, wood-fired pizza, casual seafood, specialty groceries, and welcoming indoor and outdoor gathering areas. Nearby Middleton adds more dining options, including barbecue, Chicago-style favorites, casual restaurants, and convenient grocery shopping. Continue north to Brownwood Paddock Square for nightly entertainment, dancing, shopping, restaurants, bars, cafés, festivals, and the lively atmosphere of one of The Villages’ signature town squares. Important Golf Cart Information A golf cart is not included with this home. Golf-cart rentals are available nearby through The Villages Golf Cars in Eastport, with options for daily, weekly, and monthly rentals. Advance reservations are recommended during peak season. Pet Policy This is a no-pet property. Pets and animals are not permitted. Whether your stay centers around championship golf, recreation, remote work, waterfront entertainment, or peaceful days beside your private pool, Oak Hollow Greenside – Paquette at The Villages delivers a truly elevated Villages experience in a beautifully furnished, exceptionally equipped home.

Haven on Earth | Luxury Pool Home at The Villages

Okahumpka, FL, US
3 Bedrooms 5 Guests
Aug 22 - 27
$210 night

Please send booking inquiries for approval first (December to April). February will require a January booking. Haven on Earth | Private Heated Pool & Spa • Designer Home • Golf Cart • Near Sawgrass, Eastport & Franklin Recreation Center Welcome to Haven on Earth, a one-of-a-kind designer home where every room tells a story. Located in the highly desirable Village of Lake Denham in The Villages, this beautifully appointed 3-bedroom, 2-bath home combines luxury, comfort, and playful vacation charm with an unforgettable coastal-inspired atmosphere. From the moment you arrive, you’ll notice this isn’t your typical vacation rental. Throughout the home you’ll discover carefully curated décor inspired by the sea, coastal living, and classic mythology. Elegant sculptures, artistic accents, whimsical treasures, and beach-inspired touches create a fun, memorable atmosphere that invites you to slow down, explore, and smile every time you look around. The décor is tasteful and unique—creating an experience that feels both relaxing and unlike anywhere else. Whether you’re planning a month of golf, sunshine, entertainment, or simply relaxing by your own private pool, Haven on Earth offers everything needed for an exceptional stay. 🏡 The Home This beautifully furnished Designer Home features: 3 Bedrooms 2 Bathrooms Private Heated Swimming Pool Private Heated Spa Spacious Screened Lanai 4-Seat Gas Golf Cart Included Full Laundry Room with Washer & Dryer Fast Wi-Fi Smart TVs Two-Car Garage Beautifully landscaped property The spacious open floor plan is perfect for relaxing after a day enjoying everything The Villages has to offer. The living room offers comfortable seating for everyone, centered around a large Smart TV, making it the perfect place to enjoy movie nights, sporting events, or simply unwind after a day by the pool. Natural light fills the home while coastal colors and thoughtfully selected artwork create a bright, welcoming atmosphere. 🍳 Fully Equipped Kitchen Whether preparing a quick breakfast before golf or entertaining family and friends, you’ll find everything you need, including: Fully stocked kitchen Keurig coffee maker Traditional drip coffee maker Toaster Blender Cookware Bakeware Full dinnerware Glassware Wine glasses Serving dishes Cooking utensils Microwave Dishwasher Full-size refrigerator Plenty of countertop workspace Everything has been thoughtfully prepared so you can cook just like home. 🛏 Sleeping Arrangements Primary Suite King Bed Smart TV Ensuite Bathroom Walk-in Shower Spacious closet Comfortable linens and premium bedding The primary suite provides a peaceful retreat overlooking the backyard. Ensuite Bathroom Walk-in shower Vanity Fresh towels Hair dryer Starter toiletries Guest Bedroom One Queen Bed Beautiful coastal décor Comfortable mattress Quality linens Guest Bedroom Two Queen Bed Bright and inviting Beautiful decorative touches Premium bedding Guest Bathroom Conveniently located between the guest bedrooms featuring: Tub/Shower combination Vanity Fresh towels Hair dryer 🌴 Your Private Backyard Oasis The backyard is where Haven on Earth truly shines. Enjoy your own private screened outdoor retreat featuring: Heated Swimming Pool* Heated Spa* Comfortable outdoor lounge seating Outdoor dining table with umbrella Conversation seating Private bar area One of the most charming features is the whimsical outdoor bar designed to resemble the iconic vintage Volkswagen camper van made famous by classic beach adventures—a perfect gathering spot for afternoon cocktails, evening conversations, or simply enjoying Florida’s beautiful weather. Surrounded by tropical landscaping and playful artistic accents, this backyard feels like your own private resort. *Pool and spa heat available for an additional fee. 🚗 Golf Cart Included Explore The Villages the way it was meant to be enjoyed. A 4-seat gas golf cart is included with your stay, allowing you to reach recreation centers, restaurants, golf courses, shopping, entertainment, and town squares using the community’s extensive golf cart trail system. 📍 Incredible Lake Denham Location One of the biggest advantages of Haven on Earth is its exceptional location in the rapidly growing southern area of The Villages. Franklin Recreation Center Just minutes away you’ll enjoy one of the newest recreation centers in The Villages featuring: Resort-style family pool Pickleball courts Tennis courts Bocce courts Cornhole Shuffleboard Indoor recreation rooms Table tennis Arcade-style games Social clubs Daily activities Arts and crafts Fitness programs Community events There is always something happening for every age and interest. Mickey Lee Pitch & Putt Located just around the corner, enjoy one of The Villages’ beautifully maintained Pitch & Putt courses—perfect for golfers looking for a relaxed and enjoyable round. Northside Recreation Complex Only about one mile away you’ll find another outstanding recreation destination offering: Adult swimming pool Additional pickleball courts Tennis courts Dog Park Astronomy Park Walking paths Recreation facilities Outdoor activities Sports courts Whether you’re bringing your clubs, your paddle, your telescope, or your walking shoes, Northside Recreation Center has something for everyone. 🛍 Sawgrass Grove Marketplace Just a quick golf cart ride away is one of the fastest-growing entertainment destinations in The Villages. Here you’ll enjoy: Live music every afternoon and evening Entertainment 365 days a year Restaurants Burger restaurant Pizza Mediterranean cuisine Coffee shop Ice cream shop Grocery market Fresh meat market Healthy food options Shopping Weekly events Outdoor seating Family-friendly atmosphere Even Mondays feature live entertainment, making Sawgrass one of the area’s favorite gathering places. 🌉 Easy Access to Eastport Cross the beautiful Bexley Trail Bridge, accessible by golf cart or car, and you’ll quickly arrive in the exciting new Eastport district. Within approximately 10 minutes you’ll enjoy: New restaurants Shopping Entertainment Scenic walking areas Championship golf Outdoor events New retail development Olympia Recreation Center Sports facilities Additional pools Recreation programs Eastport continues to grow and has quickly become one of the most exciting destinations within The Villages. 🎶 Explore Everything The Villages Has to Offer Using the included golf cart or your vehicle, you’ll also have easy access to: Brownwood Paddock Square (approximately 15 minutes) Lake Sumter Landing (approximately 20–25 minutes) Spanish Springs Town Square (approximately 30 minutes) Each town square offers nightly live entertainment, shopping, dining, dancing, and special events throughout the year. Included Amenities Heated Pool* Heated Spa* 4-Seat Gas Golf Cart High-Speed Wi-Fi Smart TVs Fully Equipped Kitchen Washer & Dryer Linens Bath Towels Beach/Pool Towels Hair Dryers Iron & Ironing Board Starter Supplies Driveway Parking Two-Car Garage *Additional fee applies for pool and spa heat. Resident Lifestyle ID Information Guests staying in The Villages may purchase temporary Resident Lifestyle IDs, which provide access to many of The Villages’ recreation centers, pools, executive golf courses (green fees apply), organized activities, clubs, and more. After your reservation is confirmed, we will send you a simple online form to complete with the names of eligible guests. Once submitted, we’ll prepare everything in advance so your IDs are ready for pickup upon arrival. The Villages currently charges $50 per household for temporary Resident Lifestyle IDs. This fee is set by The Villages and is subject to change without notice. Pet Policy Although this home is designed to be pet-friendly, pets are not permitted at this property. This helps us maintain the highest standards of cleanliness and comfort for all guests, including those with allergies. Please contact us if you have questions before booking. Golf Cart Disclosure A complimentary 4-seat gas golf cart is provided as a convenience during your stay. Guests operate the golf cart entirely at their own risk and are responsible for following all applicable laws, regulations, and The Villages community rules. Only licensed drivers may operate the golf cart. Guests are responsible for any citations, damages, towing charges, misuse, negligence, or loss occurring during their stay. Should the golf cart become unavailable due to maintenance, mechanical issues, accidental damage, manufacturer recalls, weather events, parts availability, or any circumstances beyond our control, no refunds, credits, or compensation will be provided. While every effort will be made to repair or replace the golf cart as quickly as possible, availability depends on service scheduling, parts, mechanics, and other factors outside our control. The golf cart is considered a complimentary amenity and is not part of the rental consideration. By using the golf cart, guests acknowledge and accept these terms. We appreciate your understanding and will always do our best to keep you enjoying everything The Villages has to offer.

Ruhlman Pool & Preserve Retreat in The Villages

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 22 - 27
$210 night

Welcome to Ruhlman Pool & Preserve Retreat, a peaceful and beautifully appointed home designed for comfort, relaxation, and enjoying the sunny Florida lifestyle. Located on a desirable corner lot with serene preserve views in the Villages of Lake Denham, this inviting retreat combines the privacy of a quiet setting with the fun and convenience of everything The Villages has to offer. With a private pool, spa, heater available, and a lovely enclosed lanai, this home is the perfect place to enjoy morning coffee, poolside afternoons, and relaxing evenings after a day of golf, dining, or exploring the area. Whether you’re here for a seasonal stay, a getaway, or an extended visit, Ruhlman Pool & Preserve Retreat is a warm and welcoming place to call home during your time in The Villages. 🛏 Bedrooms & Bathrooms 2 Bedrooms | 2 Bathrooms Primary Suite Comfortable King bed Private en-suite bathroom Spacious layout Designed for restful, relaxing stays Guest Bedroom Comfortable Queen bed Bright and welcoming atmosphere Easy access to the nearby guest bathroom Ideal for couples, friends, seasonal guests, or anyone looking for a comfortable and well-appointed home base. 🛋 Living & Indoor Comfort The interior of the home is designed to feel cozy, open, and easy to enjoy. Comfortable living room seating Large TV for relaxing evenings Open dining area Fully equipped kitchen with essentials for cooking and entertaining Kitchen bar seating for casual meals, coffee, or conversation The home has a warm and easy flow that makes it ideal for both short and extended stays. 🌿 Outdoor Living — The Ruhlman Experience This home truly shines in its outdoor spaces. Enjoy your own private Florida retreat with: ✔ Private pool ✔ Spa / hot tub ✔ Pool heater available ✔ Enclosed lanai ✔ Peaceful preserve views ✔ Ping pong table for added fun ✔ Outdoor seating for morning coffee and relaxing evenings The combination of the preserve backdrop and the pool/spa setting makes this home feel especially relaxing and private. Whether you’re spending the afternoon in the pool, enjoying the spa in the evening, or simply unwinding on the lanai, this is the kind of space guests truly enjoy. 🐾 Pet Policy Dogs allowed with prior approval only No cats permitted Please inquire before booking for approval. 💃 Temporary Resident ID & Amenity Access Guests staying at Ruhlman Pool & Preserve Retreat are eligible to obtain a Villages Temporary Resident ID (available for a $50 fee paid directly to The Villages). With this Temporary Resident ID, guests can enjoy: Access to 40+ Executive Golf Courses Courses suitable for all skill levels Use of many recreation centers, pools, activity spaces, and amenities The opportunity to fully experience the active and social Villages lifestyle during your stay 🎶 Town Centers, Dining & Entertainment 🎶 Sawgrass Grove One of the most popular nearby destinations, Sawgrass Grove offers a relaxed but lively atmosphere with: Multiple restaurants and casual dining options Outdoor gathering areas Live music most afternoons and early evenings Coffee, treats, and places to linger Boozy Bingo on Monday nights — always a guest favorite 🌟 Eastport Eastport is part of the surrounding Villages area and is approximately a 15-minute golf cart ride. Enjoy: Dining Events Live performances A growing and energetic entertainment area 💃 Brownwood Paddock Square A Villages favorite known for: Larger live music stages Nightly entertainment Great dining options Dancing and classic Villages square fun Live music is offered nightly throughout the Villages squares, making it easy to find something enjoyable every evening. 🍽 Dining Highlights (South of Ruhlman) The southern Villages area continues to grow and offers many great nearby options, including: Boosters Grill Fenney Grill Harry & the Natives / Harold’s at Lake Sumter Local spots near Sawgrass and Eastport Whether you’re looking for casual dining, outdoor seating, or a fun evening out, there are plenty of options nearby. 🏌️ Recreation Centers & Active Lifestyle 🏓 Franklin Recreation Center Located nearby and full of activities, Franklin offers: Mickey Lee Pitch & Putt Golf Course Pickleball courts Bocce ball Ping pong Pool tables Many additional recreational opportunities 🐕 Homestead Recreation Center Approximately 1 mile from Franklin, Homestead offers: One of the largest dog parks in the area An Astronomy Park Resort-style pool Pickleball and bocce Shuffleboard and organized activities 💙 Why Guests Love Ruhlman Pool & Preserve Retreat • Private pool and spa • Pool heater available • Beautiful preserve views • Peaceful corner-lot location • Enclosed lanai for added comfort • Ping pong table for extra fun • Great location close to golf, dining, recreation, and nightly entertainment • Warm, welcoming, and ideal for enjoying The Villages lifestyle

5 Mi to Silver Springs State Pk: Gem w/ Game Room!

Ocala, FL, US
4 Bedrooms 10 Guests
Aug 24 - 26
$156 night

Private Yard w/ Pool | 13 Mi to World Equestrian Center | Cozy Reading Nook Set the pace with leisurely mornings, lively afternoons, and nights that never feel rushed on your next getaway! Offering easy access to trails and small-town boutiques, this Ocala vacation rental is the perfect place to unwind between your Florida adventures. As evening falls, gather around the fire pit for s'mores, or head inside for a bit of competition in the game room. Book this 4-bedroom, 3-bath retreat today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4: 1 queen bed - Game Room: 1 queen futon INDOOR LIVING - Smart TVs - Dining table - Game room w/ projecting PacMan, foosball table & board games - Reading nook w/ books - Wood-burning fireplace (starter wood provided) OUTDOOR LIVING - Private pool w/ deep end (not heated) - Fenced-in yard w/ wood-burning fire pit - Dining table, lounging chairs - Gas grill KITCHEN - Refrigerator, microwave, stove/oven, dishwasher, toaster oven, blender - Keurig coffee maker (starter coffee provided) - Cooking basics, dishware/flatware - Spices GENERAL - Free WiFi - Central A/C & heating, ceiling fans - Washer/dryer, hangers, iron/board - Linens & towels, trash bags & paper towels - Complimentary toiletries, hair dryer FAQ - 2 exterior security cameras (outward facing) ACCESSIBILITY - Single-story home, 1 small step required to enter PARKING - Carport (2 vehicles) - Driveway (5 vehicles) -- THE LOCATION -- - Quiet neighborhood close to restaurants & green spaces - Easy access to Publix - 4 miles to Historic Downtown Ocala - 5 miles to Ocala Drive-In - 5 miles to Tuscawilla Park & 14 miles to Sholom Park - 5 miles to Baseline Trailhead Park, 7 miles to Santos Trails & 13 miles to Florida Trail Land Bridge Trailhead - 50 miles to Florida's west coast - 75 miles to Daytona Beach & Orlando - 47 miles to Gainesville Regional Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home requires 1 small step to enter - Your safety matters. This property features 2 exterior security cameras. Camera 1 is at the front door facing the front yard, and camera 2 is at the side door facing the driveway and entryway. The cameras are outward facing and do not look into any interior spaces. They record video and audio when motion is detected

Outdoor Oasis w/ Bar & Lanai: Tavares Escape

Tavares, FL, US
3 Bedrooms 7 Guests
Aug 24 - 28
$174 night

1 Mi to Chain O' Lakes Boat Launch | Pet Friendly w/ Fee | Fenced Yard | Saltwater Pool w/ Chair Lift Soak up the sunshine and make memories that will last forever at this 3-bedroom, 2-bath vacation rental in Seaplane City! Fit for families and relaxation lovers, this home invites you to make a splash, grill up a feast, and relax by the fire pit under the stars. Ready to explore? Paddle through picturesque canals or practice your swing at Mount Dora Golf Club — there's something for everyone! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 adjustable split-king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 twin bed - Living Room: 1 queen sleeper sofa INDOOR LIVING - Smart TV - Dining table, breakfast bar - Laptop-friendly workspace - Multiple living spaces - Fireplace - Card/board games, toddler toys OUTDOOR LIVING - Private saltwater pool w/ sun cover & chair lift (not heated) - Patio w/ dining table & bar area - Spacious & fenced-in yard w/ bar area & hammocks - Screened-in lanai - Gas firepit KITCHEN - Refrigerator, microwave, stove/oven, dishwasher - Keurig coffee maker (starter coffee provided) - Air fryer, slow cooker - Cooking basics, dishware/flatware GENERAL - Free WiFi - Central A/C & heating, ceiling fans - Linens & towels, trash bags & paper towels - Washer/dryer, hangers, iron/board - Complimentary toiletries, hair dryer FAQ - 3 exterior security cameras (outward facing) - Pet fee (paid pre-trip) ACCESSIBILITY - Single-story home, step-free entry via ramps - Roll-in shower, grab rails in bathroom, wide doorways - Pool chair lift PARKING - Driveway (3 vehicles) - Garage (2 vehicles) -- THE LOCATION -- - Close to shopping & dining in Downtown Tavares - Surrounded by the Harris Chain of Lakes - 1 mile to Lake Dora boat launch at Wooton Park, 2 miles to Lake Eustis Boat Launch, 6 miles to Lake Harris Boat Ramps - 1 mile to Tavares Splash Pad - 1 mile to Wooton Park (Tavares Seaplane Base), 5 miles to Lake Idamere Park & 6 miles to Hickory Point Recreation Park - 8 miles to Mount Dora Golf Club & 15 miles to Black Bear Golf Club - 20 miles to Lake Apopka Wildlife Drive - 23 miles to The Villages - 50 miles to Orlando International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees & taxes, 1 max) - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - Your safety matters. This property features 3 exterior security cameras. Camera 1 is at the front door facing the entryway, camera 2 is above the garage facing the driveway, and camera 3 is on the back of the house facing the backyard. The cameras are outward facing and do not look into any interior spaces. They record video and audio when motion is detected - This single-story home offers step-free entry via the ramps at the front, rear, and garage entries - The pool is equipped with a lift to assist with water access - The primary bathroom has a roll-in shower

Ocala Retreat w/ Pool, Grill & Yard - Pets Welcome

Ocala, FL, US
3 Bedrooms 6 Guests
Aug 24 - 27
$175 night

Situated in the historic town of Ocala, FL, this pet-friendly vacation rental home — ideal for outdoor enthusiasts or family retreats — boasts 3 beds, 2 baths, a fully equipped kitchen, a private pool, a fenced-in yard, and easy access to the area’s top attractions and outdoor recreation. Attend a horse show at the World Equestrian Center, go kayaking at Silver Springs State Park, or simply explore the shops and eateries downtown. Cap off the day with a family cookout or a dip in the pool! -- THE PROPERTY -- Smart TVs | Lanai | Patio | 12 Mi to World Equestrian Center Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Additional Sleeping: Pack ‘n Play OUTDOOR LIVING: Pool, pool toys, charcoal grill (bring your own charcoal), outdoor seating & dining, outdoor string lights, beach chairs, beach umbrella, fenced-in yard INDOOR LIVING: Electric fireplace, piano, dining table, breakfast bar, walk-in closet, walk-in shower, shower/tub combo, ceiling fans, high chair, books KITCHEN: Stove/oven, refrigerator, dishwasher, cooking basics, dishware/flatware, pod coffee maker (Keurig, pods provided), blender, microwave, toaster, spices, knife set GENERAL: Free WiFi, central heating & air conditioning, complimentary toiletries, hair dryer, washer/dryer, laundry detergent, hangers, iron/board, linens/towels, beach towels, trash bags/paper towels FAQ: No fence around pool, Ring doorbell (facing outdoor entryway), pet fee (paid pre-trip) ACCESSIBILITY: Single-story home, 3 steps to enter PARKING: Carport (1 vehicle), driveway (2 vehicles) ADDT’L ACCOMMODATIONS: An additional property is available down the street with a separate nightly rate. If you would like to reserve bother rentals, please inquire for more information prior to booking -- THE LOCATION -- LOCAL HIGHLIGHTS: Fort King National Historic Landmark (1 mile), Discovery Center (3 miles), Historic Downtown Ocala (3 miles), Regal Hollywood (6 miles), World Equestrian Center (12 miles), Don Garlits Museum of Drag Racing (15 miles), Eaton’s Beach (20 miles) PARKS: Jervey Gantt Park (2 miles), Tuscawilla Park (3 miles), Brick City Adventure Park (3 miles), Silver Springs State Park (4 miles), Sholom Park (15 miles), Rainbow Springs State Park (26 miles) OPT OUTSIDE: Silver Springs Clear Kayaking (4 miles), Glass Bottom Boat Tours at Silver Springs (4 miles), The Canyons Zip Line and Adventure Park (11 miles), Rainbow Springs State Park Tubing (26 miles) AIRPORTS: Daytona Beach International Airport (74 miles), Orlando International Airport (91 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $60 fee (+ fees & taxes) - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This single-story home requires 3 steps to enter - NOTE: This property may not be suitable for young children due to the unfenced pool area - NOTE: Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entryway. The camera is outward facing and does not look into interior spaces. The camera records video and sound when activated by motion

Private Pool & Grill: Peaceful Home in Dunnellon

Dunnellon, FL, US
3 Bedrooms 8 Guests
Aug 23 - 25
$224 night

Get outside and bask in the Florida sunshine at this serene 3-bedroom, 2-bath Dunnellon home. Situated right by the Rainbow River, this bright, modern vacation rental delivers seamless relaxation between your family adventures. Go hiking, tubing, or kayaking in Rainbow Springs State Park, and head to Fort Island Beach for some fun in the sand. At day’s end, retreat and unwind at the light and airy abode that features a well-equipped kitchen, Smart TVs, board games, and more! -- THE PROPERTY -- Step-Free Access | Central A/C & Heat | Private Patio | Quarter-Mile to Rainbow River Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed, Twin Bunk Bed | Sitting Room: 2 Twin Futons | Additional Sleeping: Pack ‘n Play (w/ Memory Foam Mattress) OUTDOOR LIVING: Outdoor dining area, lanai, outdoor pool, covered patio, gas grill (propane not provided) INDOOR LIVING: 3 Smart TVs (1 Smart TV w/ cable), board games, wine cellar, dining table, walk-in shower, bathtub, shower/tub combo KITCHEN: Stove/oven, refrigerator, dishwasher, microwave, coffee maker, toaster, Crockpot, ice maker/water filter, cooking basics & spices, dishware/flatware, children's utensils & dinnerware available, high chair GENERAL: Free WiFi, keyless entry, washer/dryer, linens/towels, iron/board, complimentary toiletries, hair dryers, hangers, trash bags/paper towels, umbrella stroller FAQ: 3 exterior security cameras (facing out), optional nightly pool heat fee (paid pre-trip, applied to entire stay) PARKING: Driveway (2 vehicles), EV charger (220 V plug) -- THE LOCATION -- OUTDOOR ADVENTURES: Rainbow River (0.3 miles), Blue Run of Dunnellon Park (0.6 miles), Rainbow Springs State Park - Tube Rentals (3.5 miles), KP Hole Park (5.1 miles), Halpata Tastanaki Nature Preserve (5.8 miles), Rainbow Springs State Park (6.2 miles), Lake Rousseau (8.0 miles), Crystal River (16.3 miles), Goethe State Forest (17.1 miles), Three Sisters Springs (17.9 miles) HIT THE LINKS: Citrus Springs Golf and Country Club (7.0 miles), Juliette Falls Golf Course and Community (8.6 miles), Twisted Oaks Golf Club (11.5 miles), The Preserve Golf Club (13.3 miles) WORTH THE DRIVE: Fort Island Beach (27.1 miles), Silver Springs State Park (31.0 miles), Pine Island Beach Park (51.3 miles), Busch Gardens Tampa Bay (87.6 miles), Disney World (87.7 miles) AIRPORTS: Ocala International Airport (21.7 miles), Gainesville Regional Airport (51.3 miles), Tampa International Airport (87.1 miles), Orlando International Airport (93.5 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The twin bunk bed can accommodate up to 200 pounds - NOTE: Your safety matters. This property features 3 exterior security cameras. Camera 1 is a doorbell camera facing the front entry, camera 2 faces the driveway, and camera 3 faces the backyard. They do not look into any interior spaces. The cameras record video and sound when activated by motion - NOTE: There is an optional pool heat fee of $25/night (+ fees & taxes, paid pre-trip, applied to entire stay) Licence number: DWE5202797

3 Mi to Dunnellon Historic District: Home w/ Lanai

Dunnellon, FL, US
3 Bedrooms 6 Guests
Aug 22 - 24
$242 night

Dog Friendly w/ Fee | Gas Grill | 8 Mi to Rainbow Springs Swimming, hiking, tubing, and endless Florida adventures — you’ll have easy access to it all from 'Pointe of View,' a 3-bedroom, 2-bath vacation rental in Citrus Springs! Nestled on over 1 acre with towering trees, this home offers a peaceful getaway without sacrificing convenience. Spend days lounging by the private outdoor pool or splashing around at Rainbow Springs State Park or KP Hole Park! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed OUTDOOR LIVING - Private outdoor pool (not heated) - Lanai, gas grill, seating area, dining space INDOOR LIVING - Smart TV - Multiple dining tables - Office space KITCHEN - Fridge, stove, oven, dishwasher, microwave - Toaster, coffee maker - Cooking basics, spices, dishware/flatware - Paper towels/trash bags GENERAL - Free WiFi - Linens, towels, washer & dryer, iron/board - Central air conditioning & heating, ceiling fans - Complimentary toiletries, hair dryer FAQ - Pet fee (paid pre-trip) - Quiet hours (10:00 PM-8:00 AM) - 1 external security camera (facing driveway) ACCESSIBILITY - Step-free entry, single-story home PARKING - Driveway (4 vehicles) -- THE LOCATION -- - 3 miles to Dunnellon Historic District - 7 miles to KP Hole Park - 8 miles to Rainbow Springs State Park - 17 miles to Three Sisters Springs - 82 miles to Busch Gardens & 89 miles to Disney World - 23 miles to Ocala Int’l Airport & 85 miles to Tampa Int’l Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly with $25 per stay (+ fees & taxes, max 2, dogs only) - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 10:00 PM to 8:00 AM ADDITIONAL INFORMATION - This single-story home features step-free entry - Your safety matters. This property features 1 exterior security camera to the right of the garage entrance facing the driveway. The camera is outward facing and does not look into any interior spaces. The camera records video and sound when motion is detected by the device Licence number: 42609

Golfer’s Oasis w/ Pool in Black Diamond Ranch!

Lecanto, FL, US
3 Bedrooms 6 Guests
Aug 22 - 24
$185 night

Located in the highly-ranked Black Diamond golfing community, 'Stay & Play Villa' offers the perfect balance of nature, sports, and entertainment! Additional amenities at the villa include an enclosed pool, a gas grill, and a sun-filled open layout. As the kiddos splash and play in the pool's turquoise water, you can fire up the grill and host a delicious cookout for your favorite people. When it's time to eat, a spacious al fresco dining table awaits! -- THE PROPERTY -- OUTDOOR LIVING - Enclosed pool - Gas grill - Dining area INDOOR LIVING - Smart TVs w/ streaming capabilities - TVs in all bedrooms - Electric fireplace - 2 dining tables - Washer/dryer - Soaking tub & walk-in shower KITCHEN - Stainless steel appliances - Refrigerator, stove/oven, dishwasher - Microwave, blender, air fryer - Coffee maker - Cooking basics, dishware/flatware, trash bags/paper towels - Breakfast bar ACCESSIBILITY - Single-story home, step-free entry PARKING - Garage (2 vehicles) - Driveway (2 vehicles) -- THE LOCATION -- - Golf & entertainment steps away in Black Diamond Ranch - 15 miles to Lake Hernando - 20 miles to Fort Island Beach - 70 miles to Tampa International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $200 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home offers step-free entry - Your safety matters. The property features 2 exterior security cameras on the exterior of the house. All cameras are outward facing and do not look into interior spaces, are on and not motion activated, and record video Licence number: DWE1901576

Backyard Oasis w/ Pool: Airy Crystal River Retreat

Lecanto, FL, US
3 Bedrooms 6 Guests
Aug 22 - 26
$242 night

Find a fun-filled Florida getaway when you stay at this 3-bedroom, 2-bath family home in Crystal River! With desirable amenities like a heated pool and fire pit, and essential comforts like a fully equipped kitchen and free WiFi, this well-appointed vacation rental has everything you’ll need for a worry-free retreat. When you’re ready to step out, head to Three Sisters Springs to look for manatees or set up a tee time at Black Diamond Ranch. Whatever you choose, this gem is sure to please! -- THE PROPERTY -- Heated Pool (Depth 2’-6’) | Fire Pit | In-Unit Washer & Dryer | Step-Free Access Treat the family to an unforgettable Sunshine State experience when you stay at this sun-dappled abode — equipped with all the comforts of home and a convenient location near Crystal River’s outdoor excursions. Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: King Bed | Additional Sleeping: Pack ‘n Play OUTDOOR SPACE: Charcoal grill, dining area, private pool (uncovered, heating dependent on weather) INDOOR LIVING: Smart TVs, electric fireplace, dining table, ceiling fans KITCHEN: Fully equipped w/ stainless steel appliances, cooking basics, dishware & flatware, drip coffee maker, toaster, knife set, spices, island w/ seating GENERAL: Free WiFi, central heat & A/C, laundry detergent, linens & towels, complimentary toiletries, keyless entry FAQ: 1 Ring doorbell device (facing out), weekly pool maintenance (Monday) PARKING: Driveway (4 vehicles) -- THE LOCATION -- EXPLORE OUTDOORS: Hunter Springs Park (5.0 miles), Three Sisters Springs (5.6 miles), Crystal River Archaeological State Park (8.4 miles), Crystal River Preserve State Park (9.0 miles), Fort Island Trail Park (10.6 miles), Weeki Wachee Springs State Park (30.2 miles) FUN IN THE SUN: Fort Island Beach (14.5 miles), Fort Island Gulf Beach Fishing Pier (14.7 miles), Pine Island Beach Park (37.4 miles) TEE TIME: Black Diamond Ranch (6.9 miles), Twisted Oaks Golf Club (8.8 miles), Pine Ridge Golf Club (8.9 miles) SEE & DO: Crystal River Mall (6.0 miles), Cedar Key Museum State Park (61.8 miles) AIRPORTS: Ocala International Airport (31.9 miles), Tampa International Airport (71.4 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 27 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the driveway/front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device (including devices linked to the camera such as the alarm system’s motion detector) or when the video doorbell button is pressed - NOTE: While the pool is heated year-round, the temperature of the water is affected by the weather. On cooler winter days, the water may not reach the target temperature. The owners do their best to keep the pool comfortable, but cannot guarantee the water temperature - NOTE: Pool maintenance occurs every week on Monday and this may occur during your stay Licence number: DWE1901396;DWE1901396

Vacation Rentals in The Villages by Amenities & Features

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Vacation Rentals Near The Villages

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