Vacation rentals in Wildwood, FL with free parking

Explore 53 vacation rentals, homes, and villas with free parking in Wildwood, FL for your next getaway or business trip. With on-site parking included in your stay, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Homes with Pools and Pet-Friendly Homes. Throughout your stay, come and go with ease, knowing parking is always convenient and close at hand. With options starting as low as $83 per night and homes offering up to 3 bedrooms and 3 bathrooms, it's easy to book a personalized stay designed for your comfort. With 24/7 local support and high-speed Wi-Fi, you can also stay connected and protected throughout your trip. Plus, Marriott Bonvoy members earn points on every stay, making each trip more rewarding than the last. Book your next stay with ease and enjoy the convenience of free parking.

53 Homes with Free Parking in Wildwood

Atwood Signature Home | Walk to Brownwood

Wildwood, FL, US
3 Bedrooms 6 Guests
Aug 31 - Sep 5
$90 night

Atwood Signature Home | Walk to Brownwood • Private Fenced Courtyard • Pet Friendly Welcome to Atwood Signature Home, a beautifully appointed three-bedroom, two-bath courtyard villa nestled in the highly desirable Atwood Bungalows neighborhood in the Village of Collier. Originally designed as a lifestyle model home, this professionally decorated residence combines comfort, style, and an unbeatable location, all within walking distance of Brownwood Paddock Square and Traverse Plaza. Whether you’re visiting for a month or enjoying an extended stay, Atwood Signature Home offers the perfect blend of privacy, convenience, and the vibrant lifestyle that makes The Villages® one of Florida’s most sought-after destinations. Designed for Comfortable Living Step inside to an inviting open floor plan filled with natural light, tasteful décor, and comfortable furnishings that create a warm, welcoming atmosphere throughout the home. The spacious living room offers plush seating, a large-screen TV, and plenty of room to gather with family and friends after a day of exploring The Villages. The upgraded kitchen is fully equipped with everything needed to prepare meals at home, including cookware, dishes, coffee maker, blender, toaster, and all the everyday essentials. A large walk-in pantry provides generous storage, making longer stays especially convenient. The primary suite features a luxurious king-size bed, quality furnishings, and a private ensuite bathroom designed for comfort and relaxation. Two additional guest bedrooms each offer comfortable queen-size beds, dressers, and thoughtfully appointed spaces, making the home ideal for couples, families, or friends traveling together. Additional amenities include: Complimentary high-speed Wi-Fi Central air conditioning Full-size washer and dryer Large walk-in pantry Professionally decorated interior Comfortable, high-quality furnishings throughout Your Own Private Outdoor Oasis One of the highlights of Atwood Signature Home is its large, fully fenced courtyard, providing exceptional privacy and plenty of room to enjoy the beautiful Florida weather. Relax under the covered lanai with your morning coffee, enjoy dinner outdoors, or fire up the BBQ grill for an evening cookout with family and friends. The spacious backyard offers room to unwind, entertain, or simply enjoy the peaceful surroundings, while providing a secure outdoor space for an approved dog. Walk to Everything You Need One of this home’s greatest features is its exceptional walkability. You’re just a short walk from Traverse Plaza, where you’ll find everyday conveniences including: Publix Super Market Subway Restaurants and cafés Salons and personal services Banking Medical offices Everyday shopping Pharmacies The nearby AVIV Clinic and additional healthcare providers Leave the car behind and enjoy having groceries, dining, and daily essentials just minutes from your front door. Brownwood Paddock Square Also within walking distance is the popular Brownwood Paddock Square, one of the signature town squares in The Villages and a favorite gathering place for residents and visitors alike. Brownwood offers: Live entertainment every evening, 365 days a year Outdoor dancing Seasonal festivals and community events Boutique shopping Specialty retailers Steakhouses Seafood restaurants Italian dining Mexican restaurants Pizza Wine bars Coffee shops Ice cream Casual dining Beautiful western-inspired architecture and lively atmosphere Whether you’re meeting friends for dinner, enjoying live music, or simply strolling through the square with an ice cream in hand, Brownwood truly captures the spirit of The Villages lifestyle. Recreation & Golf The home is conveniently located near several recreation centers offering: Resort-style family pools Adult pools Pickleball courts Tennis courts Bocce Fitness facilities Walking trails Clubs and daily activities Golf enthusiasts will appreciate easy access to numerous executive and championship golf courses throughout both the northern and southern areas of The Villages, making this an outstanding location for golfers looking to experience a variety of courses. Just a short drive or ride away, you’ll also enjoy: Lake Sumter Landing, featuring waterfront dining, boutique shopping, and nightly live entertainment. Edna’s on the Green, a local favorite for afternoon live music, great food, and relaxed outdoor seating. Okahumpka Recreation Area, known for its scenic walking trails, peaceful lake views, and beautiful natural surroundings. Whether your ideal vacation includes golf, swimming, shopping, live entertainment, dining, or simply relaxing in your own private courtyard, Atwood Signature Home offers the perfect place to experience everything that makes The Villages so special. 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.

< 1 Mi to Brownwood Paddock Square: Home w/ Patio!

Wildwood, FL, US
3 Bedrooms 6 Guests
Aug 22 - 24
$303 night

Peaceful Community w/ Pool | BBQ-Ready Backyard | Near Golf &amp; Lakes | Disney World Day Trips Ready to trade cold days for sunny skies and scenic greens? This 3-bedroom, 2-bath vacation rental in The Villages has you covered! Sip your morning coffee on the screened porch, then cool off in the community pool, explore the shops at Lake Sumter Landing, or catch live music at Spanish Springs Town Square. Back at the house, fire up the grill or cook dinner inside — the perfect way to wind down! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed COMMUNITY AMENITIES (registration form required) - Outdoor pool - Golf course (addt’l $50/person fee, paid on-site) OUTDOOR LIVING - Furnished screened porch - Patio w/ dining set &amp; gas grill - Spacious yard INDOOR LIVING - 3 Smart TVs - 6-person dining table - Ceiling fans KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Cooking basics, dishware &amp; flatware - Keurig coffee maker, 10-cup drip coffee maker GENERAL - Free WiFi - Central A/C &amp; heat - Washer &amp; dryer - Linens/towels, complimentary toiletries ACCESSIBILITY - Single-story home, step-free access PARKING - Driveway (2 vehicles) - Free street parking (1 vehicle, first-come, first-served) -- THE LOCATION -- - Close to championship golf courses, parks &amp; shopping centers - 3 miles to Lake Okahumpka Park - 7 miles to Lake Sumter Landing - 10 miles to Spanish Springs Town Square - 11 miles to Lake Griffin State Park - 60 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 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 offers step-free access - Guests must complete a registration form to access the community amenities - The community golf course is available for a $50/person fee, paid on-site

Brownwood Lifestyle Escape

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 22 - 27
$159 night

High Season has a three-month minimum requirement 🌿 Brownwood Lifestyle Escape at Atwood Bungalows – Prime Location • Water View • Golf Cart & Bikes Included 🌿 Welcome to your dream stay in the heart of The Villages, Florida — perfectly located just steps away from Brownwood Paddock Square and in walking distance to the Aviv Clinics within The Center for Advanced Healthcare at Brownwood. This beautifully furnished three-bedroom, two-bathroom bungalow was once a model lifestyle home for The Villages, showcasing exceptional quality, comfort, and unbeatable convenience. 🏡 Perfect Location — Walk to Everything! You’ll love being walking distance to: Brownwood Paddock Square – enjoy live entertainment 365 days a year Publix & Tad Retail Shopping Center – easy access to groceries and retail shops Brownwood Hotel & Spa – indulge in relaxing spa services The Wolfgang Puck Restaurant and many other dining options Aviv Clinics in The Villages – convenient healthcare access 🚲 Home Highlights 3 Bedrooms / 2 Bathrooms King-size bed in the primary suite Two queen beds in the guest bedrooms Primary en-suite bathroom with walk-in shower, dual sinks, and walk-in closet High-quality furnishings throughout Bright, open layout with beautiful water views visible from the kitchen, living area, and lanai Outdoor seating area with BBQ grill — perfect for relaxing evenings 🌅 Sunset Water Views Enjoy a stunning, expansive pond view right in your backyard. It’s the ideal spot to unwind with a drink, watch the sunset, and soak in the peaceful atmosphere. 🏌️ Amenities for the Ultimate Villages Experience Two-seater golf cart included Two bicycles for scenic rides Folding chairs to bring to the Square for nightly live music and events Centrally located with quick golf cart access to multiple pools, recreation centers, and golf courses 🪪 Villages Lifestyle Access Temporary Resident IDs are available for a one-time $50 fee (paid directly to The Villages). This pass gives you access to: 40+ executive golf courses All neighborhood recreation centers and pools Special resident activities and amenities 🍽️ Endless Entertainment & Dining Take your golf cart or simply walk to enjoy live music, dancing, boutique shopping, and dining options ranging from casual to fine dining — all at Brownwood Paddock Square. Its central location also allows for easy access north or south to explore everything The Villages has to offer. ✨ Whether you’re here for a season or longer, this Atwood Bungalow retreat offers comfort, convenience, and a true Villages lifestyle experience.

Village of Collier Retreat w/ Golf Cart & Lanai!

Wildwood, FL, US
3 Bedrooms 6 Guests
Aug 22 - 25
$187 night

Gated 55+ Community | Pets Welcome w/ Fee | Step-Free Access Golf in the morning, pool in the afternoon, and live music at Brownwood Square by sunset — this vacation rental in the heart of The Villages keeps the fun close! The 3-bedroom, 2-bath Village of Collier home is perfect for 55+ travelers, with Championship Golf Clubs nearby, top-tier amenities just a golf cart ride away, and a private patio for quiet moments. Book now and make this laid-back lifestyle yours. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed VILLAGE OF COLLIER AMENITIES - Outdoor pool w/ chairlift, lounge chairs, poolside dining area - Tennis/pickleball courts - Outdoor fireplace &amp; grills - Bocce balls, horseshoes, shuffleboard - Pet lawn - Gated community OUTDOOR LIVING - Screened lanai w/ dining set - Golf cart (waiver may be required) INDOOR LIVING - Flat-screen TVs - Dining table - En-suite bathroom &amp; walk-in closet in bedroom 1 KITCHEN - Refrigerator, stove/oven, dishwasher - Drip &amp; Keurig coffee makers (coffee provided) - Toaster, toaster oven, microwave - Cooking basics, dishware &amp; flatware, trash bags &amp; paper towels - Breakfast bar GENERAL - Free WiFi - Central A/C &amp; heating, ceiling fans - Washer, dryer, laundry detergent, iron &amp; board, hangers - Linens &amp; towels, hair dryer FAQ - Pet fee (paid pre-trip) - 55+ community ACCESSIBILITY - Single-story home, step-free entry PARKING - Garage (1 vehicle) - Driveway (1 vehicle) - Free street parking (first-come, first-served) -- THE LOCATION -- - 1 mile to Brownwood Paddock Square - 1-4 miles to Championship Golf Clubs: Belle Glade, Bonifay, Cane Garden, Evans Prairie - 6 miles to Lake Sumter Landing - 63 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/ $50 fee (+ fees &amp; taxes, 2 pets 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 - This single-story home offers step-free entry - A waiver may be required prior to using the golf cart. If you wish to use the golf cart, please reach out to the Guest Contact after booking - This property is located in a 55+ community Licence number: DWE7000729;DWE7000729

Screened Lanai & Grill: Home in The Villages

Wildwood, FL, US
3 Bedrooms 6 Guests
Sep 23 - 25
$95 night

As warm and inviting as the destination itself, this vacation rental in The Villages is the perfect landing pad for your family’s next trip to Florida! The 3-bed, 2-bath home boasts essential comforts, like a full kitchen, a screened lanai, and pool access. Fire up the gas grill for a BBQ, catch up on your favorites with the Smart TV, or hop in the car for a 56-mile day trip to Disney World. Later, break out the board games for a game night inside. -- THE PROPERTY -- Community Pool | Smart TVs | Central A/C Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin Bed, Twin/Full Bunk Bed INDOOR LIVING: Dining table, ceiling fans, board games, walk-in closet OUTDOOR LIVING: Screened lanai, patio furniture, dining area, gas grill (propane provided), 4-person golf cart w/ seatbelts (waiver will be required prior to use) KITCHEN: Dishwasher, drip &amp; Keurig coffee makers, air fryer, toaster, fridge, stove &amp; oven, microwave, dishware/flatware, cooking basics GENERAL: Free WiFi, electric heat, washer &amp; dryer, detergent, towels/linens, hair dryer ACCESSIBILITY: Single-story home, step-free access PARKING: Driveway (1 vehicle), overflow parking lot (first-come, first-served) -- THE LOCATION -- ORLANDO MUST-DOS: Universal Studios Florida (53 miles), The Wheel at ICON Park (54 miles), Sea Life Orlando Aquarium (54 miles), Walt Disney World Resort (56 miles), SeaWorld Orlando (58 miles), Disney Springs (62 miles) PACK YOUR CLUBS: Cane Garden Country Club (3 miles), Pelican &amp; Heron Golf Courses (4 miles), Continental Country Club (5 miles), Pennbrooke Fairways (7 miles), Hacienda Hills Golf &amp; Country Club (8 miles), Nancy Lopez Golf &amp; Country Club (10 miles) EXPLORE MORE: Lake Sumter Landing (4 miles), Lake Sumter Landing Boat Tour (5 miles), The Villages Entertainment (5 miles), Coconut Cove Recreation Center (5 miles), Fenney Putt and Play (9 miles), D J &amp; Gina&#39;s Lounge (11 miles), Don Garlits Museum of Drag Racing (20 miles), Premier Boat Tours (25 miles), Marion County Museum of History and Archaeology (27 miles), Silver Springs State Park (27 miles) AIRPORT: Orlando International Airport (65 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;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 21 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: A waiver will be required prior to using the golf cart - NOTE: This single-story home offers a step-free access - NOTE: The property is best suited for 4 adults and 2 children

Piper’s Nature Escape (Deluna)

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 29 - Sep 3
$118 night

IMPORTANT! JAN-MAR 2026 only full month bookings. For monthly rates from May to October (discounted rate) please send an inquiry. Nature View | Three Recliners | Golf Cart | Bicycles | Dog Friendly 🌿 Piper’s Nature Escape (DeLuna) – Relax, Explore, & Soak In the Serenity 🐢☕🎶 Welcome to Piper’s Nature Escape, a beautifully styled 3-bedroom, 2-bathroom courtyard villa in the Villages of DeLuna—where peace and nature meet convenience and vibrant community life. This fresh, light-filled retreat is perfect for morning coffees with turtles, relaxing evenings on the lanai, and spontaneous golf cart adventures to music, food, and fun. 🛏 Villa Highlights: Fresh, Clean, and Relaxed King Bed in the master suite Queen Beds in both guest bedrooms ✨ Decorated in calming blue tones to give you a coastal-meets-spa vibe from the moment you walk in 🛁 Two full bathrooms, sparkling clean and updated 🍳 Fully equipped kitchen with all essentials to make meals at home a breeze 🛋 Almost everything is new – from décor to appliances! 🐾 Dog-friendly upon approval (Please inquire with details: breed, weight, house training status, and shedding info) 🚪 Fully fenced courtyard for privacy and peace of mind 🌞 Serene lanai with views of the pond, turtles, birds, and Florida nature at its finest—quiet, private, and a daily show of natural beauty 🚲 Two adult bicycles for scenic rides 🪑 Chairs included to bring along for nightly entertainment at the squares and rec centers 🛺 Two-seater golf cart included (waiver required) 📍 Amazing Location – Heart of North & South Piper’s Nature Escape places you in a sweet spot—ideal for relaxing or adventuring, with: Easy access to the Turnpike – only 1 hr 10 min to Orlando Airport or Disney Walk, bike, or golf cart to: Deluna Pool & Pickleball Courts Waterlily Recreation Center – featuring a family pool, bocce, pool tables, pickleball, and more! Beautiful bike trails right within DeLuna for morning rides or evening strolls Short golf cart ride to: 🎤 Brownwood Paddock Square – Enjoy live bands every night, movie theater, shopping, food, drinks, dancing, and festivals 🎶 Edna’s on the Green – A favorite local spot with live music daily, great food trucks, and shaded outdoor dining and dancing ⛳️ Golf, Recreation & Villages Fun With a Villages Temporary Resident ID ($50, paid directly to The Villages), you gain: Access to 40+ executive golf courses and championship courses throughout The Villages Entry to hundreds of activities and clubs at the recreation centers Use of resort-style and family pools across the community 🛺 Golf cart use included with booking (waiver and rules apply). Everything’s within reach—from groceries to dancing under the stars. ☕️ Why You’ll Love Piper’s Nature Escape This home captures that Florida dream life—start your mornings sipping coffee in the lanai, watching turtles glide through the pond, or listen to the breeze rustling through the trees. In the evenings, ride your cart to Brownwood for dancing or Edna’s for live music. It’s peaceful, connected, and endlessly relaxing. And with a fully fenced yard, it’s a great spot to bring your pup (with approval) and enjoy a stay that truly feels like home—just a little better. 🏡 Ready to Host You Whether you’re planning a couple’s escape, a family visit, or a stay with friends, Piper’s Nature Escape is a clean, bright, and comfortable home base to explore everything The Villages has to offer. From morning wildlife to night-time tunes, you’ll be living the life from sunrise to sunset.

Pool Access: Sleek Home in The Villages w/ Lanai

Wildwood, FL, US
3 Bedrooms 6 Guests
Aug 31 - Sep 3
$122 night

Family Friendly | Washer &amp; Dryer | ~ 4 Mi to Brownwood Paddock Square Book a fabulous Florida getaway at this vacation rental in The Villages. Located in a peaceful community with access to a beautiful outdoor pool, this 3-bedroom, 2-bath home offers everything you&#39;ll need to enjoy a relaxing stay! When you’re not unwinding on the private lanai, spend your days swimming, playing golf on nearby courses, or visiting local hotspots like Brownwood Paddock Square. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed COMMUNITY AMENITIES - Community outdoor pool (depth 2’-5’) - Game room - Fitness center, tennis courts MAIN FEATURES - Smart TVs - Private yard, lanai w/ seating - Dining table - Board games - Open floor plan KITCHEN - Dishwasher, refrigerator, stove/oven - Coffee maker, toaster - Cooking basics, dishware/flatware GENERAL - Central A/C &amp; heating - Linens/towels, beach towels - Ceiling fans - Hair dryer, iron/board SUITABILITY - Step-free access, single-story home FAQ - Ring doorbell (facing front entry) PARKING - Garage (1 vehicle) - Driveway (2 vehicles) -- THE LOCATION -- - 3 miles to Lowlands Executive Golf Course - 4 miles to Brownwood Paddock Square - 7 miles to Southern Star Executive Golf Course - 39 miles to Crystal River - 51 miles to Universal Studios Florida - 61 miles to Orlando International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;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 - Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the 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 Licence number: DWE7000570;70-8019102601-1;DWE7000570;70-8019102601-1;DWE7000570;70-8019102601-1;70-8019102601-1;DWE7000570

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Wildwood, FL, US
3 Bedrooms 6 Guests
Aug 22 - 24
$148 night

Gated Community | Outdoor Movie Nights Live the lifestyle you’ve dreamed of when you retreat to this bright vacation rental home in The Villages! Ride the provided golf cart to nearby courses, dance the night away at Brownwood Square, or dip in the pool at Eisenhower Recreation Center or The Village of Collier. The possibilities are endless! Ready to unwind? Soak up the sun in the private lanai while the rest of your crew enjoys a cookout. Your sweet escape awaits! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed  - Bedroom 2: 1 queen bed - Bedroom 3 (Office): 1 queen sleeper sofa - Additional Sleeping: 1 portable crib THE VILLAGE OF COLLIER AMENITIES (available upon request) - Outdoor pool - Putting greens - Shuffleboard courts EISENHOWER RECREATION CENTER AMENITIES (available upon request) - Outdoor pool - Pickleball &amp; tennis courts - Basketball court - Hiking area HOME HIGHLIGHTS - 4 indoor flat-screen TVs - 2 dining tables - Private workspace - Lanai w/ flat-screen TV, dining area &amp; lounge seating - Patio w/ charcoal grill (bring your own charcoal), seating &amp; umbrella KITCHEN  - Stove/oven, refrigerator, dishwasher, microwave - Breville espresso machine (coffee beans, instant coffee, sugar &amp; creamer provided) - Electric kettle - Cooking basics, dishware/flatware GENERAL   - Free WiFi  - Central air conditioning/heat - Linens/towels, hair dryer - Washer/dryer, iron/board FAQ - Golf cart (waiver required) ACCESSIBILITY - Single-story home, step to enter - Grab rails in bathrooms PARKING - Driveway (2 vehicles) -- THE LOCATION -- - 1 mile to Sweetgum Executive Golf Course &amp; Palmetto Executive Golf Course - 2 miles to Brownwood Paddock Square - 4 miles to Sharon Rose Wiechens Preserve - 9 miles to Spanish Springs Town Square - 63 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 - No pets allowed - No events, parties, or large gatherings - Per Florida guidelines, guests 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 a step to enter - Guests must sign a waiver and return it to the homeowner before using the golf cart. For more information, please reach out to the Guest Contact - Only the golf cart can be parked inside the garage

Navy Hill Vacation Residence (Richmond)

The Villages, FL, US
3 Bedrooms 4 Guests
Aug 22 - Sep 3
$109 night

Please note: Feb open for the second half of the month and March require full-month bookings. Partial month stays are not available during this period. Experience vibrant living in the highly sought-after Village of Richmond in The Villages, FL, with this exquisite 3-bedroom, 2-bath designer home. 🌿 This stunning home is perfectly located just a short stroll away from both family and adult pools, ensuring that relaxation and recreation are always just steps away. Whether you’re looking to lounge by the pool or engage in friendly sports competitions, this location offers it all. 🏊‍♂️🌞 Prime Location: Situated within minutes of Brownwood Paddock Square and other local entertainment hubs, your adventures begin the moment you step out of the door. You can also explore nearby destinations like Sawgrass Grove, indulge in culinary delights at Edna’s on the Green, or enjoy the lively atmosphere of Everglades Recreation Center. 🚐 The home’s proximity to shopping and dining means you’re always close to essentials and entertainment. Grab groceries at Publix, enjoy a coffee or ice cream at Foxtail, or dine at nearby restaurants. 🍦☕ Recreational Heaven: For those who love staying active, you’re surrounded by a variety of activity facilities including pickleball, tennis, sand volleyball, outdoor weights, bag toss, shuffleboard, and bocce ball. 🎾🏐 There’s no shortage of ways to stay engaged and enjoy the Florida sunshine. And for golf enthusiasts, this home is at the center of it all! Surrounded by pristine golf courses, including a chip and putt course located at the Richmond South entrance, it’s a golfer’s paradise. ⛳ Inside the Home: Step into a beautifully designed space featuring an open kitchen and living area plan, ideal for entertaining guests or enjoying cozy evenings at home. The elegant lanai provides the perfect setting for outdoor enjoyment, whether you’re hosting a barbecue or just relaxing with a book. You have a relaxing view of two beautiful and big Spanish Moss trees in view of your lanai. 🏡🍃 Explore The Villages: Living in the Richmond Retreat Villa means more than just a home; it’s about embracing a vibrant lifestyle. The Villages is renowned for its extensive amenities and active community life. From golf courses to pools, recreation centers, and social clubs, there’s something for everyone. Enjoy live entertainment, festive events, and endless opportunities to connect with friends and neighbors. 🎉 Don’t miss out on this chance to experience luxury living in one of Florida’s premier 55+ communities. Contact us today to make Richmond Retreat Villa your new home in paradise! 🏠🌴 Bedroom Layout: Bedroom 1: One King Bed (2 guests) 👑 Bedroom 2: One Queen Bed (2 guests) 🛏️ Bedroom 3: One Queen Bed (2 guests) 🛏️ This home offers everything you need for a comfortable and luxurious lifestyle in The Villages. Book a viewing today and start your new adventure! 📞

Easy Pool Access & Private Patio! DeLuna Villa

Wildwood, FL, US
3 Bedrooms 5 Guests
Aug 22 - 24
$132 night

Bright 1,800-Sq-Ft Layout | Garage Parking | Half-Mi to Pool &amp; Pickleball Sunshine and good company — that&#39;s life in DeLuna! This vacation rental in The Villages near Brownwood Square channels a breezy coastal vibe, with a fresh, modern interior and a private patio framed by leafy palms. Walk or ride to the neighborhood pool for an afternoon swim, then swing by the square for dinner and free live music any night of the week. Easy Florida living starts here. Book now and stay a while! -- THE PROPERTY -- DELUNA AMENITIES - Outdoor pool - Pickleball &amp; tennis courts - Bocce ball - Walking trails, biking paths - Clubhouse, game room HOME HIGHLIGHTS - Furnished patio, tropical landscaping - Smart TVs - Washer &amp; dryer - Large dining table FULLY EQUIPPED KITCHEN - Refrigerator, stove/oven, dishwasher - Drip coffee maker, Keurig (coffee provided) - Toaster, microwave - Cooking basics, dishware &amp; flatware ACCESSIBILITY - Single-story home, step-free entry PARKING - Driveway (1 vehicle) - Garage (1 vehicle) - No long-term street parking -- THE LOCATION -- - Located in the vibrant &amp; friendly Deluna neighborhood: - 4 miles to Brownwood Paddock Square: free nightly live music, dining &amp; shops - 5 miles to Eisenhower Regional Recreation Center: pools, pickleball, tennis &amp; fitness - 12 miles to Lake Sumter Landing: waterfront dining, live music &amp; shopping - 16 miles to Spanish Springs Town Square: nightly entertainment, dining, Rialto Theatre &amp; The Sharon - 13 miles to Lake Griffin State Park - 30 miles to Silver Springs State Park - 35 miles to World Equestrian Center – Ocala -- 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 - Community amenities w/ $50 fee (paid pre-trip to HOA)

Richmond Retreat Home

Wildwood, FL, US
3 Bedrooms 6 Guests
Aug 22 - 27
$89 night

IMPORTANT !!! JAN & FEB require to be booked together / no partial bookings allowed Golf cart use optional - $12/day or $300/month - billed on separate invoice after signing applicable waiver. Experience vibrant living in the highly sought-after Village of Richmond in The Villages, FL, with this exquisite 3-bedroom, 2-bath Sequoia model designer home. 🌿 This stunning home is perfectly located just a short stroll away from both family and adult pools, ensuring that relaxation and recreation are always just steps away. Whether you’re looking to lounge by the pool or engage in friendly sports competitions, this location offers it all. 🏊‍♂️🌞 Prime Location: Situated within minutes of Brownwood Paddock Square and other local entertainment hubs, your adventures begin the moment you step out of the door. With a 4-seat golf cart at your disposal, you can easily explore nearby destinations like Sawgrass Grove, indulge in culinary delights at Edna’s on the Green, or enjoy the lively atmosphere of Everglades Recreation Center. 🚐 The home’s proximity to shopping and dining means you’re always close to essentials and entertainment. Grab groceries at Publix, enjoy a coffee or ice cream at Foxtail, or dine at nearby restaurants. 🍦☕ Recreational Heaven: For those who love staying active, you’re surrounded by a variety of activity facilities including pickleball, tennis, sand volleyball, outdoor weights, bag toss, shuffleboard, and bocce ball. 🎾🏐 There’s no shortage of ways to stay engaged and enjoy the Florida sunshine. And for golf enthusiasts, this home is at the center of it all! Surrounded by pristine golf courses, including a chip and putt course located at the Richmond South entrance, it’s a golfer’s paradise. ⛳ Inside the Home: Step into a beautifully designed space featuring an open kitchen and living area plan, ideal for entertaining guests or enjoying cozy evenings at home. The elegant lanai provides the perfect setting for outdoor enjoyment, whether you’re hosting a barbecue or just relaxing with a book. 🏡🍃 Explore The Villages: Living in the Richmond Retreat Villa means more than just a home; it’s about embracing a vibrant lifestyle. The Villages is renowned for its extensive amenities and active community life. From golf courses to pools, recreation centers, and social clubs, there’s something for everyone. Enjoy live entertainment, festive events, and endless opportunities to connect with friends and neighbors. 🎉 Don’t miss out on this chance to experience luxury living in one of Florida’s premier 55+ communities. Contact us today to make Richmond Retreat Villa your new home in paradise! 🏠🌴 Bedroom Layout: Bedroom 1: One Queen Bed (2 guests) 👑 Bedroom 2: One Queen Bed (2 guests) 🛏️ Bedroom 3: One Queen Bed (2 guests) 🛏️ This home offers everything you need for a comfortable and luxurious lifestyle in The Villages. Book a viewing today and start your new adventure! 📞

The Osborne Getaway Home at The Villages | Golf Cart Included

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 22 - 29
$108 night

Richmond Retreat Villa Designer Home • Golf Cart Included • Walk or Ride to Brownwood • Prime Richmond Location Experience elevated Florida living in the highly sought-after Village of Richmond in The Villages, Florida. Perfectly positioned near Brownwood Paddock Square, Sawgrass Grove, Southern Oaks, championship golf, recreation centers, pools, dining, shopping, and endless entertainment, Richmond Retreat Villa offers the ideal blend of comfort, convenience, and lifestyle. Whether you’re planning a seasonal escape, an extended stay, a golf getaway, or simply looking to experience everything The Villages has to offer, this beautifully appointed designer home provides the perfect home base. Perfect location – Situated equally between Clarendon (family pool, pickleball and much more) and Richmond (adult pool, dog park, walking trails) recreation centers, 3 minute walk to each. IMPORTANT: January through March reservations require full-month bookings. Partial month reservations are not permitted during this period. Exception: possible 2 week availability first 2 weeks in February. 🏡 The Home This beautifully furnished designer home features: • 3 Bedrooms • 2 Bathrooms • Open-concept floor plan • Fully equipped kitchen • Spacious living and dining areas • High-speed Wi-Fi • Full-size washer and dryer • Private outdoor living space • Included 2-seat golf cart • While the garage is not available for vehicle parking, ample Driveway parking is provided. • The home has a doorbell camera, no other cameras inside or outside the property Designed for comfort and easy living, the bright and airy layout creates a welcoming environment for couples, families, snowbirds, and extended-stay guests alike. Large windows fill the home with natural Florida sunshine, while the thoughtfully selected furnishings create a warm, inviting atmosphere throughout. The open-concept design allows everyone to stay connected whether preparing meals, enjoying family time, entertaining friends, or simply relaxing after a day of activities. 🍳 Fully Equipped Kitchen The heart of the home is the spacious kitchen, fully equipped with everything needed for preparing meals during your stay. Features include: • Modern appliances • Ample counter space • Generous cabinet storage • Coffee maker • Cookware and kitchen essentials • Dining space for gathering and entertaining Whether you’re preparing breakfast before a round of golf or enjoying dinner after an evening at Brownwood, you’ll find everything you need. 🌴 Outdoor Living Florida living is all about enjoying the outdoors. Relax on the private lanai while: • Enjoying your morning coffee • Reading a favorite book • Dining outdoors • Entertaining family and friends • Enjoying warm Florida evenings The peaceful outdoor setting creates the perfect place to unwind and enjoy the sunshine year-round. 🛏️ Sleeping Accommodations Primary Bedroom • Queen Bed • Sleeps 2 Guest Bedroom 1 • Queen Bed • Sleeps 2 Guest Bedroom 2 • Two Twin Beds • Sleeps 2 Maximum Occupancy: 6 Guests The split-bedroom design provides privacy and comfort for everyone in your group. 🌴 Prime Richmond Location One of the greatest features of Richmond Retreat Villa is its exceptional location. Nestled in the highly desirable Village of Richmond, you’ll enjoy easy access to some of the most popular destinations in The Villages while remaining in a peaceful residential setting. Richmond places you in the perfect position to enjoy both the established favorites and the exciting growth occurring in the southern portion of The Villages. ⭐ Brownwood Paddock Square Approximately 5 Minutes by Golf Cart One of The Villages’ most popular destinations is practically at your doorstep. Brownwood Paddock Square offers: • Nightly live music and entertainment • Dancing under the stars • Restaurants and bars • Shopping and boutiques • Seasonal festivals and special events • Outdoor gathering spaces Popular nearby dining options include: • Bluefin Grill & Bar • City Fire • Prima Italian Steakhouse • Harvest Restaurant & Bar • Scooples Ice Cream Parlor Many guests enjoy taking the golf cart to Brownwood nightly to experience the unique energy and entertainment that make The Villages famous. 🍹 Edna’s on the Green Just minutes away is one of the most beloved gathering places in The Villages. Edna’s offers: • Live music • Food trucks • Outdoor bars • Social events • Relaxed outdoor atmosphere • Beautiful sunset views It’s a favorite destination for both visitors and residents. 🌅 Sawgrass Grove Another nearby entertainment destination, Sawgrass Grove offers: • Live entertainment • Outdoor dining • Food truck court • Shopping • Family-friendly events • Community gatherings ⛳ Golf Paradise Golf enthusiasts will appreciate the home’s proximity to some of The Villages’ best golf experiences. Championship Golf • Southern Oaks Championship Golf Club Executive Courses • Richmond Executive Course • Longleaf Executive Course • Red Fox Executive Course • Gray Fox Executive Course Practice Facilities • Mickylee Pitch & Putt • Driving ranges • Putting facilities Whether you’re an avid golfer or simply looking to enjoy a few rounds during your stay, you’ll find endless opportunities nearby. 🏊 Recreation Centers & Pools Richmond offers convenient access to some of the newest and most impressive recreation facilities in The Villages. Nearby recreation centers include: • Everglades Recreation Center • Ezell Recreation Center • Homestead Recreation Center • Aviary Recreation Center • Franklin Recreation Center Enjoy: • Pickleball • Tennis • Bocce Ball • Shuffleboard • Cornhole • Volleyball • Fitness classes • Walking clubs • Organized social activities The home is also conveniently located near both family and adult pools. 🚲 Walking & Nature Trails The Richmond area is known for beautiful outdoor spaces and scenic walking opportunities. Enjoy: • Neighborhood walking paths • Golf cart trails • Nature areas • Beautifully landscaped streets • Scenic biking routes Perfect for morning walks, evening strolls, and enjoying Florida’s beautiful weather. ☕ Shopping & Daily Conveniences Everything you need is just minutes away. Nearby conveniences include: • Publix • Foxtail Coffee • Walgreens • Banking services • Medical facilities • Casual and fine dining • Ice cream shops • Boutiques and retail shopping 🎟️ Temporary Resident IDs To help guests enjoy the full Villages experience, we assist eligible guests with obtaining Temporary Resident IDs through The Villages Guest ID program. Temporary Resident IDs may provide access to: • Recreation centers • Family and adult pools • Executive golf courses (greens fees may apply) • Pickleball courts • Tennis courts • Bocce courts • Organized recreation activities Please note: • Temporary Resident ID fees are established by The Villages and paid separately. • We assist with the registration process. • Early submission of guest information is encouraged. 🛺 Golf Cart Included The included 2-seat golf cart allows you to fully embrace The Villages lifestyle. Cruise conveniently to: • Brownwood Paddock Square • Sawgrass Grove • Edna’s on the Green • Southern Oaks • Recreation centers • Pools • Shopping and dining A signed golf cart waiver is required prior to receiving access to the golf cart. 🐾 Pet Policy We know pets are family too. • Small dogs may be considered with prior approval. • Approval must be obtained before booking. • Additional fees and requirements may apply. • Cats are not permitted. • Unauthorized pets may result in additional charges and/or cancellation of the reservation. Please contact us before booking if you wish to bring a dog. 🚭 House Rules For the comfort of all guests: • No smoking • No vaping • No parties or events • No illegal substances Smoking or vaping inside the home, lanai, garage, or anywhere on the property is strictly prohibited. The home has a doorbell camera, no other cameras inside or outside the property. 📶 Stay Connected The home includes high-speed Wi-Fi, making it easy to: • Stream your favorite shows • Work remotely if needed • Stay connected with family and friends • Plan your daily adventures ✨ Experience The Villages Lifestyle Richmond Retreat Villa is more than a place to stay—it’s your gateway to everything that makes The Villages one of Florida’s most sought-after destinations. Enjoy championship golf, recreation centers, pools, live music, restaurants, shopping, outdoor activities, social events, and endless opportunities to explore. Whether you’re seeking relaxation, recreation, or a little bit of both, Richmond Retreat Villa offers the perfect setting to create unforgettable memories in The Villages. Book your stay today and experience the very best of Florida living.

Tropical Preserve DeLuna Home

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 22 - 27
$118 night

IMPORTANT !!! JAN-MAR only full month bookings / no partial bookings allowed 🌴 Welcome to Tropical Preserve DeLuna Home🌴 Discover your perfect getaway at Tropical Preserve Home, a brand-new, Courtyard Villa located in the heart of the vibrant Village of DeLuna. With its Hawaiian-themed décor and breathtaking views of the nearby nature preserve, this home is designed to provide a tropical retreat while offering all the comforts of modern living. 🏡 Villa Layout & Features Step inside this spacious villa and feel instantly at home. The open-concept layout features a fully equipped kitchen with stainless steel appliances, a large island for casual dining, and a cozy dining area with seating for six. Relax in the living room on the electric reclining sofas while watching your favorite shows on the big-screen TV, which has access to over 4,000 channels. The oversized lanai is the perfect spot to unwind after a day of exploring The Villages, with views of the beautiful preserve just beyond your private yard. 🛏️ Bedrooms & Comfort The master bedroom is a serene oasis, complete with a king-sized bed, a large walk-in closet, and an en-suite bathroom featuring double sinks and a walk-in shower. Two additional bedrooms, each with queen-sized beds, provide comfort and privacy for all guests, and all rooms are equipped with TVs for added convenience. For extra guests, the living room’s sleeper sofa offers a cozy sleeping space, making this villa perfect for up to 6 guests. 🌞 Explore The Villages Located in the Village of DeLuna, the villa is perfectly positioned for enjoying all the activities and excitement The Villages has to offer. Just across the street, you’ll find the DeLuna Recreation Center with a pool, pickleball, tennis courts, and outdoor activities. Take a short ride over the Waterlily Bridge for quick access to Brownwood Paddock Square, where you can enjoy live music, dining, and shopping. Staying on Marsh Bend Trail leads you to even more recreation at the Everglades Recreation Center, as well as Edna’s on the Green for daily live music and relaxation. The nearby Magnolia Plaza offers convenient shopping with Publix, restaurants, and Foxtail for coffee or ice cream. ⛳ Golf & Activities With a Villages Temporary Resident ID (available for a $50 fee), you’ll have access to 40+ executive golf courses, recreation centers, pools, and other exciting amenities. Whether you’re looking for adventure or relaxation, there’s something for everyone at The Villages. Come and experience the fun, excitement, and beauty of Tropical Preserve Villa—your tropical retreat awaits!

Fieldbrook Cozy Designer Home (Pinellas)

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 29 - Sep 3
$124 night

IMPORTANT !!! JAN & FEB require to be booked together / no partial bookings allowed Experience the charm of The Villages, FL, in this beautifully furnished 3-bedroom, 2-bath home nestled in the highly sought-after Villages of Pinellas. 🌿 With a serene view of lush greenery and landscaping, this home offers a peaceful retreat while being close to all the action. Featuring a spacious lanai perfect for hosting gatherings or enjoying quiet evenings outdoors, the home is designed for comfort and relaxation. Inside, the open floor plan includes a cozy nook with ample seating, making it ideal for entertaining or enjoying family time. The master suite boasts a luxurious king bed, while the guest bedroom offers a queen bed, and the third bedroom has two twin beds for added versatility. 🛏️👑 Convenience is key with a two-car garage and a roomy driveway for plenty of parking. 🚗 Whether you’re an avid golfer or a shopping enthusiast, the Villages of Pinellas is known for its proximity to pristine golf courses, retail spots, and all the fantastic amenities The Villages has to offer. Plus, you’re just minutes away from the lively entertainment, dining, and events at Brownwood Paddock Square! 🎶🍽️ Golf & Amenities Living in The Villages means having access to world-class golf courses, from executive to championship-level options. Whether you’re a seasoned player or just starting out, you’ll enjoy an array of courses right at your fingertips, including those surrounding the Pinellas area. ⛳ The Villages is truly a golfer’s paradise! Beyond golf, the community offers an abundance of recreational activities. Enjoy arts and crafts, tennis, pickleball, bocce ball, swimming, outdoor fitness, and much more. With top-notch amenities and recreation centers, staying active and engaged is easy. 🎨🎾🏊‍♂️ Explore The Villages Step into a vibrant lifestyle filled with endless entertainment and opportunities to connect with neighbors. The Villages boasts year-round live music, with 365 days of events in the squares. From live bands to festivals, there’s always something happening. The Villages also offers a thriving arts scene, with classes, performances, and exhibits. 🎉🎶 Explore nature trails, enjoy outdoor fitness areas, and indulge in delicious dining at popular spots like Brownwood Paddock Square. Whether you’re looking for a quiet escape or an active social scene, The Villages offers the best of both worlds. Bedroom Layout: Master Bedroom: 1 King Bed (2 guests) Guest Bedroom: 1 Queen Bed (2 guests) Third Bedroom: 2 Twin Beds (2 guests) This meticulously clean and fully equipped home offers the perfect balance of luxury and convenience. Don’t miss your chance to live in one of Florida’s premier 55+ communities. 🌞 Contact us today to make this Pinellas Retreat your new home! 🏡🌴

Timber Sunshine Stay (Villages of Dunedin)

The Villages, FL, US
3 Bedrooms 6 Guests
Nov 28 - Dec 3
$150 night

🌞 Timber Sunshine Stay | Designer 3-Bed Home in the Villages of Dunedin Welcome to Timber Sunshine Stay, a fully equipped designer home in the Villages of Dunedin, right in the heart of The Villages lifestyle. This comfortable and spacious home features: 3 bedrooms / 2 bathrooms One master bedroom with king-size bed, dresser, sofa, large TV, ensuite bathroom with walk-in shower, private toilet area, and walk-in closet Two guest bedrooms with queen-size beds and large wall closets TVs in both the master and living area Fully equipped kitchen for cooking and entertaining Breakfast nook with view of the kitchen Dining table ideal for meals, games, and puzzles Lanai with comfortable seating to enjoy coffee or a cocktail Spacious living room with two recliners and extra seating No carpet – only decorative area rugs for a clean, allergen-reduced environment Wi-Fi and Xfinity cable TV Dog-friendly (limit 1, non-shedding preferred – please inquire with pet details) 👉 This is the home for comfort, space, and great vibes—ideal for a seasonal escape or extended stay. 📍 Incredible Location – Everything Close By! Timber Sunshine Stay is strategically located with easy access to: Brownwood Paddock Square – Live music every night, shopping, dining, movie theater Lake Sumter Landing – More nightly entertainment, waterfront restaurants, retail shops Eastport – Newest addition to The Villages with event spaces and recreation Lake Deaton Plaza – Publix, Walgreens, banks, gas station Colony Plaza – Restaurants, salons, shopping, urgent care, and more Aldi & Walmart Neighborhood Market – About 10 minutes by car Eisenhower Recreation Center – One of the most popular centers with a military museum vibe Seabreeze and Lake Miona Rec Centers – Pools, pickleball, bocce, events, fitness Bonifay, Evans Prairie, and Palmer Legends Golf Courses – Championship golf nearby Dozens of Executive Golf Courses – All within a short ride Close to Meggison Road access and Southern Oaks Golf, making Eastport and the south end easily reachable 🏌️‍♀️ Guest Access to The Villages Amenities With Temporary Resident IDs ($50 per couple, paid directly to The Villages), you’ll enjoy: 40+ Executive Golf Courses with no green fees Resident access to Championship Courses at reduced rates Pools – family, adult, and sports pools Recreation Centers with hundreds of weekly organized activities Pickleball, Tennis, Bocce, Shuffleboard Nightly live entertainment at 3 different town squares Fitness trails, clubs, and much more! 📘 Digital Guidebook Provided After Booking You’ll receive a personalized Digital Guidebook including: Wi-Fi information Trash & pickup schedule Inventory and checkout checklist Golf cart rental contacts Restaurant and event recommendations The Villages event calendar Local attractions Children’s gear rental providers How to reach us during your stay And more! 🚭 No Smoking | 🐾 Dog-Friendly (with Approval) Non-smoking property – $500-$1000 fee for violations Pet Policy: Limit one dog, non-shedding preferred. Please inquire with breed and details before booking. Additional pet deposit may apply.

Sunny Crego Escape (DeLuna)

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 22 - 27
$130 night

IMPORTANT !!! JAN & FEB require to be booked together ☀️ Inquire for Monthly Discounts May–October! Guests who book 30+ nights during these months are eligible for exclusive rates—ask us for details! ☀️ Sunny Crego Escape – Your Perfect Retreat Near Brownwood! Welcome to Sunny Crego Escape, a charming 3-bedroom, 2-bathroom Designer Series home nestled in The Villages, just minutes from Brownwood Paddock Square! Whether you’re here for golf, entertainment, or relaxation, this beautifully decorated and fully turnkey home has everything you need for a fantastic getaway. ✨ Home Features & Layout 🛏 Master Suite: A serene retreat featuring a luxurious king-sized bed, spacious walk-in closet, and large smart TV. The en-suite bathroom boasts a walk-in shower, dual sinks, and ample storage for your comfort. 🛏 Guest Bedrooms: The second and third bedrooms each offer a cozy queen-sized bed, smart TV, and stylish décor, ensuring privacy and relaxation. 🛋 Living & Dining: The bright and open living area features a large smart TV, comfortable seating, and a welcoming atmosphere—perfect for movie nights or unwinding after a day of adventure. The dining area includes seating for six, with additional seating at the kitchen island for casual meals. 🍳 Fully Equipped Kitchen: This modern kitchen comes with stainless steel appliances, a large pantry closet, and all the essentials for home-cooked meals. 🧺 Laundry & Essentials: A washer and dryer are available, along with extra towels, sheets, and pillows for your convenience. 🌞 Outdoor Lanai: Relax in the spacious screened-in lanai, perfect for morning coffee, alfresco dining, or soaking in the Florida sunshine. 🚗 Garage & Golf Cart: A two-car garage PLUS a dedicated golf cart garage houses a brand-new 4-seater electric golf cart (available starting January 2025 for an additional fee). 🌿 Prime Location & Nearby Attractions 🏊 DeLuna Recreation Center – Just across the street! Enjoy access to a pool, pickleball, tennis, bocce, shuffleboard, and more. 🌉 Waterlily Bridge & Brownwood Paddock Square – A short golf cart ride over the bridge takes you straight to Brownwood, where you can enjoy live music, restaurants, bars, and a fun, lively atmosphere every night! 🎾 Recreation Centers Nearby: Quick access to Waterlily, Everglades, and Marsh Bend Trails, offering a variety of outdoor activities, walking trails, and sports courts. 🎶 Edna’s on the Green – A must-visit for live music, food, and drinks in a relaxed outdoor setting. 🛍 Shopping & Dining: Magnolia Plaza is minutes away, featuring Publix, restaurants, Foxtail Coffee & Ice Cream, and other conveniences. ⛳ Golf & The Villages Lifestyle You’ll have access to 40+ executive golf courses, championship courses, and countless recreation options. With a Villages Temporary Resident ID ($50 per person, paid directly to The Villages), you can experience all the amenities this vibrant community has to offer. 🌟 Book your stay at Sunny Crego Escape and immerse yourself in the fun, excitement, and lifestyle of The Villages!

Dutchess Designer Experience

The Villages, Florida, US
3 Bedrooms 5 Guests
Aug 22 - 27
$102 night

Dutchess Designer Experience | Golf Cart Included | Near Lake Sumter Landing & Brownwood Welcome to Dutchess Designer Experience, a beautifully appointed 3-bedroom, 2-bath designer home nestled in the sought-after Village of St. Charles. Thoughtfully designed for comfort, relaxation, and making the most of everything The Villages® has to offer, this home is the perfect destination for couples, golfers, snowbirds, remote workers, and extended stays. From the moment you arrive, you’ll appreciate the bright, open floor plan, tasteful décor, and inviting atmosphere that makes it easy to settle in and feel at home. Whether you’re spending your days golfing, exploring the community by golf cart, enjoying nightly live entertainment, or simply relaxing on the lanai with your morning coffee, Dutchess Designer Experience is your ideal home base. The Home The spacious living room offers comfortable seating and a large Smart TV, creating the perfect gathering place after a day of adventure. Every bedroom also features its own TV, allowing everyone to unwind with their favorite shows in privacy. The fully equipped kitchen provides everything you need to prepare anything from a quick breakfast to a gourmet dinner and opens to an oversized dining area that’s perfect for family meals, entertaining friends, or enjoying game night together. Sleeping Arrangements Primary Suite King bed Smart TV Spacious walk-in closet Luxurious ensuite bathroom Dual vanities Large walk-in shower Guest Bedroom Queen bed Smart TV Flex Room / Office Dedicated office space Twin XL sleeper sofa Perfect for remote work or an additional guest Outdoor Living One of the highlights of the home is the inviting screened lanai, designed for enjoying Florida’s beautiful weather year-round. Enjoy: Outdoor dining table Comfortable modern rocking chairs Peaceful setting for morning coffee Relaxing evenings after a day of exploring The Villages A complimentary Yamaha golf cart is included, making it easy to experience the community just like a local. Discover The Villages Lifestyle One of the greatest advantages of staying at Dutchess Designer Experience is its outstanding location. You’re just minutes from two of The Villages’ most popular town squares, along with recreation centers, executive golf courses, shopping, dining, and endless entertainment. Lake Sumter Landing Lake Sumter Landing is one of the most popular destinations in The Villages, offering waterfront dining, boutique shopping, seasonal events, and FREE live entertainment every evening, 365 days a year. Enjoy favorites such as: Chop House at Lake Sumter The Angler’s Club City Fire Redsauce American Italian RJ Gator’s Florida Sea Grill & Bar Thai Ruby VKI Japanese Steakhouse Cody’s Original Roadhouse TooJay’s Deli Flying Biscuit Café Starbucks Boutique shopping, ice cream shops, bakeries, wine bars, and more Whether you’re enjoying dinner by the water, listening to live music, or simply strolling through the square, Lake Sumter Landing offers something for everyone. Brownwood Paddock Square Just a short golf cart ride away, Brownwood Paddock Square features a charming western-inspired atmosphere with nightly entertainment, shopping, festivals, farmers markets, and fantastic restaurants. Popular dining options include: Bluefin Grill & Bar Wolfgang Puck Kitchen + Bar Prima Italian Steakhouse McCall’s Tavern Scooples Ice Cream Brownwood is also home to concerts, holiday celebrations, car shows, art festivals, and year-round community events. Recreation & Activities The Villages is world-famous for its active lifestyle, with something happening every day. Nearby Recreation Centers St. Charles Recreation Center Adult swimming pool Bocce Shuffleboard Horseshoes Walking areas Outdoor gathering spaces Colony Cottage Regional Recreation Center Pickleball courts Tennis courts Billiards Arts & crafts Card rooms Fitness activities Meeting rooms Numerous social clubs Lake Miona Regional Recreation Center Resort-style pool Pickleball Tennis Billiards Ping pong Fitness classes Daily activities and organized events Throughout The Villages you’ll also enjoy access to: Dozens of swimming pools Hundreds of pickleball courts Tennis complexes Bocce courts Walking and biking trails Softball fields Recreation centers throughout the community More than 3,000 clubs and organized activities covering virtually every hobby and interest imaginable. Golf Golf enthusiasts will love having several executive golf courses just minutes away, including: Bonita Pass Turtle Mound Bacall Yankee Clipper Championship golf courses, driving ranges, practice facilities, and golf academies are also conveniently located throughout The Villages. Temporary Resident IDs Guests have the opportunity to obtain two Temporary Resident IDs for their household, allowing access to many of The Villages’ outstanding recreational amenities during their stay. A one-time $50 household registration fee applies for the Temporary Resident IDs. Once your IDs have been issued, Guest Passes may also be requested for visitors in accordance with The Villages’ policies. Pet Policy We understand that dogs are family members too. Dogs are welcome with prior approval only. Breed, size, age, and house-training information may be requested before approval. Cats are not permitted. Unauthorized pets may result in additional cleaning or damage charges. Golf Cart Disclosure A complimentary Yamaha golf cart is provided for your enjoyment during your stay. While every effort is made to keep the golf cart available and in excellent operating condition, availability cannot be guaranteed due to unforeseen maintenance, mechanical repairs, manufacturer recalls, accidents, weather-related issues, or circumstances beyond our control. The golf cart is provided as a complimentary amenity and is not considered part of the rental rate. Therefore, refunds or credits cannot be provided should the golf cart become unavailable before or during your stay. Guests are responsible for operating the golf cart safely, ensuring all occupants are properly seated, and following all applicable Florida laws and The Villages community rules. We look forward to welcoming you to Dutchess Designer Experience and helping you create unforgettable memories while enjoying everything that makes The Villages® one of Florida’s premier destinations.

Dog-Friendly Home in The Villages w/ Private Patio

The Villages, FL, US
2 Bedrooms 4 Guests
Aug 22 - 25
$130 night

Find your bliss in The Villages at this 2-bedroom, 2-bathroom vacation rental. Whether you find yourself lounging on the private patio with your latest read, lazing alongside the community pool, or competing on the community golf course, this single-story house will provide the ideal, sun-dappled stay. Stroll through the scenic Sharon Rose Wiechens Preserve, experience the majesty of The Mammoth Live Oak Tree, or meet the creatures of Gatorland. No matter the season, exploration awaits! -- THE PROPERTY -- Smart TV in Each Bedroom | Sunroom | Access to Community Amenities | Golf Cart (Waiver May Be Required Prior to Use) Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Additional Sleeping: Queen Air Mattress COMMUNITY AMENITIES: Indoor &amp; outdoor pools, hot tubs, basketball, racquetball, pickleball &amp; tennis courts, golf course, music lessons, Zumba classes, yoga classes, game room, business center, bocce ball &amp; shuffleboard courts, recreation center OUTDOOR LIVING: Private patio w/ gas grill (propane provided) &amp; dining area, fenced backyard INDOOR LIVING: 4 Smart TVs, dining table, desk, 1,200 sq ft KITCHEN: Dishwasher, fridge, oven, 4-burner stovetop, microwave, breakfast bar w/ seating, drip coffee maker, tea kettle, toaster, toaster oven, cooking basics, dishware &amp; flatware GENERAL: Free WiFi, keyless entry, central heating &amp; A/C, ceiling fans, washer/dryer, linens/towels, complimentary toiletries, trash bags/paper towels FAQ: 2 exterior security cameras (facing out), pet fee (paid pre-trip), gated community ACCESSIBILITY: Single-story house, step-free access PARKING: Driveway (2 vehicles), garage (1 vehicle), guest parking area (1 vehicle, first-come, first-serve) -- THE LOCATION -- GOLF &amp; RECREATION: Cane Garden Country Club (2 miles), Palmer Legends Country Club (4 miles), Churchill Street Recreation Center (6 miles), Pimlico Recreation Center (6 miles), Hawkes Bay Executive Golf Course (6 miles) THE GREAT OUTDOORS: Gazebo at Lake Sumter Landing in The Villages (4 miles), Sharon Rose Wiechens Preserve (6 miles), Paradise Park (8 miles), Heritage Park (8 miles), Bourlay Historic Nature Park (12 miles), Flat Island Preserve (15 miles), Sunnyhills Restoration Area (18 miles), Carney Island Recreation &amp; Conservation Area (19 miles), Florida Horse Park (22 miles) LAKES: Lake Sumter Landing (4 miles), Lake Miona (5 miles), Grass Pond (5 miles), Lake Okahumpka Park (6 miles), Paradise Lake (8 miles), Lake Sunshine (8 miles), Lake Griffin State Park (8 miles), Tigerhead Lake (15 miles) HOT SPOTS: Brownwood Paddock Square Lady Lake Historical Society &amp; Museum (5 miles), The Mammoth Live Oak Tree (8 miles), Paquette’s Historical Farmall Museum (10 miles), Leesburg Historical Museum (12 miles), Venetian Gardens (12 miles), Walt Disney World (54 miles), Gatorland (64 miles), The Baker House (86 miles) AIRPORT: Orlando International Airport (65 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;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 - Dog friendly w/ $50 fee (+ fees &amp; taxes, dogs only, 2 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 at check-in - NOTE: This single-story home offers step-free entry - NOTE: If you wish to use the golf cart, please reach out to the Guest Contact prior to arrival - NOTE: This property sleeps 4 guests in 2 beds, with room for 6 total by using the queen air mattress - NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 is a Ring doorbell device with an exterior security camera facing the front outdoor entry. Camera 2 is at the back of the property, facing the patio. The cameras face outward and do not look into interior spaces. The cameras record video and sound when activated by motion. Camera 2 is turned off when guests are in residence Licence number: DWE7000605;70-8019301405-2;70-8019301405-2;DWE7000605;70-8019301405-2;DWE7000605

Private Lanai & Pool Access: Home in the Villages!

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 22 - 26
$169 night

Treat your family or friends to a relaxing Sunshine State retreat and book this 3-bedroom, 2-bath vacation rental located in The Villages! This convenient property features 2 Smart TVs, a fully equipped kitchen, and community amenities just a short drive away. Enjoy coffee and breakfast in the furnished lanai, then rally on the tennis courts or hit the links at Cane Garden Country Club! When night falls, head to The Villages Entertainment for shopping or a bite to eat. It&#39;s up to you! -- THE PROPERTY -- Central A/C | In-Unit Laundry | Outdoor Dining Area | Gas Grill | 3 Mi to Lake Sumter Landing Square Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Twin Beds | Additional Sleeping: Pack &#39;n Play COMMUNITY AMENITIES: Heated outdoor pools, recreation center, fitness classes, pickleball court, tennis court, shuffleboard, bocce ball, golf course access INDOOR LIVING: 2 Smart TVs w/ cable, 2 dining tables, breakfast bar, ceiling fans OUTDOOR LIVING: Furnished lanai, beach towels, 2-person golf cart (waiver required) KITCHEN: Refrigerator, stove/oven, dishwasher, dishware/flatware, cooking basics, full knife set, spices, drip coffee maker, Crockpot, microwave, toaster, ice maker GENERAL: Free WiFi, keyless entry, central heating, linens/towels, laundry detergent, trash bags, paper towels, hair dryers, complimentary toiletries, steamer FAQ: Step-free access, quiet hours (10:00 PM-7:00 AM), walk-in shower PARKING: Garage (1 vehicle), driveway (2 vehicles), street parking (first-come, first-served) -- THE LOCATION -- THE VILLAGES (~5 miles): Golf courses, recreation centers, outdoor pools, tennis courts, pickleball, racquet sports, cycling, water sports, live entertainment, shopping, dining GOLF: Cane Garden Country Club (1 mile), Pelican &amp; Heron Golf Courses (2 miles), Tequesta Championship Golf Course (5 miles), Continental Country Club (6 miles), Hacienda Hills Golf &amp; Country Club (7 miles), Pennbrooke Fairways (9 miles), Nancy Lopez Golf &amp; Country Club (9 miles) LAKES/OUTDOOR RECREATION: Lake Sumter Landing (4 miles), Lake Griffin State Park (8 miles), Carney Island Recreation &amp; Conservation Area (18 miles), Lake Panasoffkee (20 miles), Ocala National Forest (34 miles) ATTRACTIONS: Lake Sumter Landing (3 miles), The Villages Entertainment (3 miles), GatorWorld Parks of Florida (10 miles), Don Garlits Museum of Drag Racing (20 miles), Marion County Museum of History and Archaeology (28 miles), Silver Springs State Park (28 miles), Boyett&#39;s Grove and Citrus Attraction (41 miles) ORLANDO FUN: Walt Disney World Resort (56 miles), Universal Studios Florida (56 miles), The Wheel at ICON Park (56 miles), Sea Life Orlando Aquarium (56 miles), Disney Springs (59 miles), SeaWorld Orlando (60 miles) AIRPORT: Orlando International Airport (64 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;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: Please observe quiet hours from 10:00 PM to 7:00 AM - NOTE: A waiver is required prior to using the golf cart

Charity Corner Villa at Richmond

The Villages, FL, US
2 Bedrooms 4 Guests
Aug 22 - 27
$113 night

Winter season (Dec–Apr) tends to book quickly, so monthly stays are preferred. Shorter visits may still be possible depending on our calendar—just reach out and we’ll be happy to check! NOTE: February will not be booked without January. If you book we will have to cancel the booking. 🌺 Charity Corner Villa at Richmond – Peaceful Views & Prime Location Near Brownwood Welcome to Charity Corner Villa at Richmond, a beautifully designed 2-bedroom, 2-bathroom villa perfectly situated in the sought-after Villages of Richmond community — just five minutes by golf cart from Brownwood Paddock Square. This bright and inviting home offers modern comfort, open living spaces, and the ideal location to enjoy all that The Villages lifestyle has to offer. 🏡 Inside the Home This villa features a thoughtful split floor plan, offering privacy and comfort for you and your guests. The primary suite is located at the back of the home, while the guest bedroom is at the front — perfect for visiting family or friends. Fully equipped kitchen with full-size appliances, cookware, utensils, coffee maker, and all essentials for easy at-home dining. Dining area with a six-seat table — perfect for relaxing meals or morning coffee. Spacious living room with cozy reclining sofas and a large flat-screen TV, perfect for unwinding after a day of exploring. Primary bedroom with a king-size bed, private ensuite bathroom, and TV for added comfort. Guest bedroom with a queen-size bed and convenient access to the second full bathroom. The villa comes stocked with linens, towels, and household essentials so you can settle in and start enjoying your stay right away. 🌿 Outdoor Living Enjoy your morning coffee or evening drink on the screened lanai, overlooking a wide green space with no rear neighbors. As a corner villa, you’ll have extra privacy and an open, airy feel. A golf cart and golf cart garage are included for your use, making it easy to explore all that The Villages has to offer. 🎵 Location Highlights – The Villages of Richmond Located just steps from Brownwood Paddock Square, this villa places you in the heart of entertainment, recreation, and dining in The Villages: Brownwood Paddock Square – Only a 5-minute golf cart ride away! Enjoy nightly live music, popular restaurants like City Fire, Harvest Restaurant, and Bluefin Grill & Bar, plus boutique shops, a movie theater, and the Brownwood Hotel & Spa. Richmond Pitch & Putt Golf Course and community pool are just around the corner for recreation and fun. Harry & The Natives Restaurant – A must-visit new spot overlooking Lake Okahumpka with live music, great food, and lakefront views. Nature trails nearby for peaceful morning or afternoon walks. Edna’s on the Green – About 10 minutes away by golf cart, featuring outdoor dining, live music, and a laid-back, Florida-style atmosphere. Lake Sumter Landing – About 20 minutes away by golf cart for additional shopping, dining, and live entertainment. Eastport (coming soon) – A brand-new destination for recreation, dining, and music, just 15 minutes away. ⛳ Your Villages Experience Guests can purchase a Temporary Resident ID ($50 per couple, paid directly to The Villages) for access to over 40 executive golf courses, multiple recreation centers, pools, and hundreds of social clubs and events happening year-round. With nightly entertainment in the squares 365 days a year, there’s always something to enjoy! ✨ Summary 2 Bedrooms | 2 Bathrooms | Sleeps 4 King bed in master | Queen bed in guest room Split floor plan for privacy Fully equipped kitchen 6-seat dining area Reclining sofas | Smart TVs Screened lanai with open green view (no rear neighbors) Corner villa | Golf cart garage & golf cart included Linens, towels, and essentials provided 5 min to Brownwood | 10 min to Edna’s | 15 min to Eastport | 20 min to Lake Sumter Charity Corner Villa at Richmond combines the best of comfort, convenience, and lifestyle — offering a quiet retreat with a beautiful view, all just minutes from the heart of The Villages’ entertainment and activities.

Sunny Home w/ Golf Cart in The Villages!

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 31 - Sep 3
$242 night

Ensure a restful and stress-free getaway to the Sunshine State when you stay at this bright 3-bedroom, 2-bathroom vacation rental in The Villages. Kickstart your day with a coffee on the lanai before venturing out to explore the area&#39;s attractions! Shop, dine, and listen to live music at Sumter Landing, then head to a nearby golf course to practice your swing. Return home after a fun-filled day and whip up a family-favorite meal in the fully equipped kitchen before settling in for a movie night! -- THE PROPERTY -- Single-Story Home | Gated Community | Pool Access | Free WiFi Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Additional Sleeping: Pack ‘n Play THE VILLAGES COMMUNITY: Golf cart community w/ 50+ golf courses, live entertainment, pickle ball court, basketball court, fitness center, game room, outdoor pools HOME HIGHLIGHTS: Smart TV, dining table, en-suite bathroom, sunroom w/ gas fire pit, lanai w/ lounge chairs KITCHEN: Stainless steel appliances, stove/oven, microwave, refrigerator, dishwasher, dishware/flatware, breakfast bar GENERAL: Washer/dryer, linens/towels, complimentary toiletries, central air conditioning/heating, hair dryer, laundry detergent, iron/board FAQ: Step-free access, golf cart (waiver may be required) PARKING: Garage (2 vehicles), driveway (4 vehicles) -- THE LOCATION -- THE GREAT OUTDOORS: The Villages Polo Club (2 miles), Sharon Rose Wiechens Preserve (8 miles), Eaton&#39;s Beach (11 miles), Carney Island Recreation &amp; Conservation Area (14 miles), Ocala National Forest (21 miles) ATTRACTIONS: Lake Sumter Landing (3 miles), Savannah Center (3 miles), Marion County Museum of History and Archaeology (23 miles) DISNEY PARKS (~63 miles): Magic Kingdom Park, Disney&#39;s Animal Kingdom Theme Park, Epcot, Disney&#39;s Hollywood Studios, Disney Springs AIRPORT: Orlando International Airport (68 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;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

Cameo Tiki Bar Escape (Richmond)

Wildwood, FL, US
3 Bedrooms 6 Guests
Aug 22 - 27
$101 night

🌴 Welcome to The Tiki Bar Escape at the Villages of Richmond – Your Getaway in The Villages, FL! 🏡🍹 Discover your perfect Florida escape at The Tiki Bar Escape, a 3-bedroom, 2-bathroom cottage home nestled in the vibrant and growing Villages of Richmond neighborhood—just 5 minutes by golf cart from Brownwood Paddock Square! Designed for comfort, fun, and relaxation, this colorful retreat is the ideal base to experience all that The Villages lifestyle has to offer. 🛏️ Home Features & Amenities: Spacious Master Suite with a luxurious King bed and en-suite bathroom. Guest Bedroom with a cozy Queen bed – perfect for family or friends. Third Bedroom with a Twin trundle bed (sleeps 2) – ideal for visiting grandkids. Comfortable living room with a large flat-screen TV—perfect for relaxing nights in. Fully equipped kitchen with modern appliances, cookware, and essentials. Dog-friendly for one small, well-behaved dog (prior approval required). Electric 4-Seater Golf Cart – explore The Villages in classic style. Tiki Bar in the Lanai – your own private tropical lounge space. Two BBQ grills in the backyard for fun cookouts and evening gatherings. 🎶 Live Where It’s All Happening – Richmond & Surroundings Just 5 minutes by golf cart from Brownwood Paddock Square, where you’ll enjoy: Nightly live music and dancing Western-themed shops and restaurants Weekly farmers markets, festivals, and seasonal events Also near: Sawgrass Grove – local vendors, McGrady’s Pub, and another live music venue Lake Sumter Landing & Spanish Springs – scenic town squares for boutique shopping, waterfront dining, and entertainment 🏊‍♀️ Recreation & Relaxation Right Nearby Enjoy easy access to multiple recreation centers and amenities: Richmond Neighborhood Recreation Center – adult pool, pickleball, bocce, walking trails, and scenic preserves Okahumpka Recreation Center – lakeside views, kayak outings, and the soon-to-open Harry and the Natives waterfront restaurant Ezell Regional Recreation Center – indoor/outdoor fitness facilities, sports courts, arts, and clubs Everglades Regional Rec Center – one of the largest rec centers in The Villages with endless activities and social spaces Beautiful walking and biking trails wind through the Villages of Richmond, perfect for morning strolls or afternoon exploration. ⛳ A Golfer’s Paradise This home is centrally located to some of the best golf The Villages has to offer: Richmond Pitch & Putt Course – just 5 minutes by golf cart Clifton Cove Putting Course Southern Oaks Championship Golf Course Over 40 Executive Golf Courses available across The Villages With a Temporary Resident ID ($50 fee per couple, paid directly to The Villages), guests can enjoy access to all executive courses, pools, rec centers, and more. 🛍️ Shopping, Dining & Everyday Essentials Magnolia Plaza – Publix, gas station, dining, and services (golf cart accessible) Sawgrass Grove Market Area Nearby shopping centers including Colony Plaza, Southern Trace, and Trailwinds Village 🚗 Explore Central Florida & Beyond Richmond offers convenient access to the Florida Turnpike for easy day trips to: Disney World, Universal Studios, SeaWorld – just over an hour away Rainbow Springs, Crystal River, Silver Springs – for kayaking, tubing, and springs Historic towns and Florida state parks perfect for weekend adventures 🎉 Stay Longer & Save! Ask about our special monthly rates from May through October—ideal for snowbirds, seasonal stays, or extended Florida getaways. 🚭 Community Policies Non-smoking home One small dog permitted (with prior approval only) Guests must be 55+ or accompanied by someone who is. 🏝️ The Tiki Bar Escape at the Villages of Richmond – Where Every Day Feels Like a Vacation! Whether you’re here to golf, dance under the stars, relax poolside, or enjoy cocktails at your private Tiki Bar, this colorful home puts you right in the heart of everything The Villages has to offer—north and south!

Peaceful Escape w/ Golf Cart in The Villages!

Wildwood, FL, US
3 Bedrooms 6 Guests
Nov 15 - 18
$166 night

Gated Community w/ Amenities | Climate-Controlled Lanai | Near Parks &amp; Golf Courses Experience a blissful retreat at this vacation rental in The Villages! Nestled near outdoor recreation and vibrant community hotspots, this 3-bedroom, 2-bath home makes it easy to relax and stay active. Book a tee time at Sandhill Executive Golf Course, play pickleball, or visit Disney World. Later, head to Brownwood Paddock Square for dinner and live music. End each day with cocktails on the lanai! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed COMMUNITY AMENITIES (w/ $50 fee) - Adults-only &amp; family-friendly outdoor pools - Rec centers, golf courses - Tennis &amp; pickleball courts - Bocce ball, shuffleboard, darts OUTDOOR LIVING - Covered front porch w/ dining area - Climate-controlled screened lanai w/ seating - Private yard INDOOR LIVING - Flat-screen TVs - Laptop-friendly workspace - En-suite bathroom, walk-in closet - Dining table, open floor plan KITCHEN - Refrigerator, stove/oven, dishwasher - Keurig &amp; drip coffee makers, air fryer - Cooking basics, trash bags/paper towels GENERAL - Central heating &amp; A/C - Washer/dryer, iron/board - Linens/towels, complimentary toiletries, hair dryer - Free WiFi, keyless entry FAQ - Electric golf cart (waiver may be required) ACCESSIBILITY - Single-story home, 1 exterior step to enter PARKING - Garage (1 vehicle) - Driveway (2 vehicles) -- THE LOCATION -- - Short walk or golf cart ride to community pools &amp; rec centers - 4 miles to Lake Sumter Landing &amp; Brownwood Paddock Square: free daily live music, shopping, dining - 7 miles to Spanish Springs Town Square &amp; 8 miles to Lake Griffin State Park - 27 miles to Silver Springs State Park - 59 miles to Walt Disney World - 63 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 - No pets allowed - No events, parties, or large gatherings - Must be at least 30 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 exterior step to enter - A waiver may be required prior to using the golf cart - The community amenities are available for an additional $50 fee, paid on-site upon arrival Licence number: 70-8019825626-4

Stay in The Villages: Active Lifestyle House

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 22 - 25
$156 night

Community Amenities (w/ Fee) | 2 Bicycles Provided | 4 Mi to Publix &amp; Starbucks Your Florida escape starts at this vacation rental in the heart of The Villages! The 3-bedroom, 2-bath home is the perfect base for enjoying the area&#39;s vibrant lifestyle, whether you&#39;re a snowbird or visiting loved ones. Easily access nightly entertainment at Lake Sumter Market Square, or golf on one of the nearby courses — it’s an ideal spot for extended stays. Reserve your stay and embrace this lively community! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 twin daybed w/ 1 twin trundle THE VILLAGES - Access to all amenities w/ $50/person on-site fee - Indoor &amp; outdoor pools, hot tubs - Basketball, racquetball, pickleball &amp; tennis courts (1 mile) - Bocce ball &amp; shuffleboard courts - Golf courses (1 mile) - Music lessons, Zumba classes, yoga classes HOME HIGHLIGHTS - Lanai w/ dining table, patio - 2 bicycles - 2 Smart TVs - Desk - Card games &amp; puzzles KITCHEN - Refrigerator, stove/oven, dishwasher - Drip coffee maker, blender, toaster, microwave - Cooking basics, dishware &amp; flatware - Dining table, bar seating GENERAL - Free WiFi - Central A/C &amp; heating, ceiling fans - Washer, dryer, laundry detergent, iron &amp; board - Linens &amp; towels - Complimentary toiletries, hair dryer, hangers - Brand-new, whole-house water filter for drinking, showering &amp; bathing FAQ - 50+ community (under 19 allowed max 30 nights) ACCESSIBILITY - Single-story home, small lip at threshold PARKING - Garage (1 vehicle) - Driveway (1 vehicle) - No street parking -- THE LOCATION -- - 1-2 miles to several golf courses - 1 mile to Hibiscus Pickleball Courts &amp; Pool - 4 miles to Lake Sumter Market Square - 5 miles to Brownwood Paddock Square - 7 miles to Spanish Springs Town Square - 64 miles to Orlando Int’l Airport &amp; 70 miles to Gainesville Reg’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 50 years old to book; guests under the age of 19 are only permitted to stay at the property for a maximum of 30 nights - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home requires a small step for entry - Access to all community amenities is available for a $50 per person fee paid on-site

Vacation Rentals in Wildwood by Amenities & Features

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Vacation Rentals Near Wildwood

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