Vacation rentals in Leesburg, FL with a pool

Explore 11 vacation rentals, homes, and villas with pools in Leesburg, 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 Best Affordable Homes. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $71 per night and homes offering up to 4 bedrooms and 3 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.

11 Homes with Pools in Leesburg

Ruhlman Pool & Preserve Retreat in The Villages

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 26 - 31
$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

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.

Haven on Earth | Luxury Pool Home at The Villages

Okahumpka, FL, US
3 Bedrooms 5 Guests
Aug 26 - 31
$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.

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 26 - Sep 2
$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.

Glendale Poolside Retreat

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 26 - 31
$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

Keystone Haven Villa (Hadley)

The Villages, FL, US
2 Bedrooms 4 Guests
Aug 26 - 31
$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.

Eastport LaGrange Luxury Retreat

Sumterville, FL, US
3 Bedrooms 6 Guests
Aug 26 - 31
$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.

Allenwood Pool Home at The Villages

The Villages, FL, US
3 Bedrooms 6 Guests
Aug 26 - 31
$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.

Santino’s Luxe Retreat at Well Point

Wildwood, FL, US
3 Bedrooms 6 Guests
Sep 12 - 19
$187 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

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.

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