
Vacation rentals in The Villages
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Top-rated vacation rentals in The Villages
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2/2 custom pool home with 4 person gas golf cart
Beautiful Monterey style 1600 SQFT home, 2BR/2BA, fully furnished with a heated pool at 85' year round. Great location in Rio Grande; just a short golf cart ride to Spanish Springs & Lake Sumter. Home is on a quiet cul-de-sac; no neighbors behind. Private lanai from the Florida room. Tile and granite countertops throughout; Stainless steel appliances; sleeper sofa in the LR. 4 person gas golf cart also included. Sorry, hot tub not included. Dog friendly! Smart Tvs in both BRs, cable in LR only

Cozy Lady Lake Guest House
Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

Pool and fun right out back
Bring the family to this beautiful place with lots of room for fun. With the Waterlily Rec Center right out back you can walk to the family pool in just a few steps. Pickle ball, exercise equipment, corn hole, bocce ball, shuffleboard and a walking/biking path is all right out the back door. A golf cart is included for golfing and access to the rest of The Villages. 1 minute to the Waterlily golf cart bridge and 8 minutes to Brownwood Square. Or Edna’s on the Green is just a few minutes away.

Virginia Trace | 1 mile to square, walk to pool
1 mile from Lake Sumter Town Square Virginia Trace Villa has everything you need in this updated 3 BR, 2 bath 1740 sq ft villa. A perfect space centrally located to explore The Villages. The villa features a spacious LR area w/ a 65" smart TV, fully stocked kitchen, 2 dining areas, & screened in patio where guests can relax & enjoy the sitting area. In unit washer & dryer. Wifi & parking included. Golf cart accessible. Guest passes available upon request (provide info 3 days prior to check-in).

Luxury Villages Stay • Golf Cart • Near Brownwood
Welcome to your Villages retreat! Step into comfort and style in this beautifully decorated, designer home fully furnished with everything you need for a relaxing stay. From cozy bedding to modern furniture. Located in the sought-after Village of Osceola Hills, end of Moyer Blvd just south of Route 44, this spacious 3-bedroom, 3-bathroom home (2021 sq. ft.) features a 2-car garage and comes with a golf cart. You're just minutes away from Brownwood (3 miles) and Sawgrass Grove (2 miles).

Perfect "get-away" home for a couple or family!
Great getaway for a single, couple, or a family. Only an hour from the Disney Parks! By golf cart, you are only minutes from pools, rec. centers, golf courses and many dining options as well as the grocery store. The home includes a nice outdoor seating area. The "squares" provide FREE nightly entertainment. Golf cart included in price for getting around in The Villages. This get-away home is perfect for people looking to relax OR never be bored! It's always a great day at The Villages!

New Luxury Home-Pool-Waterfront View-3 King Suites
Enjoy this unique, tranquil getaway in a new 2023 home less than 3 miles from Sawgrass Grove (nightly entertainment, restaurants), and only a few blocks from Mickylee Pitch and Putt, Jubilee Putting Course, and the new Franklin Recreation Center. Ezell, Homestead, and Citrus Grove Rec Centers are all under 3 miles away. Back yard with lanai, pool with fountain, pond, and trees is a RARE find in The Villages! 3 king bedroom suites! Golf cart (4 seats) available for an additional fee.

Newest Hotspot in The Villages Eastport/Middleton”
Welcome to Eastport! The Villages’ most exciting new lifestyle destination — Eastport! Whether you're visiting for a weekend getaway or an extended stay, this beautifully furnished 2-bedroom, 2-bath Patio Villa w/golf cart puts you in the heart of everything The Villages has to offer — golf, pickleball, shopping, dining, entertainment, recreation, and serene nature. From the moment you arrive, you’ll see why Eastport is the new standard for luxury, leisure, and active adult living.

Location Can’t be Beat! With cart!
Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.

Fabulous Courtyard Villa close to Sumter Landing
This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

Private 3/2, 2 Golf Carts, Pizza Oven, Game Table!
3-bedroom (sleeps 6), 2-bath home in The Villages with 2 golf carts! Screened & covered patio includes grill, pizza oven, fire table, outdoor seating, table and privacy - rare in The Villages! Access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in family room, all bedrooms & patio, fully equipped kitchen, gaming table & more! 10 minutes to Spanish Springs & Sumter Landing Town Squares.

Villages-Private Heated Pool-Central Location
Enjoy a stylish experience at this centrally located 3-bedroom home. 5-7 minutes golf cart ride from Sumter Landing, 15 minutes from Spanish Springs Square, 20 minutes from Brownsville Square. 200 Community pools some for adults only and some for families. 13 Recreation Centers with Pickle Ball, Shuffleboard, Billiards, Study groups, etc. 3 Old Fashion Town Squares with nightly Live entertainment. 44 Golf Courses
Popular amenities for The Villages vacation rentals
House rentals in The Villages

Villa in The Villages Great Location

Across pool, golf cart, modernized, private

Get it all - Pool, Jacuzzi, Golf View, & Golf Cart

Walking distance to Lake Sumter Landing!- Magnolia

The Villages | Heated Pool | Walk to Sawgrass!

The Villages pool property with a 4-person cart!

Robin's Song in Brownwood

Pelican's Perch - w/ Golf Cart!
Pet-friendly vacation rentals in The Villages

Farm Stay at The Cottage

Seashell Villa~Pet Friendly~Golf Cart

Villages - Priv. Htd. Pool 3BR/2BA, Conv. Location

King Bed, Golf Cart, Small Dogs & Water Filter!

Briar Meadow Villa - Dogs are welcome!

The Sunshine Retreat with Golf Car

Charming Villages Retreat

2/2 Villa 5 min from Lake Sumter Landing-pets
Pet-friendly house rentals The Villages

Amazing home in The Villages, FL

StJohns is a great area for golf, hiking, Kayaking

Designer Home in The Villages, FL.

Bay Breeze Villa Free Golf Cart Close to Eastport

The Promise Land~10 beds~New

Stunning Waterfront Retreat!

Olivia's Oasis

Centrally Located Gem w/ Cart
When is the best time to visit The Villages?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 643 | ﺩ.ﺇ 705 | ﺩ.ﺇ 687 | ﺩ.ﺇ 474 | ﺩ.ﺇ 422 | ﺩ.ﺇ 400 | ﺩ.ﺇ 378 | ﺩ.ﺇ 367 | ﺩ.ﺇ 386 | ﺩ.ﺇ 419 | ﺩ.ﺇ 481 | ﺩ.ﺇ 521 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Frequently Asked Questions
What are the best places to stay in The Villages?
Many travelers choose vacation rentals around Spanish Springs, Lake Sumter Landing, or Brownwood, as these areas bring together local dining, entertainment, and scenic spots. Each neighborhood has unique personality and access to golf courses or walking paths.
What are the best things to do in The Villages with kids?
Families often explore community recreation centers, playgrounds, and pools, or attend outdoor music events and markets. Miniature golf and nature preserves are also frequently suggested for a fun family outing.
What are some of the best things to do in The Villages?
Explore the lively town squares—Spanish Springs, Lake Sumter Landing, and Brownwood—for shopping, live music, and local dining. Recreational trails, championship golf courses, and arts centers bring added variety.
How is the weather in The Villages?
The Villages has mild winters around 49–72°F (10–22°C), with warmer, humid summers that reach 92°F (33°C). Rainfall is most frequent in summer, so lightweight layers and rain gear can help you stay comfortable.
What are the best places to visit in The Villages?
Many visitors explore Spanish Springs Town Square, Lake Sumter Landing, and Brownwood Paddock Square for nightly live music, open-air markets, and local shops. Community nature preserves and recreation centers add options for outdoor experiences.
What are some hiking trails in The Villages?
Scenic paths in community nature preserves and walking trails near Lake Sumter Landing are often suggested for gentle strolls. Many neighborhoods have paved and shaded routes suited for a leisurely walk.
What are some family activities we can do in The Villages?
Families can enjoy pools, community recreation centers, weekly outdoor music in the town squares, and local farmers markets. Mini-golf and arts workshops are also popular choices for a shared outing.
What are some of the best day trip ideas from The Villages?
Day trips around The Villages often include nature parks, state forests, or visiting historic downtowns in surrounding towns. Springs, wildlife preserves, and local art districts provide further options for exploring the region.
Are there any pet friendly accommodations available in The Villages?
Various vacation rentals in The Villages welcome pets, particularly in neighborhoods with access to walking trails and green spaces. Nearby parks often provide space for pets to stretch their legs.
What are some local tips for visiting The Villages?
Many guests find it helpful to explore the town squares by golf cart to experience local life. Community clubs frequently welcome newcomers for recreation, and casual attire is comfortable for most outings.
What is The Villages known for?
The Villages is known for its vibrant town squares, active recreation scene—including golf, pickleball, and social clubs—and nightly live music events. Designed as a community hub, it brings together seasonal residents and visitors for local experiences.
What are the best hidden gems to explore in The Villages?
Many enjoy small community gardens, independent art galleries, and backstreet local cafes tucked between the main squares. Less crowded neighborhood pools and walking paths offer a quieter pace.
What are the best foods to try in The Villages?
The Villages has a range of Southern-inspired comfort food, fresh seafood dishes, and classic American favorites. Around town squares, guests often discover local restaurants with regional flavors and specialties.
What should I bring for a trip to The Villages?
Pack lightweight, breathable clothing for warm weather, comfortable walking shoes, a reusable water bottle, and a hat or sun protection. If visiting in summer, an umbrella or rain jacket is useful for frequent showers.
What is the nightlife in The Villages like?
Nightlife in The Villages centers on the lively town squares, where outdoor music performances, line dancing, and gathering spots are common. Visitors often explore casual pubs, wine bars, and evening social events.
What are the most popular events or festivals in The Villages?
Seasonal festivals, such as holiday parades and craft fairs around the town squares, are frequently suggested. Outdoor concerts, classic car shows, and market nights are also popular throughout the year.
Are there family friendly vacation rentals in The Villages?
Family-friendly vacation rentals are available throughout The Villages, especially near recreation centers and walking paths. Many offer access to community pools, playgrounds, and outdoor gathering spaces.
When is the best time to visit The Villages?
Late fall through early spring is often recommended for milder temperatures and comfortable outdoor weather. Summer tends to be hotter and more humid, with frequent rainfall.
All about The Villages
Comprising more than a dozen planned retirement communities and neighborhoods and three unique downtown squares, The Villages is designed to cater to every whim of recreation and entertainment, all within a short drive of Florida’s dual coastlines. The Villages’ history goes back to the 1960s, when the area’s land tracts were sold via mail order. Officially named The Villages in 1992, the community has grown in leaps and bounds. It now spans 32 square miles and is one of the fastest-growing metropolitan areas in the state. Featuring bungalows, patio villas, and custom homes, The Villages’ offerings have grown with the development. The area is home to 50 golf courses and boasts more than 2,700 social clubs; its world-famous polo club draws 30,000 spectators each year.
What are the top things to do in The Villages?
Lake Sumter Landing
One of The Villages’ three main squares, Lake Sumter Landing has the feel of a small waterfront town. Featuring a long, old-fashioned boardwalk that circles the lake; a picturesque lighthouse; and a movie theater, it’s one of The Villages’ entertainment hubs. If you’re visiting over the holidays, don’t miss the golf cart Christmas parade.
Sharon Rose Wiechens Preserve
Located at the southern edge of The Villages, this natural preserve is home to gopher tortoises, alligators, herons, cranes, and other regional wildlife, as well as an impressive variety of native marshland plants. Enjoy the short nature walk, and bring binoculars to check out the fauna from the observation deck.
Lake Griffin State Park
Home to one of the state’s largest live oak trees, this 620-acre park connects Lake Griffin to the Harris Chain of Lakes. It’s the perfect spot to see wildlife like osprey and river otters while canoeing, kayaking, or hiking along the scenic nature trail.
Quick stats about vacation rentals in The Villages

Total vacation rentals
Explore 850 vacation rentals in The Villages

Nightly prices starting at
The Villages vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 16,890 verified reviews to help you choose

Family-friendly vacation rentals
790 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 350 rentals that welcome pets

Vacation rentals with a pool
340 properties feature pools

Rentals with dedicated workspaces
550 properties have a dedicated workspace

Wi-Fi availability
850 of The Villages vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Pet friendly, and Laptop-friendly workspace across The Villages rentals

4.9 Average rating
The Villages stays are highly rated by guests—averaging 4.9 out of 5!
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