Vacation rentals in The Villages

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Top-rated vacation rentals in The Villages

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A well-maintained exterior of a single-story home is presented, featuring a light yellow facade and a welcoming front porch. Lush greenery and palm trees are positioned along the pathway, with a manicured lawn and trimmed shrubbery enhancing the curb appeal.
Home in The Villages
4.96 out of 5 average rating, 141 reviews

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

Top guest favorite
A decorative entrance sign for Villa De La Vista South is set against lush greenery and vibrant flowering plants. The sign stands prominently atop a circular flower bed, with a clear blue sky and soft clouds in the background.
Home in The Villages
4.95 out of 5 average rating, 19 reviews

Charming Villages Retreat

Charming 2B/2B Cottage Villa near Sumter Landing and Spanish Springs Escape to this beautifully updated villa in The Villages. Enjoy a designer kitchen, cozy living room with sectional and 75” TV, and French doors leading to a screened lanai. The private, fenced courtyard is perfect for relaxing under party lights. The master suite includes a walk-in closet and blackout shades. Explore with the included golf cart, access 50 golf courses, 100+ pickleball courts, pools, and nightly entertainment.

Top guest favorite
An extended lanai features a dining table surrounded by cushioned chairs, with views of a heated saltwater pool and lush greenery beyond. Comfortable seating arrangements are designed for relaxation, while ceiling fans provide a gentle breeze throughout the open space.
Home in The Villages
4.98 out of 5 average rating, 99 reviews

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.

Top guest favorite
An inviting outdoor space features a spacious in-ground pool with a sunken hot tub nearby. The pool area is enclosed by a screened lanai, allowing for privacy. Light reflections dance on the water's surface, creating a peaceful ambiance.
Place to stay in The Villages
5 out of 5 average rating, 116 reviews

Safari themed private addition with pool/hot tub.

This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

Top guest favorite
Home in Wildwood
5 out of 5 average rating, 22 reviews

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.

Top guest favorite
A heated saltwater pool is highlighted under a screened enclosure, with ambient lighting creating a calming atmosphere. Patio seating is arranged around the pool, and views of the adjacent living area are visible through expansive windows, enhancing the inviting indoor-outdoor connection.
Home in The Villages
5 out of 5 average rating, 45 reviews

Pirates & Parrots - The Villages - w/Golf Car !

GREAT LOCATION!! A beautiful 2 bedroom 2 bath home with a saltwater pool and a hot tub. 77 inch TV with sound system, and 2 car garage/golf cart . Outdoor bar with big screen TV with seating area and a second seating area outside the bird cage. TV’s in both bedrooms. Great out door living! Minutes to everything via golf car: Brownwood 12 Sumter 16 Sawgrass 19. 4 champ golf and 7 exec golf courses 5-10. Publix, Walmart 5 minutes Golf Car 2022 Yamaha included! No smoking!!

Top guest favorite
The exterior of the villa is seen, featuring well-maintained landscaping with palm trees and neatly trimmed shrubs. A spacious driveway leads to the entrance, while a two-car garage is visible on the left. The sunlit facade showcases a welcoming atmosphere.
Home in The Villages
4.97 out of 5 average rating, 103 reviews

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.

Superhost
Home in The Villages
5 out of 5 average rating, 5 reviews

Luxury Pool Home with a View in The Villages, FL

Enjoy your own private sports pool, spa, and climate-controlled lanai as well as all of the amenities that The Villages has to offer. Free executive golf courses, water volleyball, and water aerobics for stays of 30+ days. Pickleball, tennis, billiards, shuffleboard, bocce ball, outdoor exercise equipment and nightly entertainment for all guests. Get to Brownwood town square in approximately 10 minutes. This home is located on a pond with a natural preserve beyond the pond.

Top guest favorite
A spacious living area is highlighted by a large, L-shaped sectional sofa with patterned pillows, surrounded by two blue armchairs. A round wooden coffee table sits centrally on a decorative rug, while natural light flows through windows that offer a view of the outdoors.
Home in The Villages
4.99 out of 5 average rating, 122 reviews

VIEW-T-FUL! w/Golf cart

Stunning entry with one of a kind picturesque setting and unbeatable location all in one. This lanai was redesigned with no support columns to have this spectacular highly desirable panoramic golf front & water view. Sweeping view of Southern charm, cluster of mature oak trees with Spanish moss. The back of the home facing the morning sunshine lighting up the lanai and screen area for a fine morning of relaxation. Don't hesitate, this home has it all, golf cart too!

Top guest favorite
A screened-in patio area showcases two hanging chairs with cozy cushioning, accompanied by a low coffee table. A lush green artificial lawn enhances the space, while a ceiling fan provides airflow. Beyond the screens, outdoor seating is visible under a shaded canopy.
Home in The Villages
5 out of 5 average rating, 38 reviews

Private Villa + Golf Car by Lake Sumter Square

Welcome to our cozy 3-bedroom, 2-bath courtyard villa in the Village of Virginia Trace, just 4 minutes from Lake Sumter Square. Enjoy the convenience of nearby shopping, dining, and entertainment. The private, fenced yard with a fire pit and grill is perfect for outdoor living. The rental includes an electric atomic golf cart for easy exploring. Inside, the villa is bright and comfortable, with a king bed in the primary room and queen beds in the other two.

Top guest favorite
Home in The Villages
4.99 out of 5 average rating, 163 reviews

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.

Top guest favorite
An enclosed patio features a heated saltwater pool, accentuated by stone tile and decorative mosaic. Nearby seating options are visible, including a lounge chair under a shaded canopy. Lush greenery surrounds the area, providing a sense of privacy and tranquility.
Home in The Villages
4.96 out of 5 average rating, 146 reviews

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

When is the best time to visit The Villages?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,438 GYDG$36,573 GYDG$34,901 GYDG$26,959 GYDG$24,033 GYDG$22,779 GYDG$21,526 GYDG$20,899 GYDG$21,944 GYDG$23,824 GYDG$27,377 GYDG$29,676 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°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 G$6,270 GYD 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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