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Vacation rentals in The Villages

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Top-rated vacation rentals in The Villages

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Top guest favorite
A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.
Home in Lady Lake
4.96 out of 5 average rating, 327 reviews

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.

Top guest favorite
The exterior of a single-story villa is depicted, featuring a light-colored stucco facade and a two-car garage. Paved driveway curves towards the entrance, with decorative landscaping including a potted plant and stone accents. Windows are adorned with decorative arches, enhancing curb appeal.
Home in The Villages
4.95 out of 5 average rating, 154 reviews

Remodeled 2/2 Baja style villa w/4 person cart

4 person, yamaha gas golfcart offered at this baja style 1000 sqft 2BR, 2BA courtyard villa! It comes fully furnished with pots, pans, linens, and does have a blow dryer and keurig! located in the De La Vista South area just off Morse, this villa is just a short cart ride to Spanish Springs or Sumter Landing. The villa has new stainless appliances, beautiful plank flooring, and fresh paint. King bed in the master, queen bed in the guest bedroom. All bedrooms have smart TV's, cable in LR only

Top guest favorite
A single-story home showcases a light-colored exterior and a welcoming front porch, bordered by a white picket fence. Neatly trimmed shrubs and grass surround the home, adding to the cheerful curb appeal. A paved driveway leads to a garage on the right.
Home in The Villages
4.95 out of 5 average rating, 171 reviews

Home away from home entire house

Located in an excellent area in the Chatham neighborhood, of the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square where you will find many restaurants, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need. Pets are allowed. Recreational guest passes included. Golf cart not included with reservation.

Top guest favorite
A well-maintained home is visible, with a neatly landscaped driveway leading to a garage. An orange golf cart is parked prominently in front, surrounded by lush green grass and a manicured shrub nearby. A white picket fence adds charm to the yard.
Home in The Villages
4.98 out of 5 average rating, 122 reviews

Private 2/2 Villa w/ New 4 Seat Gas Golf Cart

Relaxing home in quiet neighborhood w/ private yard, screened porch - rare in The Villages! Roanoke Retreat is a beautifully remodeled 2 bed/2 bath home - only 15 minute golf cart ride to Spanish Springs, 20 minutes to Sumter Landing . Rental includes 4 seat gas golf cart w/ access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in every room, fully equipped kitchen, new BBQ grill. 55+ community but no age restriction to visit

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
4.99 out of 5 average rating, 84 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, 98 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
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, 37 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!!

Guest favorite
An exterior view of the patio villa showcasing a well-maintained façade. A garage door is located to the left, with a Yamaha gas golf cart parked on the driveway. A white picket fence and colorful flowers enhance the entrance.
Villa in The Villages
4.84 out of 5 average rating, 108 reviews

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.

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, 100 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.

Top guest favorite
The exterior of a single-story home is showcased, featuring a well-maintained lawn and a gravel pathway. A seating area with chairs is positioned on the front porch. The garage is visible on the right, and colorful clouds are present in the evening sky.
Home in The Villages
5 out of 5 average rating, 12 reviews

Incredi-Bill Jo's

Get ready for an incredible stay at our Incredi-Bill Jo's stylish and cozy pool home. You'll be steps away from world class shopping, dining, entertainment, sports, recreation and GOLF. This three bedroom home is close to all of the amenities that make The Villages the number one destination for active adults year after year. And to make your stay even more incredible, you'll have the convenience and use of a beautiful golf cart! Come and see what all the fuss is about!

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, 116 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!

Guest favorite
Home in The Villages
5 out of 5 average rating, 5 reviews

The Villages Oasis

Welcome to The Villages Oasis! This charming villa offers a relaxing getaway with its private pool and hot tub. Enjoy comfortable accommodations with two bedrooms, a fully equipped kitchen, and convenient amenities like air conditioning and Wi-Fi. Located on Morse Road just a 5 minute drive from Spanish Springs, you'll have easy access, shopping, and more. Enjoy the perfect blend of relaxation and recreation in this beautiful Florida retreat.

Popular amenities for The Villages vacation rentals

Self check-inPet friendlyLaptop-friendly workspaceGymBBQ grill

House rentals in The Villages

Guest favorite
A private in-ground pool is enclosed by a screen patio, featuring a textured stone deck. Comfortable lounge chairs line the poolside, with a railing leading into the water. Lush greenery surrounds the area, offering a sense of tranquility and seclusion.
Home in The Villages
4.96 out of 5 average rating, 47 reviews

Beautifully Furnished 3/2 with In-ground Pool

Guest favorite
Home in The Villages
5 out of 5 average rating, 11 reviews

Delia Place | Florida Oasis with Private Lanai

Top guest favorite
A charming home is set against a clear blue sky, featuring a brick-paved driveway leading to a two-car garage. Lush greenery surrounds the property, with neatly trimmed shrubs and trees framing the front entrance, offering welcoming curb appeal.
Home in The Villages
4.96 out of 5 average rating, 23 reviews

Lovely Largo Lantana

Top guest favorite
The modern home features a spacious driveway leading to a large carport and a two-car garage. A covered porch with steps provides access to the front entrance, surrounded by greenery and trees.
Home in Lady Lake
5 out of 5 average rating, 52 reviews

Villages home with unique elevated front porch

Guest favorite
The exterior of the home is presented with a well-maintained lawn and landscaped garden, featuring palm trees and colorful shrubs. A golf cart is parked on the driveway, ready for convenient exploration of the community.
Home in The Villages
4.92 out of 5 average rating, 13 reviews

Spacious dog friendly home. King, Queen, & Sleeper

Top guest favorite
A comfortable living area features a white sofa, two brown armchairs, and a round coffee table atop a patterned rug. Wall-mounted shelves are filled with plants and decorative items, while light streams through a nearby window, illuminating the neutral-toned walls and ceiling.
Home in The Villages
5 out of 5 average rating, 48 reviews

Beautiful cottage w/ ample indoor & outdoor space

Top guest favorite
A bright driveway features a golf cart parked in front of a single-story home, showcasing a light blue exterior and well-maintained landscaping. Lush green trees surround the property, adding to the inviting atmosphere.
Home in The Villages
4.85 out of 5 average rating, 20 reviews

Fairway Haven with Golf Cart

Top guest favorite
Home in The Villages
5 out of 5 average rating, 28 reviews

A patio villa in Deluna, The Villages w/ Golf Cart

Pet-friendly vacation rentals in The Villages

Guest favorite
A screened-in outdoor area features a sparkling pool surrounded by inviting lounge chairs and a dining table. Lush greenery and colorful decor contribute to a serene atmosphere, while the clear sky and soft clouds create a bright ambiance.
Home in The Villages
4.86 out of 5 average rating, 21 reviews

Heated Pool, Dog Friendly, Golf Cart Included

Guest favorite
The exterior of the cottage showcases a covered patio area equipped with two wooden benches and a fire pit, set on a patterned stone surface. The surrounding yard features grass and trees, providing a peaceful outdoor space.
Cottage in Wildwood
4.84 out of 5 average rating, 243 reviews

Peaceful Cottage in the Heart of Wildwood

Top guest favorite
A well-maintained exterior features a single-story villa with light grey siding and a simple gable roof. A gas cart is parked on the driveway, surrounded by neatly trimmed shrubs and gravel landscaping, adding to the property’s welcoming ambiance.
Home in The Villages
4.96 out of 5 average rating, 137 reviews

Lake Sumter 2/2 Villa FREE gas cart/Pet friendly

Top guest favorite
A screened-in lanai features a heated pool with clear blue water, surrounded by a comfortable outdoor seating area. Two loungers and a table with chairs are visible, along with potted greenery enhancing the space. A view of the fenced yard and neighboring homes can be seen.
Home in Wildwood
5 out of 5 average rating, 16 reviews

Family Tides 3 Richmond

Top guest favorite
A single-story home is seen with a light gray exterior, framed by a large tree in the front yard. An American flag is displayed on the porch, and a white truck is parked in the driveway. Lush green grass surrounds the house.
Home in The Villages
5 out of 5 average rating, 10 reviews

perfectly located Villages home

Top guest favorite
A red golf cart is parked on a concrete driveway in front of a light-colored villa. The cart features a canopy with a patterned design and spacious seating for passengers. The attached garage is visible in the background, along with some landscaping.
Home in The Villages
5 out of 5 average rating, 15 reviews

Courtyard Villa in The Villages

Guest favorite
A single-story home is showcased with a light exterior and an attached two-car garage. Neat landscaping featuring low-maintenance gravel and diverse shrubs surrounds the entrance. A clear blue sky and a few palm trees contribute to the inviting atmosphere of the property.
Home in The Villages
4.91 out of 5 average rating, 102 reviews

Walk to Sumter w/cart - Beautiful Courtyard Villa

Superhost
Home in The Villages
5 out of 5 average rating, 3 reviews

Luxury Villages Stay • Golf Cart • Near Brownwood

Pet-friendly house rentals The Villages

Top guest favorite
The home's exterior is framed by well-maintained landscaping, featuring palm trees and a manicured lawn. A flagpole displays the American flag, adding a patriotic touch. A spacious driveway leads to the entrance, while a glassed-in porch is visible on the front.
Home in The Villages
4.96 out of 5 average rating, 51 reviews

Great location w/ golf cart! Lake Sumter-Brownwood

Guest favorite
A spacious screened lanai features comfortable seating arranged around a glass-top table. Outdoor dining spaces with a large umbrella and views of the fenced yard and greenery are visible in the background, providing a serene setting for relaxation.
Home in The Villages
5 out of 5 average rating, 5 reviews

Huge & luxurious home w/view of preserves & fenced

Top guest favorite
A stylish living area features a combination of leather and upholstered seating, arranged around a circular coffee table. Natural light pours in through large windows, complemented by decorative plants. A geometric rug anchors the space, providing a cozy atmosphere for gatherings.
Home in The Villages
5 out of 5 average rating, 9 reviews

Sumter Landing Oasis / Golf Cart

Top guest favorite
A single-story house features a white exterior with a gabled roof and a two-car garage. A white picket fence and manicured shrubs border the front yard, while a concrete driveway provides ample parking space. Clear blue skies are visible in the background.
Home in Wildwood
4.96 out of 5 average rating, 80 reviews

New home in the new part of the villages.

Top guest favorite
A single-story home is surrounded by lush green grass and palm trees. The driveway features smooth concrete, leading up to a spacious garage with modern glass doors. Soft clouds drift in a pastel sky, providing a serene backdrop to the property.
Home in The Villages
4.91 out of 5 average rating, 33 reviews

Ideal location! 3/2 Stetson model w/4 man golfcart

Guest favorite
The exterior of a single-story home is showcased, featuring a well-maintained lawn and manicured shrubs. A two-car garage is visible, along with large windows that allow natural light to fill the interior. The sunset casts a warm glow over the property.
Home in The Villages
5 out of 5 average rating, 8 reviews

Centrally Located, 3 b/2 b Home with Golf Cart

Guest favorite
A private outdoor area features a heated pool and spa, surrounded by screen enclosure. Comfortable seating is arranged beside the pool, complemented by an outdoor dining setup. The space is designed for relaxation with a stylish stone paver patio and clear blue skies above.
Home in Wildwood
4.89 out of 5 average rating, 9 reviews

Pool and Spa Luxury Retreat

Top guest favorite
A spacious living room features a large sectional sofa facing a mounted television. Natural light filters through sheer curtains, highlighting a decorative area rug. A round coffee table sits in the center, with a wooden console against the wall, adding functional charm to the space.
Home in The Villages
4.94 out of 5 average rating, 32 reviews

Olivia's Oasis

When is the best time to visit The Villages?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,469 GYDG$36,607 GYDG$34,933 GYDG$26,984 GYDG$24,056 GYDG$22,801 GYDG$21,546 GYDG$20,918 GYDG$21,964 GYDG$23,010 GYDG$25,939 GYDG$27,194 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Frequently Asked Questions

  • How is the weather in The Villages?

    The Villages has a warm and humid climate all year round. Temperatures in the summer reach up to 90°F (32°C) while in winter, they drop to around 50°F (10°C). Rainfall is more frequent from June to September, and the driest months are from October to May.

  • What are some of the best things to do in The Villages?

    Popular activities in The Villages include golfing at one of the over forty courses, watching a performance at the Savannah Center, or enjoying a scenic walk around Lake Sumter. Visitors can also explore the numerous shops and restaurants at the town squares.

  • What is the best time of year to visit The Villages?

    The most popular time to visit The Villages is from November to April, when the weather is cooler. Events like the Spanish Springs Art & Craft Festival in February, and the Lake Sumter Art & Craft Show in March, draw many visitors.

  • What are the best places to stay in The Villages?

    Popular areas to stay in The Villages include Lake Sumter Landing, Spanish Springs, and Brownwood Paddock Square. These areas have a variety of accommodations, dining options, and are close to leisure facilities.

  • What are the best places to visit in The Villages?

    Popular places to visit in The Villages include the Morse Museum of American Art, Eisenhower Regional Recreation Center, and the Lifelong Learning College. Visitors also enjoy the town squares, which host nightly entertainment.

  • What are some hiking trails in The Villages?

    While The Villages isn't renowned for hiking, there are several walking paths and trails in the area. Some of these include the paths around Lake Sumter, as well as the Fenney Nature Trail, which is home to various wildlife.

  • What are some family activities to do in The Villages?

    Families can explore the Eisenhower Regional Recreation Center, enjoy a picnic at Paradise Park, or play a round of golf at one of the many golf courses. The Villages also has numerous parks and nature preserves for family outings.

  • What are some of the best day trip ideas in The Villages?

    Popular day trips from The Villages include visiting the city of Orlando, exploring the Ocala National Forest, or taking a drive to the Gulf Coast. All these destinations are within a two-hour drive.

  • Are there The Villages house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 260 house rentals with pools in The Villages, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in cabin rentals in The Villages?

    Experience the best of The Villages with our cabin rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Villa Rentals in The Villages?

    Enhance your stay in our Villa Rentals with the most popular amenities: over 20 homes with self check-in, over 30 homes with a bbq area, over 80 homes with wifi, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do villa rentals in The Villages have a bbq area?

    Absolutely! We offer over 30 villa rentals with a bbq area in The Villages. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in The Villages have self check-in?

    Absolutely! We offer over 140 house rentals with self check-in in The Villages. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in The Villages have wifi?

    Absolutely! We offer over 80 villa rentals with wifi in The Villages. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in The Villages have a gym?

    Absolutely! We offer over 10 villa rentals with a gym in The Villages. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in The Villages?

    Yes! Work meets play with ease at over 470 vacation rentals in The Villages featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in The Villages?

    The Villages has more than 630 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in The Villages?

    Four-legged friends are welcome in The Villages. Choose from more than 460 vacation rentals for guests traveling with pets.

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 970 vacation rentals in The Villages

  • Verified guest reviews

    Over 15,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    720 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 460 rentals that welcome pets

  • Vacation rentals with a pool

    310 properties feature pools

  • Rentals with dedicated workspaces

    470 properties have a dedicated workspace

  • Wi-Fi availability

    800 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!

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Marion County
  5. The Villages