
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.

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

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.

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.

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.

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

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.

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!

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!!

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.

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!

King Bed, Small Dogs OK, and 4-Seater Golf Cart!
Your NEW home includes a very comfortable KING BED. With its SUPER CLEAN coastal decor, fully equipped kitchen for meal prep, and a whole house WATER filtration system, you’ll have everything you need for a relaxing and enjoyable stay in The Villages. Find out why The Villages is the fastest growing and largest 55+ community in the WORLD, where visitors of all ages are welcome to play. The fun and sun is only the beginning!!

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

On The Links-4bd w/pool in Spanish Springs!

Bay Breeze Villa

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

Opal Oasis in The Villages

New home in the new part of the villages.

Fabulous Courtyard Villa close to Sumter Landing

Cozy Patio Villa (Newell)

Ideal location! 3/2 Stetson model w/4 man golfcart
Pet-friendly vacation rentals in The Villages

Discounted 3/2, Recent lifestyle home w/golf cart

Designer Home in The Villages, FL.

Huge & luxurious home w/view of preserves & fenced

Family Tides 3 Richmond

perfectly located Villages home

Spacious dog friendly home. King, Queen, & Sleeper

Walk to Sumter w/cart - Beautiful Courtyard Villa

Pool and Spa Luxury Retreat
Pet-friendly house rentals The Villages

My House Is Your House at Hacienda

Cozy Cottage, private back yard, and free coffee!

Shangri-La Villa - Beautiful, Private & Central

Ensō House Relax in the heart of The Villages

Sumter Landing Oasis / Golf Cart

Vacation in luxury at Margarita House!

Moultrie Creek Retreat with Golf Cart!

Lynnhaven | 2 miles Sumter Square | walk to pool
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.ﺇ588 | ﺩ.ﺇ643 | ﺩ.ﺇ613 | ﺩ.ﺇ474 | ﺩ.ﺇ422 | ﺩ.ﺇ400 | ﺩ.ﺇ367 | ﺩ.ﺇ364 | ﺩ.ﺇ375 | ﺩ.ﺇ404 | ﺩ.ﺇ455 | ﺩ.ﺇ477 |
| 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 |
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.
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 villa rentals in The Villages?
Experience the best of The Villages with our villa rentals, starting at about $30 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 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 house rentals in The Villages have a gym?
Absolutely! We offer over 90 house 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 villa rentals in The Villages?
The Villages has more than 80 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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!
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