
House holiday rentals in The Villages
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Top-rated house rentals in The Villages
Guests agree: these houses 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

Pool House Near Eastport and Middleton
Relax at this peaceful new home in The Villages. Only minutes to Eastport Sawgrass and Middleton. Enjoy the beautiful outdoor area and heated pool (heated for additional $20/day) with plenty of space and seating. There are TVs in the living bedrooms and the lanai to watch from the pool or comfortable outdoor seating. There’s a king bed in the master and queens in each of the guest bedrooms. Your stay includes a gas 4 seater Yamaha golf cart and probably a 2nd cart. That one’s not promised.

Sunset Oasis - 3/2 w/ Pool & Golf Cart
Breathtaking! This 3BR 2BA w/ POOL and GOLF CART, in the Village of Lake Denham, will leave you speechless! Not only is paradise inside the house, but you have an amazing waterfront view while you revel in the private pool. Comfortable beds, open floor plan, it's stunning! Cruise around on the golf cart to discover rec. centers, pools, golf courses for all level of players, and pickleball courts. The squares certainly won't disappoint with their restaurants, shopping and nightly live music.

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).

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.

Newer Villa in The Villages near Brownwood
Kick back and relax in this calm, stylish new villa in the Villages. It is within walking or a 3 minute golf cart ride to Brownwood Town Center where there are dining, shopping and nightly music. It is also near Lake Okahumpka Recreation Center where you can fish or kayak. This area has beautiful nature trails for walking or biking with separate golf cart paths. There is a neighborhood pool and other amenities nearby. It also comes with a complementary golf cart for your convenience.

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!!

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.

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.

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!

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 house rentals in The Villages
House rentals with a pool

The Palms. Luxurious, giant pool, golf, pond view

-Hot Tub & Golf Cart - Courtyard Villa-

2 min walk to pool, 4 seat cart, 5 min to Eastport

Charming Courtyard Villa - In The Villages

Home with private pool, Tierra grande villas

Brownwood Square - Villages Home

Willie’s Place w/ Golf Cart, Hot Tub & Lanai | Dog

BrandX Premium - 1921 McMurtrie
Weekly house rentals

Amazing home in The Villages, FL

Seashell Villa~Pet Friendly~Golf Cart

3/2 Courtyard in The Village of Newell : Golf Cart

Entire 3-BR W/Cart - Between Brownwood & Sumter

Villages 3/2 with Golf Cart and Hot Tub

Lovely 2BR/2BA golf cart home The Villages St Cath

Stunning Villa 2B/2B With Golf Cart

Olivia's Oasis
Private house rentals

Designer Home in The Villages, FL.

Pool Home Great Location 3/2 & 2 Golf Carts

Villages, FL. Designer Home 2 blocks from town SQ!

Delia Place | Florida Oasis with Private Lanai

5-Star Luxury | Prime Location & Top Amenities

Great location w/ golf cart! Lake Sumter-Brownwood

Beautiful Designer Home -Golf Cart- Walk to Sumter

House on Golf Course, with Heated Pool & Golf Cart
When is the best time to visit The Villages?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £122 | £134 | £130 | £98 | £89 | £84 | £78 | £76 | £79 | £88 | £100 | £108 |
| 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 |
Quick stats about house rentals in The Villages

Total holiday rentals
Explore 780 holiday rentals in The Villages

Nightly prices starting at
The Villages holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 13,250 verified reviews to help you choose

Family-friendly holiday rentals
740 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 310 rentals that welcome pets

Holiday rentals with a pool
300 properties feature pools

Rentals with dedicated workspaces
480 properties have a dedicated workspace

Wifi availability
780 of The Villages holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool 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
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- Rentals with pools The Villages
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- Walt Disney World Resort
- Universal Studios Florida
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- Orange County Convention Center
- Disney Springs
- Magic Kingdom Park
- SeaWorld Orlando
- Universal's Volcano Bay
- Discovery Cove
- Epcot
- ESPN Wide World of Sports
- Disney's Animal Kingdom Theme Park
- Kia Center
- Weeki Wachee Springs
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
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- Island H2O Live!
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- Shingle Creek Golf Club
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