Vacation rentals with a pool in Wildwood

4.95 out of 5 average rating, 130 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

5 out of 5 average rating, 16 reviews

Entire Home with an Office in Fenney

My home is furnished for the ultimate in guest comfort and working online. Accommodates maximum of 2 guests who plan to sleep in the same bed. Only 1 bed provided. Bright office with large desk, printer, TV Furnishings are modern & luxurious, making you feel right at home. Fast Internet & YouTube TV Fully stocked kitchen Coffee & tea is complimentary Filtered home water system Please NON-smokers ONLY welcome NO pets Not suited for children Fees reduced for 28+ days, ask for details

4.95 out of 5 average rating, 19 reviews

Brownwood Square - Villages Home

Indulge in a stylish retreat at this centrally located home, just minutes from the vibrant Brownwood Square in the sought-after Village of DeLuna. Immerse yourself in the full Villages experience with a community pool, recreation center, and included golf cart—perfect for exploring. Enjoy nearby shopping, dining, live music, nightlife, sports, and more. Explore Central Florida or take a short drive to the Gulf Coast, Atlantic Ocean, Disney, or Orlando’s vibrant attractions—all within an hour!

5 out of 5 average rating, 8 reviews

Poolside Paradise in The Villages, Florida

Welcome to Poolside Paradise! Your dream getaway in a fantastic location within The Villages, FL. Nestled in The Village of Chitty Chatty, this stunning 4-bed, 3-bath retreat is your ticket to ultimate relaxation and fun. Explore the vibrant surroundings with ease, thanks to the complimentary 4-seater golf cart provided for your convenience. There are four (4) bikes available for guest use as well. You will have easy access to multiple recreation centers, town squares, & entertainment venues.

4.97 out of 5 average rating, 87 reviews

Private Pool with Sunset View in Monarch Grove

New home. In new village. Western sun exposure for your afternoons by the pool. Rest, relax, and enjoy your lifestyle in THE VILLAGES. Over 3000 clubs of activities, 30+ golf courses and country clubs 20+ public pools, plus your own private pool. 3 downtown squares of live entertainment 365 days a year. 40 minutes to DisneyWorld, Universal Studios, Orlando Florida. Everglades recreation center is 1 mile away and has 50 acres of outdoor activities. 21 miles of walking, biking trails.

4.99 out of 5 average rating, 78 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.

5 out of 5 average rating, 26 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!!

5 out of 5 average rating, 21 reviews

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

Enjoy this beautiful 2/2 home in De Luna. With quick access to the turnpike and I-75 to enjoy everything in and around the Villages. This Ruby model villa is close to Brownwood and Ednas’ on the Green & soon to be East Port. It comfortably fit 4 people in two queen beds. The living room can fit two on the pull out sectional. The front screen porch is a wonderful place to wave to your neighbors while you have your morning coffee or just the place to relax before going to bed.

Superhost

4.74 out of 5 average rating, 19 reviews

The Grandview

Sure to wow and impress you, this stunning premier home has it all. With four spacious bedrooms, you can bring the whole family for some memories and fun. A sparkling pool and an inground hot tub await you on the sprawling lanai, complete with ample seating and an outdoor kitchen. This home is just minutes from Lake Sumter Landing and all the shopping, dining, golf, recreation and activities you could imagine! Golf cart for your convenience. Golf cart is not guaranteed.

4.95 out of 5 average rating, 19 reviews

The Sandpiper Villa

Located in the Village of Monarch Grove, this beautiful patio villa has everything you need to get away and have a relaxing vacation. Located minutes from shopping centers, golf courses, recreational centers with resort style pools, and so much more! Close by are Sawgrass Grove and Brownwood square, which host live music and entertainment every night! With a spacious layout, that is meticulously cleaned and well kept, and ample amenities, this villa has so much to offer!

4.91 out of 5 average rating, 80 reviews

New, private pool getaway in The Villages, FL

The whole group will enjoy easy access to everything from this centrally located 3B/3BA home in the village of St Catherine. Just steps away from Sawgrass marketplace where you can enjoy dinner, nightly entertainment, pickle ball, and golf at the brand new Southern Oaks 18 hole championship golf If staying in is your idea of relaxation, enjoy the oversized lanai and private heated pool while watching your favorite shows or sports on the 65" smart TV.