Holiday rentals with a pool in The Villages

4.95 out of 5 average rating, 122 reviews

Home in The Villages

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, 15 reviews

Home in Inverness

Vacation home with astonishing view of golf course

This villa is great for hosting family and friends with 4 bedrooms, 3 bathrooms, dining room, TV room, open living room, a fully equipped kitchen, 2 car garage, pool, jacuzzi, home office area and free Wi-Fi throughout the house. Swim, dine and relax as you watch beautiful sunsets from the backyard lanai overlooking a pond filled with Floridan wildlife adjacent to the 8th green of Lakeside golf course. The pool is huge and suitable for lap swimming. The jacuzzi can be heated for an extra charge.

4.92 out of 5 average rating, 145 reviews

Home in Clermont

Stylish Villa Private Pool-SPA Near Parks Disney!

Stylish villa 4 bed/3 bath family home with private facing pool & SPA, living room, family room, kitchen, breakfast bar, dining table, a game room, Wi-Fi, smart TVs, wheelchair accessible, close to the parks, shops, and restaurants, Pool & SPA heater at additional cost, located at Glenbrook community. WELL.... we have it all and much more to enjoy, so read on! Pool & SPA heater fee is 25 dollars per day. BBQ grill is an additional 40 dollars (for the whole stay, which includes gas and cleaning).

4.84 out of 5 average rating, 224 reviews

Home in Clermont

Great House w/Heated Pool;Near all Parks!

Welcome to la Casita de todos! This home will be your home away from home, children-friendly, and spacious for the whole family! Dogs under 20 pounds are allowed with a 75 USD fee per pet. HEATED pool with a charge fee of $ 25 USD per day. BBQ grill has an extra charge of $40 USD (for the whole stay, including 1 propane gas and cleaning). After booking and before check-in please let me know if you are bringing a pet or will use the BBQ. Locations nearby: Walmart 0.5 miles. Dollar Tree 0.1 miles.

5 out of 5 average rating, 75 reviews

Home in The Villages

Calming Pool Oasis in Fenney, The Villiages FL

Enjoy your Very Own Private Pool Getaway in this gorgeous home in The Village of Fenney. Wake up relaxed with your morning coffee in hand sitting on the screened in lanai. Cleanliness is our #1 priority for you to have a worry free stay. Vaulted ceilings, Ceiling Fans, State of the Art Stainless appliances make this property an oasis away from stress. Watch your favorites on 1 of 5 Flatscreen TV's. If you are looking for your home away from home for 1 night or 90 nights, this is "the" place

4.87 out of 5 average rating, 142 reviews

Home in Apopka

Country Pool home on 2 acres-30 minutes to Disney

Relax with friends and family at this country pool home just northwest of Orlando and all of the attractions! 30 minutes to Disney and Universal Studios. 10 minutes to Historic Mount Dora. 8 minutes to Kelly Park/Rock Springs Run. One hour to Daytona Beach. What a great location and place to stay to explore Central Florida! Pets are welcome! 3 queen beds & couch **The hot tub you might see in a photo is not advertised because it is not operational. The pool is very refreshing but not heated.

4.87 out of 5 average rating, 150 reviews

Home in Clermont

Disney Pool Villa, Cranberry South,

Listen to the Disney Fireworks every night from your own private pool! 12 miles from Disney. 4 bd, 3 Baths. 2 Master Suites each with their own bath , 2 twin bedrooms with shared bath. Flat screens in every room. 4 TV's are WiFi connected with Netflix. Pool table and Foosball table in Game room. Vintage Video Game. Free WiFi, cable, hi-chair, porta-crib, umbrella stroller. Local professional management company for all maintenance 24/7. Volleyball, Tennis, Gym, Pickleball at Clubhouse.

4.92 out of 5 average rating, 258 reviews

Guesthouse in Orlando

Modern Guest Studio (Private) Pool / Spa available

Private Guest Studio (Not Shared ) in a Perfect Orlando location, 5 minutes from I-Drive, Universal Studios, Disney World & Premium Shopping Outlets. Very Quiet lovely neighborhood with Biking distance to "Restaurant Row" where all your favorite restaurants are located. Pool & Spa available (Not Shared) All major highways at your finger tips / ride 15 min to Disney! This space has an industrial modern look with high ceilings, Stay and cook with all the amenities including a Washer and Dryer.

5 out of 5 average rating, 23 reviews

Villa in The Villages

The Coconut Courtyard-Private saltwater Pool-clean

Private Heated saltwater pool. Affordable luxury, modern spacious home. We have bedrooms themed after the town squares! Walk to the Nancy Lopez course/restaurant. We have one of the largest corner lots in The Villages. Outdoor seating, pool is screened in. Our kitchen is fully stocked for cooking, the home is spotless clean with little luxuries that will surprise you. We are half way between Spanish Springs and Lake Sumpter. Easy cart ride to eat, dance, shop, golf, & more! #memories

4.93 out of 5 average rating, 27 reviews

Home in The Villages

Heated Pool, Lake View, Golf Cart, & 2 King Beds

GET IT ALL - Pool, Golf Cart & Lake View! Located in the Village of Palo Alto, this vacation home is nestled on a quiet street and backs up to a lake. Newly renovated, it has 3 bedrooms and 2 baths, and updated furnishings. It features a sparkling private pool and spacious lanai area. It's centrally located between the town squares of Spanish Springs and Lake Sumter Landing. Your rejuvenating vacation awaits. Book it today! No cats. Dogs under 20 lbs allowed with pet fee.

4.84 out of 5 average rating, 135 reviews

Townhouse in Clermont

NewCozy Home Orlando Close to Disney-Pool&Theater

Come to Orlando to enjoy all the fun with Disney and Universal Parks staying just a few minutes away in a newly built home, exquisitely decorated with new confortable and beautiful furniture, home theater with big screen, new kitchen with everything ready to cook. Private pool and cinema room. Each room comes equipped with brand new beds, Flat screen TV’s and much more all designed for you and your family to have the best stay experience at home or in the theme parks.