Vacation rentals with a pool in The Villages

4.88 out of 5 average rating, 194 reviews

Home in Crystal River

Oasis privacy Pool*Gameroom* 3 mins Sister Spring

Reasons to Stay here: ➡️Amazing Backyard ➡️Clean Pool ➡️BBQ / Fire Pit ➡️Private & Calm location ➡️Near to all Crystal River Attractions ❤️Indulge in an extraordinary getaway when you book this Crystal River vacation rental. Located in the heart of Crystal River, yet secluded and private, with nearby access to beach and local amenities. Start your day with the sweet sounds of birds and enjoy the serene views of our private pond. This rental offers a range of amenities for your family's pleasure.

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.

4.84 out of 5 average rating, 223 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.

4.97 out of 5 average rating, 188 reviews

Townhouse in Kissimmee

Luxury 5BR free heat private pool Disney Universal

Welcome to this gem near all major attractions: Disney (5 miles), SeaWorld (7 miles), Universal (12 miles), Convention Center (9 miles), and Airport (20 miles). Nearby are outlets, restaurants, and supermarkets. This luxurious home features 5 bedrooms, 4 bathrooms, a private heated pool/spa, fully equipped kitchen, laundry, and free stroller, playpen, and highchair. Resort amenities include a water complex, lazy river, bar, fitness center, mini golf, kayaking, and more! Pets friendly & welcome!

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

4.93 out of 5 average rating, 255 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.

4.88 out of 5 average rating, 120 reviews

Home in Spring Hill

3BR Spring Hill Pool Home. Heated Pool & Hot Tub

Enjoy our beautiful pool home located In the heart of Florida's Gulf Coast! This 3BR/2.5BA home offers all amenities - screened enclosed private and heated pool, relaxing spa, pool table, large screen smart T.V'S, Free Netflix, fully equipped kitchen, private parking and more. Just minutes away from Commercial hwy and Cortez blvd where you will find plenty of restaurants, grocery stores and shops. Only 3 minutes from Weeki Wachee Springs State Park and 12 minutes to Pine Island Beach Park!

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

4.85 out of 5 average rating, 118 reviews

Home in Kissimmee

SuperHost, Priv New Pool Home, FREE Pool Ht, Dis!

This is truly Paradise. Airbnb SuperHosts for 7 consecutive years means a perfect and exceptional home and experience for you! Find out why everyone continually gives this home 5-star reviews. PRIVATE, sleeps 7 and spectacular! We'll even give you FREE pool heat in the cooler months. Scenic, beautiful pond and conservation views from your pool 70" flat screen TV in the family room, TV's in all BR's and even a fireplace. 7 min's to Disney, 15 min's to Universal and Harry Potter!

4.93 out of 5 average rating, 27 reviews

Home in The Villages

Private 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.