Vacation rentals with a pool in Leesburg

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Top-rated rentals with a pool in Leesburg

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in The Villages

4.95 out of 5 average rating, 122 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

Top guest favorite

Home in Kissimmee

4.92 out of 5 average rating, 106 reviews

Hidden Treasure Pool Home - Sleeps 6 Very Comfy!

No cleaning fee charged!! You will love this beautifully decorated & SUPER CLEAN! Cozy Hidden Treasure home is where you can relax with very soft leather reclining sofas! The home sleeps 6 and is a 3 bedroom & 2 bath home with newly refinished glistening pool and easy to use door pool alarm. This home is in a family residential community and I have repeat guests that love to return here after having a great time! My home is very private and the yard is fenced all around. The Theme Parks Await!

Guest favorite

Home in Davenport

4.86 out of 5 average rating, 7 reviews

Acres View 5bed/4bath near Disney. Own Pool & Spa!

Relax with the whole family at this peaceful place to stay. 5 bedrooms and 4 bath private villa with two living rooms . Close to Disney and all theme parks and also only moments to Posner park for the shopping enthusiast. Enjoy nearby events and all the parks yet come back to country views and rejuvenation at your private heated * pool and *spa! 35 to Orlando International Airport! * let us know at booking if you want pool/spa to be heated for $40/day. •BBQ available for cleaning fee of $65.

Superhost

Guesthouse in Orlando

4.92 out of 5 average rating, 257 reviews

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.

Guest favorite

Home in Clermont

4.86 out of 5 average rating, 44 reviews

Lake Vista Getaway

You will enjoy easy access to everything from this place, yet located in a more residential area away from the busiest traffic! Convenient to Disney - 8 miles from property, minutes away from beautiful Lake Louisa, fun spots for outings like Island H2O, shopping galore and dining at the new Margaritaville resort... this spacious home will give you opportunities for togetherness, relaxation, recharging and soaking up the sun! Our home has a community pool and gym for use. NO MAIL ACCEPTED

Top guest favorite

Home in Kissimmee

4.93 out of 5 average rating, 42 reviews

3 BR Private Pool Home 5 miles from Disney

Beautiful 3 bedroom Pool Home. It's located just minutes from Disney World, Sea World, Universal Studios, and other Orlando attractions. This home has one of the largest screened in pool areas in the neighborhood, along with complete privacy! Everyone will love the large game room with air conditioning. New 4K TVs installed in all rooms. This property has been listed on another website and has a 5 star average with 77 reviews. Free Pool and Spa Heat along with Gas Grill are offered.

Superhost

Home in Lake Mary

4.89 out of 5 average rating, 254 reviews

Gated community XL pool Home 2500sq/f

Our LK Mary home sits in Between the 2 most famous places central Florida has to offer, Disney World & Daytona beach and everything else in between. This property sits on 1/2acre of land, tropical landscaped backyard making your stay with us the true Floridian experience . Total privacy with quite nights for a full rest. NO BIKERS PLease! My home is in a Gated community.1 mile to Dtwn Lake Mary. Our pool is NOT heated, the hot tub only CAN be headed at an additional cost

Superhost

Home in Kissimmee

4.92 out of 5 average rating, 36 reviews

Stunning Home with Pool Minutes to Disney!

Relax and unwind in this exceptionally appointed 4 bedroom home with tons of space for your family to enjoy. Fully stocked for your home away from home. Private heated pool (heat included). Large TV in family room, both master bedrooms and 2 family bedrooms. Cozy luxury accommodations. Game room with ping-pong table, basketball and foosball table. Wifi included for your convenience. Have fun with the whole family at this stylish place.

Superhost

Home in Orlando

4.7 out of 5 average rating, 83 reviews

Rare Heated Pool House close to Downtown Orlando

Spacious ans stylish pool home close to downtown Orlando. Home is accessible to Many major highways including 408, I4, 429, turnpike and only 12 minutes from the Universe Studio. Regardless of long-term or short-term you will have an forgettable experience at this Luxurious pool home with a large patio equip with television outside. You can get the pool heated for an extra charge. Many restaurants and attractions nearby.

Top guest favorite

Home in The Villages

4.95 out of 5 average rating, 120 reviews

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

Superhost

Home in Kissimmee

4.82 out of 5 average rating, 117 reviews

Pool House in Kissimmee

Quiet and spacious pool house in Kissimmee Florida, 20 minute away from Disney / Universal / Acquatica / SeaWorld theme parks. - 4 bedrooms - 2 bathrooms - Dining Room - Family Room - Kitchen - Double car garage - BBQ - Pool (heater optional) - Security Cameras Outside Only - WiFi 400 MBPS Pool Heater: If you want to use the heater please contact owner This will be your best vacation stay in Kissimmee / Orlando.

Top guest favorite

Townhouse in Davenport

5 out of 5 average rating, 33 reviews

*New* Themed Getaway with 2 Resorts/Heated Pool

Welcome to our stunning townhouse! Enjoy a refreshing dip in the pool, unwind at the nearby resort, and experience the magic of our uniquely themed rooms. Perfect for families and friends looking for memorable stay! Driving - Universal Studios (19miles) - Magic Kingdom (11miles) - Volcano Bay (17miles) - Lego Land (18miles) - Disney Spring (10miles) - The Wheel at ICON park (16miles) - Kia Center(arena) - 25miles