Holiday rentals with a pool in Orange County

4.85 out of 5 average rating, 131 reviews

Guest suite in Orlando

✨️Modern Suite with POOL- Close to All Parks!🎡

This brand new beautiful studio with a POOL! is located in Skylake Orlando, a safe and fun neighborhood surrounded by a variety of great restaurants, shops, malls, but most of all close to ALL the parks. 9 min to Sea World, 7 min to Aquatica, 13 min to Disney World, 13 min to Universal Studios and many more fun places to visit. The studio is perfect for 2, it has a laundry, luxurious bathroom and a fully equipped kitchenette. You will also have access to a gorgeous pool and grill in the backyard

5 out of 5 average rating, 114 reviews

Private pool home near Downtown

Thorton Park home embracing the "Florida lifestyle" with private backyard! This two bedroom and one bathroom home has a full kitchen and is best suited for up to five guests. Enjoy your large private pool surrounded by fenced in backyard and tropical plants. Just outside of your "new oasis", feel free to walk, bicycle or scooter to nearby eateries, Downtown Orlando and Lake Eola Park. Or take a short drive to The Kia Center, Dr. Philips Center, Camping World and Inter&Co Stadiums and much more!

4.87 out of 5 average rating, 132 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.

4.92 out of 5 average rating, 25 reviews

Villa in Orlando

Luxury Lakefront Pool Villa + XL Jacuzzi - Orlando

Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful night’s sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!

4.87 out of 5 average rating, 189 reviews

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney

Welcome to your ultimate getaway! This stunning vacation home offers a perfect blend of modern luxury and tropical paradise, all in one exceptional property. Relax by the palm trees, private pool, jacuzzi, outdoor cabana and make delicious meals with our new Weber grill. This family-friendly vacation home was perfectly designed for unforgettable getaways. This property offers both excitement and relaxation in one incredible package. 8 minutes to Universal, 15 min to Disney and 23 min to MCO.

4.94 out of 5 average rating, 245 reviews

Guest house 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.

4.9 out of 5 average rating, 145 reviews

Apartment in Orlando

[Lake View, Modern Decor, 1 Mile to Disney!]

K&J Orlando is located less than 10 minutes away from the gates of Disney. The space has been recently updated with new furniture, lighting, and appliances. You will love the floor to ceiling views of Lake Bryan and the modern decor. The resort itself features a heated pool, hot tub, tiki bar, game room, weight room, and kiddie pool. Its also has a beautiful boardwalk where you can experience the stunning natural beauty of the marsh at the edge of the lake. We hope you will visit soon!

4.78 out of 5 average rating, 255 reviews

Guest suite in Maitland

Guesthouse w/Private Indoor Pool

Hello! This is our AirBnB's located in the heart of Orlando, in a private home-owned community. It comes with a private indoor swimming pool, ping pong table and a pool table! Beautiful Modern Comfy guest house in a private quiet neighborhood, perfect for couple and family. Newly Renovated with private parking. Everything you see in the pictures is a part of your Airbnb exclusively. NOTE: we have this same Airbnb but for a lower rate which excludes the recreational area and indoor pool

4.86 out of 5 average rating, 43 reviews

Groovy Casa

Ready for an epic vacation in Orlando? Check out our super chic 4 bedroom, 2 baths mid-century house with a private pool. This place is #groovy, with a beautifully and fully remodeled interior with an open concept living space that's perfect for families and large groups of friends! With its prime location only 10 min away from MCO Orlando Airport and 15 -20 min from all mayor attractions like Universal and Disney parks, this house is the perfect place for your next vacation.

Home in Altamonte Springs

4.81 out of 5 average rating, 124 reviews

Quiet Place, convenient to everything!

Spacious home in a very quiet residential neighborhood. Perfect home away from home for your special getaway. Vacations, business trips, wedding groups, graduations have all been hosted in the past, and everyone had a great time. There's significant value in having your own quiet place and multiple rooms in a family-friendly setting. DO NOT BOOK MY QUIET PLACE IF YOUR PLAN INCLUDES ANY LARGE GATHERING WHICH MIGHT IMPACT MY HOME OR NEIGHBORHOOD. YOUR RESPECT IS EXPECTED.

4.82 out of 5 average rating, 161 reviews

Contemporary home w/ private pool near MCO airport

This modern and freshly furnished home is open to you and your family or friends! Enjoy our patio area where we have a beautiful pool and open space for outside dining or just relaxing in the sun. Located near the intersection of Central Florida Pkwy and S. John Young Parkway, Orlando, FL 32837. Across from Ritz Carlton Hotel & JW Marriott Hotel. We welcome you to book your stay with us and make our private 3 bed room 2 bathroom with a pool and free parking your home!