Holiday rentals with a pool in Orlando

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Orlando

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

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Top guest favourite
The expansive lake is showcased during sunset, reflecting vibrant colors in the sky. Surrounding greenery adds a natural touch, while a dock extends into the water, offering a serene view of the landscape. Soft light illuminates the pathway along the lake's edge.
Hotel room in Orlando
4.96 out of 5 average rating, 196 reviews

PentHouse Suite with 2X View

Located at the gates of Walt Disney World, this Awesome PentHouse Suite offers easy access to area theme parks, and entertainment venues in the surrounding area, including Walt Disney World, Universal Studios, Sea-world, Legoland + Amazing Restaurants, Shopping and many more. Best of all wonderful views with 2 Large Balcony's, 1 for Sunrise @ East Side and 1 for Sunset @ West side overlooking Disney World with amazing fireworks every night, Enjoy! **Security camera for safety @ Entry door only!

Superhost
A private screened lanai features a hot tub, outdoor dining table with six chairs, and two lounge chairs. The walls are painted in a warm yellow tone, providing a bright atmosphere. Lush greenery is visible beyond the screening, adding to the serene environment.
Home in Kissimmee
4.91 out of 5 average rating, 129 reviews

Disney Luxury Townhouse 2B Hot Tub/ No Resort Fees

Modern two master bedrooms and 2.5 Bath.Townhouse with Tile and Vinyl plank floors ( not carpet) at La Encantada Resort! Exclusive and gated at Disney area and all the attractions. Beautifully furnished. comfortable living room with a sofa bed, open dinning area and private oversized screened patio/lanai with Hot Tub. Full access to all the amenities: 2 heated pools, arcade room, fishing pond, and more! 10 min drive to Orlando attractions and 15 minute drive to famous Orlando shopping Outlets 

Top guest favourite
A dining area on a spacious terrace features a wrought-iron table with seating for six. The table is set with plates, glasses, and utensils, accompanied by a bottle of sparkling wine. A large umbrella provides shade, with distant views of nearby buildings.
Apartment in Orlando
4.87 out of 5 average rating, 323 reviews

🕶Your Private Terrace In The Sky🕶 Great Views

Great location for Universal Studios and EPIC, the Convention Center and amazing restaurants. This beautiful 2/2 apartment isone of the nicest at The Enclave Hotel & Suites. Relax on your own spacious private terrace while enjoying 270° views over Universal Studios, International Drive and the Orlando Eye. Newly renovated with Granite and travertine throughout. Stainless steel appliances and oversized smart TVs. Hotel amenities include indoor and outdoor pools, tennis, food court, pub and gym.

Superhost
A bright living room showcases a high ceiling and large windows allowing natural light. Two brown sofas and a light grey armchair surround a circular coffee table on a decorative rug. A large flat-screen TV is mounted on the wall, complementing the serene outdoor view visible through glass doors.
Home in Kissimmee
4.93 out of 5 average rating, 108 reviews

Neverland Found-Minutes from Disney Free Waterpark

Welcome to Neverland Found! This unique property inspires us to never grow up with themed rooms of Peter Pan, The Lost Boys, and Tinkerbell. Our home has 2 Master Suites, a fully equipped kitchen, 5 bedrooms, 5 baths, pool and spa, Pirates of the Caribbean game room, and loft area. Our home is located in the resort community of Storey Lake with access to multiple clubhouses and pools and all of it's amenities. Located within minutes of the theme parks & attractions that Orlando has to offer.

Guest favourite
A luxurious cabana overlooks a sparkling pool, surrounded by palm trees and lounge chairs. A tray with drinks and snacks rests on a soft seating area, while the vibrant clubhouse is visible in the background, creating an inviting atmosphere for relaxation.
Townhouse in Kissimmee
4.88 out of 5 average rating, 161 reviews

Orlando Disney Premium Home in Resort & Lake View!

Renewed house in Resort with fantastic lake view and an Amazing Clubhouse. (NO resort fees) | 1 min | Old Town Kissimmee | 3 min | Publix® | 3 min | McDonald's®, Wendy's®, Miller's Ale House® and much more | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | Premium Outlet® I-4 | 9 min | DISNEY® AREA (All Parks) | 10 min | ESPN Sports | 10 min | Convention Center | 14 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 60 min | Bush Garden's® | 95 min | Sarasota & Clearwater

Guest favourite
Home in Kissimmee
5 out of 5 average rating, 5 reviews

15 minutes from Disney Luxury Retreat at Reunion

Relax after a magical day at Disney or Universal. Welcome to Reunion Luxury Retreat, experience the perfect blend of luxury comfort, and privacy in this elegant villa, located within the exclusive gate community of Reunion Village, just minutes from Orlando's world-famous theme parks. Our Home offers everything you need for an unforgettable stay. 4 spacious bedrooms, 5 different pools in our resort. Gate community with 24-7 security. Fast wifi , smart TV, fully equipped kitchen.

Guest favourite
Home in Davenport
4.93 out of 5 average rating, 102 reviews

5BD Windsor Island Near Disney (WI 1201)

We welcome You to our BRAND NEW beautiful & cozy 5 bed / 5.5 bath with Private Pool + Spa home with all the amenities necessary for your family and friends to spend a precious and memorable vacation in Orlando. House is BRAND NEW and built inside the BRAND NEW Windsor Island Resort. This home is the perfect spot to relax or extend your fun after a full day theme park visit, golfing or shopping trip. Just kick back and enjoy your own private oasis!

Top guest favourite
A living room is presented with green accent walls and hardwood flooring. A comfortable sofa with orange throw pillows faces two small coffee tables. Wall decorations include woven art pieces. A ceiling fan hangs above, and a door leads to a balcony, allowing natural light into the space.
Flat in Kissimmee
4.95 out of 5 average rating, 149 reviews

Cozy 2Bed Boho Hideaway 10 Min to Parks Allows Pet

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 8 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Top guest favourite
A serene lakeside view is presented, featuring calm waters reflecting a gradient of soft colors during sunset. A wooden dock extends into the water, framed by lush greenery and grasses. The landscape conveys a tranquil setting, inviting moments of reflection in nature.
Home in Winter Garden
4.98 out of 5 average rating, 127 reviews

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn

Enjoy the breathtaking sunrise views of Lake Apopka from this newly refurbished and well appointed 4 bed, 2.5 bath vacation home in Winter Garden, Fl. While the house offers total tranquility and relaxation, it is only a short drive from Orlando’s numerous theme parks (Universal Studios 20 min, Disney World 30 min) and all other local attractions (Mall of Millenia and premium outlet malls 20 min drive)

Superhost
Home in Kissimmee
4.83 out of 5 average rating, 234 reviews

Home 6 BDR at Solara Resort/Private Pool LED

The Space * Accommodates: 16 * Bedrooms: 6 * Bathrooms: 4.5 * Property type: Luxury Villa * Location: Solara Resort * ONLY 0.2 miles away from The Clubhouse! * 12 miles from Magic Kingdom * 8 miles from Animal Kingdom * 16 miles from SeaWorld * 21 miles from Universal Studios * Property and resort close to the US 27 highway where some restaurants, market, gas station, pharmacies are located.

Superhost
Home in Davenport
4.6 out of 5 average rating, 5 reviews

Sunny Lake Escape | Pool, Game Resort | Nr Disney

• Stunning lake-view home in Solterra Resort near Disney • South-facing private screened pool with large pool deck • Sleeps 14 | 6 bedrooms | 5 bathrooms • Large upstairs movie room with 100-inch projector • NBA-themed game room with pool table & arcade games • Home office with desk, sofa & TV • Two bedrooms downstairs – great for families • 🎁 Complimentary welcome pack of goodies on arrival

Top guest favourite
A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.
Apartment in Orlando
4.98 out of 5 average rating, 240 reviews

Lakefront Resort Condo near Disney and Universal

Your magical getaway starts here—just minutes from Disney & Universal Parks ! Relax on your balcony overlooking stunning Lake Bryan, splash in the heated pool, sip at the Tiki bar, and stream your favorite shows with HBO & Netflix. Concierge for park tickets, free parking, 24-hr security. No deposit, no extra fees—just fun, sun, and memories waiting!

Popular amenities for Orlando rentals with a pool

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Avg. price$176 SGD$182 SGD$181 SGD$168 SGD$160 SGD$182 SGD$172 SGD$154 SGD$147 SGD$156 SGD$182 SGD$191 SGD
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Quick stats about holiday rentals with a pool in Orlando

  • Total holiday rentals

    Explore 8,050 holiday rentals in Orlando

  • Nightly prices starting at

    Orlando holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 201,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    4,710 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 1,880 rentals that welcome pets

  • Rentals with dedicated workspaces

    4,730 properties have a dedicated workspace

  • Wifi availability

    7,930 of Orlando holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Orlando rentals

  • 4.7 Average rating

    Orlando stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Orlando’s top spots include Universal CityWalk, International Drive and Kia Center

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