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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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Guest favourite
Flat in Orlando
4.89 out of 5 average rating, 27 reviews

Epic stay at Vista Cay!

This 2-bedroom, 2-bathroom apartment at Vista Cay Resort, Orlando, offers an exceptional location for enjoying the best of the city. Just minutes from Orlando International Airport and Walt Disney World, it provides unparalleled convenience for both travelers and residents. Additionally, its proximity to the Convention Center, Universal Studios, SeaWorld, and International Drive grants easy access to major attractions, dining, and shopping, offering a complete experience in the heart of Orlando.

Top guest favourite
The master bedroom features a king-size bed adorned with plush pillows and a cozy blanket. Large sliding doors open to a private balcony with serene views. Stylish lamps illuminate the room, complemented by rich maroon and neutral tones on the walls.
Townhouse in Kissimmee
5 out of 5 average rating, 262 reviews

BOOK your Disney inspired Lakefront retreat NOW!

Begin and end your dream vacation in a place where modern comfort meets magical wonder! This one-of-a-kind retreat is sure to please the family looking for adventure in Orlando as well as couples in search of a relaxing, romantic getaway. Great location just minutes from Disney, Universal, SeaWorld, numerous restaurants, tourist attractions and easy access to major highways such as SR417 and I4. *FREE WIFI, Netflix & Disney+ included! *STROLLER, BABY GATE, HIGH CHAIR, PACKNPLAY, TODDLER BED

Top guest favourite
The exterior of the house showcases a striking blend of wood and stone finishes, featuring large windows that illuminate the interior. An expansive, clear blue pool reflects the sky, with a bridge extending over the water leading to the main entrance.
Villa in Orlando
4.96 out of 5 average rating, 111 reviews

The Lakeview Oasis - XL Pool & 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!

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.

Top guest favourite
A private heated pool is surrounded by a screened enclosure, featuring a brightly colored tiled edge. Sun loungers are positioned nearby, offering a relaxing space to unwind. A covered BBQ grill is accessible on the patio, creating an inviting setting for outdoor gatherings.
Home in Kissimmee
4.93 out of 5 average rating, 112 reviews

3BR / 2BR Heated Pool Home 7 Min to Disney |

✨ Experience comfort, style, and a private heated pool 💦 (optional) just 7 minutes from Disney World! This 3BR/2BA Kissimmee home is perfectly located near theme parks, shopping, and dining — and designed for families looking to unwind in a sparkling-clean, beautifully curated space. 📍Prime Kissimmee Location ⭐7 Min– Walt Disney World ⭐5 min–Orlando Premium Outlets ⭐15 min – Universal Studios, SeaWorld, Epic Universe 🎢 ⭐ 25 min – MCO Airport ✈️ ⭐ Walk to Walmart, Publix & Starbucks ☕️

Guest favourite
A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.
Home in Buenaventura Lakes
4.96 out of 5 average rating, 117 reviews

Villa Resort Club

VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.

Superhost
A modern kitchen space features stainless steel appliances, including a refrigerator and oven, alongside a white countertop. A dining area with a wood table and chairs is visible, complemented by decorative plants and wall art. Soft lighting from pendant fixtures enhances the inviting atmosphere.
Flat in Orlando
5 out of 5 average rating, 4 reviews

Lake Breeze

Relax with the whole family at this peaceful place to stay. Completely renovated, 2 bedrooms, 2 bath, located close to the pool with a beautiful lake view. Master suite with a king size bed and second bedroom with 2 full size beds and sofa bed on the living room , the unit can accommodate 08 people. Cable TV , Wi-Fi. Open kitchen, fully equipped with all you need , washer and dryer inside unit. Lots of space. Close to Convention Center. This is a place to feel home away from home.

Guest favourite
A game room features various entertainment options, including a treadmill, exercise bike, and classic arcade machines. The decor showcases a 'Star Wars' theme with vibrant blue lighting and dark walls, creating an inviting atmosphere for guests to enjoy recreational activities.
Villa in Kissimmee
4.93 out of 5 average rating, 103 reviews

Luxury Villa! /Game Room/ Pool Heater

Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

Guest favourite
A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.
Villa in Sunridge Woods
4.92 out of 5 average rating, 133 reviews

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

Top guest favourite
Villa in Davenport
4.99 out of 5 average rating, 103 reviews

Amazing Villa near DisneyWorld FREE heated-pool

Have fun with the whole family at this stylish place. Our home has everything you will need for you and your guest to have a great experience. This home is a short drive from Walt Disney World and Orlando Attractions!! Don’t wait book with us now and give you and your family the vacation you all deserve. We can’t wait to welcome you . BBQ ( free to use ) Heated pool (free) Dogs friendly! Extra fee $120 per stay

Top guest favourite
A serene pool area features a vibrant red pool float resting in the clear water, surrounded by lush greenery. Comfortable outdoor seating is arranged near the pool, with large umbrellas providing shade. The backdrop showcases a charming pool house with multiple glass doors, inviting natural light.
Guest house in Lake Eola Heights
4.99 out of 5 average rating, 278 reviews

Livingston Pool House- In The Heart of Downtown

Welcome to the Pool House! Our newly renovated detached pool house is located in the heart of downtown Orlando, in the Lake Eola Heights Historic District. We are two blocks to beautiful Lake Eola and all the dining and entertainment that Orlando has to offer. The Pool House has everything you need for a relaxing time at home, yet all the entertainment at your finger tips! Downtown living with a tropical escape!

Top guest favourite
A spacious backyard features a refreshing pool surrounded by a large patio of pavers. Comfortable lounge chairs are positioned nearby, and a covered patio offers shaded seating, creating an inviting space for relaxation and leisure.
Home in Doctor Phillips
4.89 out of 5 average rating, 105 reviews

Paradise pool home /5 Min Universal /13 min Disney

Escape to paradise in our spacious, family-friendly vacation home, perfectly designed for unforgettable getaways. HUGE backyard! Perfect for relaxing and unwind after a day of adventures. Nestled just minutes away from Disney, Universal, SeaWorld theme parks and Orange County Convention Center. This property offers both excitement and relaxation in one incredible package.

Popular amenities for Orlando rentals with a pool

When is the best time to visit Orlando?

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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

Destinations to explore

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