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Vacation rentals with a pool in Orlando

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Orlando

  • Total vacation rentals

    Explore 8,630 vacation rentals in Orlando

  • Nightly prices starting at

    Orlando vacation rentals start at €9 per night before taxes and fees

  • Verified guest reviews

    Over 221,350 verified reviews to help you choose

  • Family-friendly vacation rentals

    5,020 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 1,900 rentals that welcome pets

  • Rentals with dedicated workspaces

    4,770 properties have a dedicated workspace

  • Wi-Fi availability

    8,440 of Orlando vacation rentals include wi-fi 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 Dr. Phillips Center for the Performing Arts

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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Superhost
Home in Clermont
5 out of 5 average rating, 4 reviews

2026 BRAND NEW 10 Bedrooms At Windsor Cay

🏡 The Space Welcome to this stunning and beautifully designed 10-bedroom vacation villa located in the amazing Windsor Cay Resort, perfect for large families and group getaways. Combining spacious accommodations, themed bedrooms, and resort-style amenities, this home was thoughtfully designed to create an unforgettable Orlando vacation experience. With a private screened-in pool, spacious gathering areas, and themed bedrooms inspired by Tangled, Mickey Mouse, Spider-Man, and Harry Potter, this property comfortably accommodates up to **24 guests** while offering comfort, entertainment, and convenience for everyone. Bedrooms First Floor Bedroom 1: King Bed Suite Master – Private en-suite bathroom Bedroom 2: King Bed – Bathroom located outside the bedroom Second Floor Bedroom 3: King Bed Bedroom 4 – Tangled (Rapunzel) Themed Room: 3 Twin Bunk Beds Bedroom 5: King Bed Suite – Shared bathroom with Bedroom 6 Bedroom 6 – Mickey Mouse Themed Room: 1 Twin Bunk Bed + 2 Twin Beds – Shared bathroom with Bedroom 5 Bedroom 7: King Bed Suite – Private en-suite bathroom Bedroom 8:King Bed Suite – Private en-suite bathroom Bedroom 9 – Spider-Man Themed Room: 2 Twin Bunk Beds (4 Twin Beds) Suite – Private en-suite bathroom Bedroom 10 – Harry Potter Themed Room:** 1 Full Bed + 1 Twin Bed Suite – Private en-suite bathroom 🎮 Entertainment & Living Areas Designed with families and groups in mind, the home offers spacious and comfortable gathering areas, including: -TVs in all bedrooms -TV in the living room and family room -Complimentary Wi-Fi and cable -Central air conditioning throughout the home -Spacious open-concept living areas -Fully equipped kitchen for home-cooked meals and group dining -Laundry room with washer and dryer 🏊 Outdoor Area Enjoy your own private outdoor retreat after a long day at the parks: -Private screened-in swimming pool -Child safety pool fence -Outdoor patio furniture with sun loungers -Spacious outdoor seating area for relaxing and entertaining OPTIONAL Services -Pool heating: $45 per day (minimum of 3 consecutive days) -BBQ grill rental: $100 per stay (up to 1 week) -Mid-stay cleaning service: $499 🏠 Property Features -Gated resort community -Access to Windsor Cay Resort amenities -Fully equipped kitchen -Washer and dryer in unit -Hair dryers, iron, and ironing board -Linens and towels provided according to occupancy -Pack ’n Play and high chair available upon request -Clubhouse access included 🌴 Windsor Cay Resort Amenities Guests have access to a wide variety of premium resort amenities, including: -Community room for meetings and activities -24-hour manned gated community -Fitness center -Resort-style pool with zero-entry access and lazy river -Children's splash pad -Sports courts -Full-service concierge and activities director -Water slides -Private cabanas -Onsite tavern and grill -Community playground -9-hole putt-putt golf course 📍 Prime Location Conveniently located near Orlando's top attractions with easy access to major highways and shopping. Check-in / Check-out -Check-in: 4:00 PM -Check-out: 10:00 AM 🚫 House Rules -Parties are NOT allowed -Pets are NOT allowed -Smoking inside the home is strictly prohibited Smoking is permitted only in designated outdoor areas such as the balcony and pool area. *A $250 fee will apply if smoking occurs inside the property.* 📝 Additional Information This is a self-catering vacation home. To help guests settle in comfortably, we provide a starter set of supplies, including: -One roll of toilet paper per bathroom -One paper towel roll -Two trash bags -Dish sponge and dish detergent -Dishwasher pods -Laundry detergent and fabric softener -Basic toiletries (soap, shampoo, conditioner) No food, condiments, or seasonings are provided for hygiene and contamination prevention purposes. 🧺 Housekeeping -No daily housekeeping service is included -The property is professionally cleaned and inspected before check-in -Clean sheets and towels will be available in the unit -Mid-stay cleaning service available upon request for an additional fee -No washcloths are provided Bath towels, hand towels, and pool towels will be provided according to the number of guests staying. 🗑️ Trash Disposal Please observe trash collection days and place trash in the resort dumpster daily to help maintain a clean and pleasant environment. 📦 Online Deliveries -USPS does not deliver to vacation homes -Only UPS, FedEx, and DHL are recommended -Some resorts may charge package handling fees or decline deliveries entirely *We are not responsible for lost, delayed, or returned packages.* 🔥 Pool Heating Important Information** -$45 per day (minimum of 3 consecutive days) -Must be requested at least 48 hours in advance -Maximum temperature is 95°F -The attached spa is **NOT** a jacuzzi and does not have jets -The spa heats only when the pool heating service is activated -Pool heaters operate through heat exchange and may not perform efficiently during cold weather conditions -Refunds are not provided if cold weather affects heating performance Our pool heating system includes automatic safety controls that may temporarily shut down the system during extreme weather conditions to prevent equipment overheating and ensure proper functionality. Additional Charges Additional fees may apply if house rules are violated, damages occur, or excessive cleaning is required after check-out.

Top guest favorite
Home in Davenport
5 out of 5 average rating, 6 reviews

Pool Spa + Outdoor Entertainment | Golf Retreat

Escape to a one-of-a-kind golf retreat in Davenport, where resort-style outdoor living meets family-friendly entertainment. Spend your days relaxing by the private pool & spa, enjoying movies on the outdoor TV, and challenging the family in the Super Mario game room, all just minutes from Disney Whether you're planning a family vacation, golf getaway, or long weekend with friends, this beautifully renovated 4-bedroom home was designed for connection, comfort, and unforgettable Florida memories.

Guest favorite
This spacious backyard features a uniquely-shaped pool surrounded by loungers and umbrellas, perfect for soaking up the sun. Lush greenery and palm trees provide a tropical retreat, while soft evening lighting adds to the serene atmosphere, making it an inviting spot for relaxation.
Home in Orlando
4.95 out of 5 average rating, 105 reviews

Private Pool Oasis w/Xbox, Fireplace, Projector

Discover Orlando from this beautifully remodeled home, perfectly located near Disney, Universal Studios, downtown, and prime shopping. Enjoy the serene private pool with stunning day and night lighting. The home features three stylish bedrooms with private TVs, two modern bathrooms, and a cozy fireplace with a dedicated seating area. Offering a blend of comfort and convenience, this home is your ideal base for an unforgettable Orlando experience. Book your stay to create unforgettable memories!

Top guest favorite
Apartment in Orlando
4.95 out of 5 average rating, 56 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 favorite
A heated pool surrounded by lush greenery features a stone ledge and a small waterfall. Hammocks are placed for relaxation. The screened patio allows for unobstructed views of the sunset, creating a tranquil setting. Warm lighting highlights the natural textures of the landscape.
Home in Orlando
4.96 out of 5 average rating, 170 reviews

Spacious Home with Pool & Hot Tub near Downtown

Nestled in one of the most coveted neighborhoods near Downtown Orlando (Ivanhoe Village), you'll be within a 5-min walk to tons of restaurants, bars, breweries, and boutique shops. Boasting a heated pool, hot tub, tiki bar, patio area w/seating & two living areas -you'll have ample room to play, entertain or relax in your Tropical Oasis! ☀ Harry P. Leu Gardens – 4 mins ☀ Orlando Museum of Art – 4 mins ☀ Universal Studios – 19 mins ☀ Walt Disney World – 24 mins ☀ The Mall at Millenia – 16 mins

Guest favorite
Home in Davenport
4.9 out of 5 average rating, 173 reviews

Magical Pool Villa-close to Disney Game/movie Room

The magic starts the moment you walk through the door—and the memories will last a lifetime! ✨ Our themed vacation home features Mickey Mouse, Toy Story, Frozen, Star Wars and Minion rooms with motion-activated songs, UV artwork, and LED lighting. Enjoy a private pool with color-changing lights, BBQ area, sun loungers, and a fun-filled game room with air hockey and arcade games. Designed to delight kids and adults alike with immersive sights, sounds, and magical details throughout the home!

Top guest favorite
A serene pool area is featured, reflecting the clear blue sky and surrounding greenery. The pool is bordered by a tiled edge, with colorful plant life adding vibrancy. A covered patio with a picnic table sits in the background, offering a shaded relaxation area.
Home in Orlando
4.91 out of 5 average rating, 176 reviews

Modern Tropical House Heated Salt Pool

☞Superhost 9 years ☞ Large Salt Pool (W/ heated option $ Sept-April) ☞3 Bedroom 3 Full Bath W/extra 4th queen daybed ☞ Easy access to the 417 East West express way (toll rd.) to get around Orlando ☞Easy smart lock self Check-in ☞ Driveway Parking ☞ Luxury bedding ☞Smart TV's with Netflix in each room ☞Dimmer mood lighting ☞Illuminated pool & landscape lighting ☞Full Kitchen ☞Dining & Picnic table seats 6 to 8 guests ☞Hi speed 231mb internet ☞Uber Eats Food Delivery

Top guest favorite
A well-maintained exterior showcases a single-story house with a blue garage door and driveway, framed by a lush lawn and shaded trees. Inside, a bright living area is highlighted by modern decor and a large smart TV. A private screened pool is visible, surrounded by seating.
Home in Kissimmee
4.98 out of 5 average rating, 106 reviews

10 Min to Disney | Kings | Heated Pool | Games

✨ Perfect family getaway just minutes from Disney magic! ✨ This spacious 4-bedroom home sleeps 9 and features 2 king beds, 4 full beds, and 1 twin, plus fun Mickey Mouse & Minion themed rooms kids love. Unwind in your private screened pool, enjoy the game room with arcade games, ping pong, foosball & pool table, or relax with cozy board-game nights. 🏰 Animal Kingdom 10 mins Epcot & Hollywood Studios 15 mins Book now and start making unforgettable family memories!

Top guest favorite
A spacious living area is highlighted by a sleek, modern design featuring polished floors. A green couch and two accent chairs are arranged around a wooden coffee table. A dining table with ample seating is situated nearby, complemented by decorative wall art and soft lighting.
Guesthouse in Orlando
4.99 out of 5 average rating, 207 reviews

Luxe Guest House| Pool, HotTub| UCF, Rollins

This luxury guesthouse (on the same property as our main house but they are completely separate) is a hidden oasis conveniently located in the middle of downtown Winter Park (Rollins College/Full Sail) and UCF. It's roughly 10 minutes to each. Close to 417 expressway (toll road) so you can easily get around to the other areas of Orlando. Note: The guesthouse is 35 minutes to Disney, 25 minutes to Universal Studios and 20 minutes to Orlando International Airport.

Top guest favorite
A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.
Home in Davenport
4.96 out of 5 average rating, 112 reviews

Royal Retreat Disney Themed Pool Home, Arcade, Theater

Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

Superhost
Home in Kissimmee
5 out of 5 average rating, 3 reviews

Brand New 2026 | 6BR Villa + LED Pool | Solara

* Accommodates: 16 * Bathrooms: 4,5 * Bedrooms: 6 * Property type: Luxury Villa * Location: Solara Resort The home features 4 king suites, offering comfort and privacy for guests. In addition, there is a Toy Story themed bedroom with 4 twin beds (bunk beds), perfect for kids. There is also a Frozen themed bedroom with a full-size bunk bed, ideal for accommodating additional guests comfortably while keeping the fun themed experience.

Top guest favorite
Cottage in Clermont
4.93 out of 5 average rating, 147 reviews

Private Country House | 16 Guests | Gatherings

Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.

Popular amenities for Orlando rentals with a pool

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