
Holiday rentals with a pool in Orlando
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Orlando

Total holiday rentals
Explore 8,500 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 206,930 verified reviews to help you choose

Family-friendly holiday rentals
4,780 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 1,930 rentals that welcome pets

Rentals with dedicated workspaces
4,740 properties have a dedicated workspace

Wifi availability
8,320 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 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.

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!

Unique Spacious Home w/ Pool near Downtown Orlando
Nestled on a quiet street, 15 mins from Downtown Orlando. This home has a massive pool, hot tub, water fountain, real outdoor and indoor fire place, outdoor patio area w/seating. The Kitchen is equipped with everything you need to make delicious meals, and there are two living areas to provide ample space for relaxation. There is also a designated office area to take work calls. ☀ College Park – 10 mins ☀ Downtown Orlando – 15 mins ☀ Universal Studios – 28 mins ☀ Walt Disney World – 34 mins

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!

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
AMAZING Pool Deck Extension cira 2023! Its the BIGGEST pool deck at the resort! Plus JAW DROPPING, Fancy, Fun, Fountain Jets w/ LED lighting, high-end glass tile & a Mickey Mosaic giving you an ULTIMATE luxury pool experience. This SALT WATER POOL/SPA will leave your skin feeling soft w/ no eye-sting & it has botanical qualities for your muscles after long days at the parks! Enjoy all this plus our unique OUTDOOR MOVIE EXPERIENCE & FIRE-PIT for the BEST vacay ever only 6 miles to Disney!

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home
Escape to paradise at our Davenport home, only 11 miles from Walt Disney World! Relax by the huge pool with spa, and savor BBQ delights. Rest in well-designed bedrooms: Master room with a king bed, second room with a queen bed, and third one with two twin beds. Experience ultimate fun in the game room, indulge your culinary skills in the fully equipped kitchen, and step out onto the greens from our backyard on a golf course. Don't miss out, book now and make the most of your vacation

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.

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

Downtown Orlando Garden Retreat
This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

Cozy space 5/10 universal & epic
Take it easy at this unique oasis and tranquil getaway that is located in the heart of Orlando!! Want to have fun?! Literally walking distance from Universal Studios, Want to go shopping?! 5 mins from Millenia Mall and Premium Outlets. Want to experience Orlandos hottest nightlife or stroll through the city it’s 15 mins from Downtown , Do you want to meet Mickey Mouse or shamu?! 15 mins from Disney and sea-world. Even take a dip in the complex pool or play tennis!!

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!

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)

Exquisite Luxury Home Minutes from All Theme Parks
Luxurious Mid Century Modern decorated and newly renovated stylish home at the heart of Orlando in the famous Dr. Phillips area, just minutes away from all Orlando major theme parks, the famous restaurant row with variety of major chain/award wining restaurants and specialty grocery stores. Perfect for family or group up to 8 people to enjoy a comfortable stay. Enjoy!
Popular amenities for Orlando rentals with a pool
House rentals with a pool

11BR Brand New | Themed Rooms | Sleeps 25 | 11072

2026 Themed NEW 08 Bedrooms At Solara Resort

Harmony | Heated Pool | 10 min Universal & Epic.

New and Unique Disney Airbnb!

Affordable Disney Family Townhome Pool/BBQ/Gym

Lakefront Luxury pool 3100sq ft on lake.

6BR Oasis w/ Private Pool, Game Room & Lanai

Cozy family home w/ heated pool 15 min. to Disney
Apartment rentals with a pool

Ideal for Two Families • Sleeps 8 • Top Location

Stylish Condo 20 mins to Disney/King Bed

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

Lakefront Resort Studio -5 min to Universal

Disney Area Updated Lake View Orlando Resort Condo

Modern Lake view Condo 1 mile from Disney

Orlando Spacious 2 Suites & Resort-Style Pool

Modern Condo with Lake View Near Disney 3151
Other holiday rentals with a pool

Epic stay at Vista Cay!

5961PG-The Best Home Perfect Resort Near Disney

Tropical Oasis|Lounge|Putting Green|Heated Pool

Pet-Friendly | King Bed | Gym & Pool | Near Parks

Amazing 6BR Disney - Universal - Encore Resort 460

COZY Villa w/ Private Pool & Game Room | Kissimmee

Brand New 9 Bedrooms Single Family Solara 87SA

The Eights House by Disney. Themed Island Dream
When is the best time to visit Orlando?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $189 SGD | $200 SGD | $199 SGD | $169 SGD | $161 SGD | $183 SGD | $173 SGD | $155 SGD | $149 SGD | $158 SGD | $183 SGD | $192 SGD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Miami Beach Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Fort Lauderdale Holiday rentals
- Savannah Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- St. Augustine Holiday rentals
- Hilton Head Island Holiday rentals
- Aparthotel rentals Orlando
- Ski-in/ski-out rentals Orlando
- Rentals with an EV charger Orlando
- Apartment rentals Orlando
- Rentals with a cinema Orlando
- Rentals with beach access Orlando
- Rentals with a sauna Orlando
- Guest house rentals Orlando
- Pet-friendly rentals Orlando
- Rentals with breakfast Orlando
- Private suite rentals Orlando
- Loft rentals Orlando
- Boutique hotels Orlando
- Rentals with an accessible-height toilet Orlando
- Rentals with a kayak Orlando
- Hotel rooms Orlando
- House rentals Orlando
- Rentals with lake access Orlando
- Resort rentals Orlando
- Beachfront rentals Orlando
- Bed and breakfasts Orlando
- Cabin rentals Orlando
- Villa rentals Orlando
- Holiday home rentals Orlando
- Rentals with a hot tub Orlando
- Fitness-friendly rentals Orlando
- Rentals with outdoor seating Orlando
- Family-friendly rentals Orlando
- Flat rentals Orlando
- Lakehouse rentals Orlando
- Beach apartment rentals Orlando
- Mansion rentals Orlando
- Serviced apartment rentals Orlando
- Rentals with an accessible-height bed Orlando
- Tiny house rentals Orlando
- Waterfront rentals Orlando
- Cottage rentals Orlando
- Rentals with a patio Orlando
- Townhouse rentals Orlando
- Smoking-friendly rentals Orlando
- Rentals with a washing machine and dryer Orlando
- Rentals with a fireplace Orlando
- Rentals with a firepit Orlando
- Beach house rentals Orlando
- Motorhome rentals Orlando
- Rentals with pools Orange County
- Rentals with pools Florida
- Rentals with pools United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Daytona International Speedway
- Camping World Stadium
- Magic Kingdom Park
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- University of Central Florida
- Old Town
- ESPN Wide World of Sports
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- Playalinda Beach
- ICON Park
- Aquatica
- Things to do Orlando
- Sports activities Orlando
- Art and culture Orlando
- Food and drink Orlando
- Nature and outdoors Orlando
- Things to do Orange County
- Nature and outdoors Orange County
- Food and drink Orange County
- Sports activities Orange County
- Art and culture Orange County
- Entertainment Orange County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States







