
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.

Private Rooftop Suite! No resort fees!
Enjoy a stylish experience at this centrally-located rooftop terrace. Located at the Enclave Suites, this unit features a rooftop terrace with views overlooking Sandy Lake. Recently remodeled, it boasts practical functionality with beautiful design. This unit is everything you need to enjoy a vacation in Orlando. It is centrally located off of International Drive and minutes from Universal Studios, Volcano Bay, SeaWorld, Disney World and much more. Enjoy a luxurious stay without the hefty price.

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

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!

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.

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.

Chic Vibes Comfy King Bed Next to Parks/Food/shops
Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

3bd/2.5b Close to Disney °Luxury Paradise Living
Welcome To our beautiful, peaceful piece of paradise. A family friendly home! Enjoy the beautiful views, luxury decor, fine foods near you, and all this home has to offer! This home is all about creating loving memories. This beautiful home is newly built has 3 bedrooms 2.5 bathrooms, over 2,000 sqft, all new furniture, and super fast internet speed. The resort has a large beach-entry pool, kids water park, beach volleyball, mini-golf, arcade, and gym.

Beautiful country house
Take the whole family to this fantastic place with many areas to have fun. We have 5 acres of land just for you, beautiful country house in the only hills of the state of Florida, you will enjoy the tranquility, privacy, connection with nature and you will witness a beautiful sunset unparalleled, stay and watch the stars, spaces suitable for unique souvenir photos. Ideal area for cycling and hiking. NOTE: if you want an event, check first for our rates

Modern Condo with Lake View Near Disney 3151
STOREY LAKE RESORT A premier vacation community just 8 miles from Disney and minutes from Universal & SeaWorld, this community is surrounded by restaurants, shops, and top malls. Only 30 minutes from Orlando Airport, it offers easy access to everything you need. Book your stay for 7 days or more and unlock an exclusive 5% discount ! Stay 30+ nights and save 10% (Discount will apply on selected stays) Reserve now! we would love to be your host!

~Chic Oasis • 6-Guest Suite • Pool Heat • Near All
From our family to yours, welcome to our Elegant Oasis in Orlando. Enjoy a fully equipped guest suite with access to a heated pool and shared backyard, just minutes from Disney, Universal Studios, and the NEW Epic Universe. Unwind in comfort and style after exploring world-renowned attractions. We are dedicated to making your stay unforgettable and look forward to welcoming you again soon. 😊

Penthouse With EPIC Views
A 2024 full remodel by Luiz Durand of the most expensive unit ever sold at The Enclave. Sun rises, a wrap around private terrace and views over 4 theme parks combine to make this a vacation experience unlike any other. Granite and travertine throughout. Stainless steel appliances and oversized smart TVs. Hotel amenities include indoor and outdoor pools, tennis, food court, pub and gym.

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
House rentals with a pool

3 BR/2BA Home w Private Pool~12 min to Airport!

Villa w/ Pvt Pool + Summer Kitchen | Intl Drive

Private Pool 4/2 Waterfront Oasis Weekly Discounts

Adult Luxury - Magic for Families!

Large Private Home on Golf course by Disney

9BR Retreat | Sleep 27 | Theater | Huge Pool & Spa

Disney Villa w/ Priv Pool & Lake View-12 Mi Parks

Private Epcot-Themed Near Disney
Apartment rentals with a pool

Perfect for Two Families • Sleeps 8 • Top Location

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

The thrill of luxurious living just 15 min/Disney!

Westgate Palace Resort 2 bedroom

Modern Lake view Condo 1 mile from Disney

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

3171-206 Resort Lake View Disney Universal Orlando

Stunning, Serene Lakefront Penthouse Facing Disney
Other holiday rentals with a pool

Modern 3BR Home Luxury Resort Near Disney Orlando

Cozy 1BR Suite w/ Full Kitchen & Pool Access

Disney Area 3BR Pool Home | Family-Friendly

Boutique Suite in Orlando

Luxury 4 Bedroom Home - Resort Access! Disney!

Modern Luxury Kissimmee Retreat

VillaLumine•PrvtPool•Heater•Aesthetic•NearDisney

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 SGD | $183 SGD | $182 SGD | $169 SGD | $161 SGD | $183 SGD | $173 SGD | $155 SGD | $148 SGD | $157 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 |
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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- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Orange County Convention Center
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
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