
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.

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.

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

Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!
Aloha Adventurers! Welcome to Faré Mananui. Your passport to a far away tropical hideaway awaits, so get ready to grab your favorite Aloha shirt! Mananui was made for the Disney/Tiki ADULT in mind! Imagined by artist @TahitiGil & designed by @TyphoonTommy (Former Disney/Universal creative team & designer of the Suffering Bastard Tiki Bar in Sanford, Fl. Experience your next Adventureland/ Enchanted Tiki Room “story dwelling” adventure from the moment you step thru the door! - Kungaloosh!!

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 condo near Walt Disney Parks - Kissimmee FL
Entire family will enjoy this luxury condominium located in Kissimmee Florida. Minutes away from all Walt Disney parks, quick drive to Disney Springs and close to major highways. Many attractions within walking distance such as water parks, Studio Grille movie theater, grocery stores, pharmacies, gift shops and plenty restaurants. The condominium includes two primary bedroom suites with en-suite fully remodeled bathrooms. Entire condo is beautifully remodeled to make you feel at home.

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!

Modern 4bdr Storey Lake w/themed rooms near disney
Have fun with the whole family at this stylish place: themed bedrooms and a peaceful feeling. With Disney just 5 miles away and Universal Studios 15-20 minutes away, the resort offers endless fun. Storey Lake Resort also has many nearby shopping malls and dining options. From its resort-style pool, splash pad, and watersides to its clubhouse, poolside bars, fitness center, and lake-based activities, Storey Lake is the happy ending to your vacation rental search.

Waterfront Wizarding Near Universal's Harry Potter
This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

1-104 Legacy Dunes, Pool View, Close to Disney
First floor, no stairs with a view of the resort swimming pool One bedroom Apartment 1 King Sized Bed 1 Queen Sized Sleeper Sofa Bed Sleeps up to 4 Guests Ground floor, No Stairs One Full Bathroom Roku TV's Living Room and Dining Room Area Screened Patio Area Fully Equipped Kitchen Free Washer and Dryer Heated Outdoor Swimming Pool Free Parking Free Wi-Fi Game Room Tennis Court Playground Gym Gated Community with Security

King Bed, Pool & Gym, Near Parks, Pets allowed
Welcome to our Modern 1-Bedroom, 1-Bathroom Apartment in Orlando! This chic and cozy apartment offers the ideal base for your Florida adventure. It combines comfort with convenience, featuring easy access to nearby theme parks, shopping, and dining options. Relax with resort-style amenities in the charming community. The whole apartment will be yours and NOT shared. Please reach out for potential multi-day discounts.
Popular amenities for Orlando rentals with a pool
House rentals with a pool

Cozy House with Private Pool. Kissimmee/Orlando

Huge pool & Lakeview home | 5 Min Universal

5BR Golf View Penthouse • Near Disney • Luxe Stay!

Harmony | Heated Pool | 10 min Universal & Epic.

Disney Villa Huge Pool/Spa + Game Room Fun!

S3910 | Near Disney Home w/ Pool & Games

10BR Theater Pool Little Mermaid Alice 16295

Retreat w/ Pvt Pool + Summer Kitchen | Intl Drive
Apartment rentals with a pool

Perfect for Two Families • Sleeps 8 • Top Location

The thrill of luxurious living just 15 min/Disney!

202_Magical and Cozy 2BR minutes from Disney

Private Rooftop Suite! No resort fees!

Westgate Palace Resort 2 bedroom

Modern Lake view Condo 1 mile from Disney

3150-303 Condo Resort Water Park Pools near Disney

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

Modern Vacation Home Just Minutes from Disney 8

Clear Lake Retreat: Private pool, lakefront

Relax at the Paradiso Grande Resort

The Disney House • Immersive Rooms • Gaming Lounge

~ Luxe Modern Suite • Heated Pool • 2BR Gem

2 bedroom Balcony King Suite - Lake & Pool view

Charming vacation villa on resort w/private pool

Upstay-Luxury 3BR Home w Private Pool & Games Room
When is the best time to visit Orlando?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $176 SGD | $183 SGD | $181 SGD | $168 SGD | $161 SGD | $183 SGD | $172 SGD | $154 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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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
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