
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.

Orlando Poolside Oasis
Welcome to the Orlando Poolside Oasis!! This property is located in a quiet suburb of Orlando, with easy access to both theme parks and the beaches. This 3 bedroom 2 bathroom pool home will allow you to vacation in comfort and style. We have recently completed many upgrades to the property, including a newly renovated kitchen and bathrooms. We hope you love this property as much as we do! The home is also very baby friendly (crib upon request, stroller, baby bath,etc)!We can’t wait to host you!😊

PentHouse Suite with 2X View
Located at the gates of Walt Disney World, this Awesome PentHouse Suite offers easy access to area theme parks, and entertainment venues in the surrounding area, including Walt Disney World, Universal Studios, Sea-world, Legoland + Amazing Restaurants, Shopping and many more. Best of all wonderful views with 2 Large Balcony's, 1 for Sunrise @ East Side and 1 for Sunset @ West side overlooking Disney World with amazing fireworks every night, Enjoy! **Security camera for safety @ Entry door only!

Mickey's Lakefront Villa at Sunset Lakes
Updated Pics Dec 2024. We have no gas burning appliances. We abide by the AirBnB enhanced cleaning protocol. We want our guests to be happy, healthy and safe in their home away from home. Please see house rules. Located in beautiful Sunset Lakes – it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickey’s Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.

Near Disney Gated LakeView Pvt Heated Pool
LIMITED PROMOTION! FREE CLEANING FOR BOOKING 2 WKS OR MORE! LOWEST CLEANING FEE! Military dscnts. New Pool Heatr, Dolby ATMOS, 65" LED TV w/ Airplay. Remote office setup. Sunset Lakes a secure gated comnty ~12 min from Disney & other parks. Villa offers Lake View pvt pool, gorgeous sunset, Playroom, Fishing dock. Fully furnished, sparkling clean w/ 5 bds - 1 King, 2 Qns, 2 Twin beds w/ 3 baths, kitchen & lndry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

Cozy Disney Oasis Pool Home 10 Mins from Parks!
Our charming, pet-friendly home is located in the prime area of Kissimmee, Florida. Your family will be close to Disney parks, restaurants, Old Town, and Downtown Disney. Just bring your bag—we have everything you need! Settle into our fully equipped home, thoughtfully designed to create lasting memories with family and friends. Enjoy the Florida weather by cooling off in our open-air pool or grilling by the poolside lounges. Relax in our airy bedrooms, including Mickey and Minnie themed rooms!

Amazing Blue Private Pool • 4BR House Near Disney
🏡 Spacious 4BR Home w/ Private Pool – 🐶 Pet-Friendly (Upon Approval) & 15 Min to Disney! Enjoy your well-deserved vacation in this family-friendly 4BR home with a private pool just for you! After an exciting day at the parks, unwind in your own backyard oasis. 🚗 Prime Location: ⭐ 15 min – Disney Parks ⭐ 20 min – SeaWorld, Disney Springs, Margaritaville ⭐ 20-25 min – Universal / Epic Universe & SeaWorld ⭐ 30 min – Orlando Intl Airport (MCO) ✨ Book now for the perfect Orlando getaway! 🎢🏡

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!

Stylish Villa Private Pool-SPA Near Parks Disney!
Stylish villa 4 bed/3 bath family home with private facing pool & SPA, living room, family room, kitchen, breakfast bar, dining table, a game room, Wi-Fi, smart TVs, wheelchair accessible, close to the parks, shops, and restaurants, Pool & SPA heater at additional cost, located at Glenbrook community. We have it all and much more to enjoy. The pool & SPA heater fee is $25 (USD) per day. The BBQ grill is an additional $45 (USD) charge for the whole stay, including 1 propane gas and cleaning.

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!

Historic lakefront guesthouse
Relax and enjoy the serenity of this historic guesthouse with large grounds and a beautiful lake. Start out your day with a cup of your favorite coffee out on the balcony or shoreside, watching the sun reflect off the lake and listening to nature. Then take out a kayak or paddle board for a bit of cardio before heading out to the parks, or enjoy some of Orlando’s hidden secrets for a bit of local fun.

Premium 6 BD/ 6.5 BA Encore at Reunion (7514 MA)
• Resort: Encore At Reunion • THERE IS NO ACCESS TO RESORT AMENITIES • 6 Bedrooms/ 6.5 Bathrooms/ Sleeps 14 • Disney World® (7.5 mi) SeaWorld (17.4 mi) • Convention Center (8.2 mi) ICON Park (16.4 mi) • Universal Studios (18.7 mi) Epic Universe (16.4 mi) • Location: Marker Ave, Kissimmee FL 34747
Popular amenities for Orlando rentals with a pool
House rentals with a pool

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

Cozy House with Private Pool. Kissimmee/Orlando

Beautifully Renovated, Centrally Located Pool Home

New Luxury Home in Windsor Cay with Private Pool

Epic Home-FREE Water Park/Disney/South Facing Pool

8615 Vacation Oasis House Private Pool Grill

Adult Luxury - Magic for Families!

The Eights House by Disney. Themed Island Dream
Condo rentals with a pool

Stylish Condo 20 mins to Disney/King Bed

Marriott Sabal Palms 2BD Villa

Private Rooftop Suite! No resort fees!

VCR2-108 Deluxe New Apartment - Convention Center

1-104 Legacy Dunes, Pool View, Close to Disney

Modern Condo with Lake View Near Disney 3151

Lakefront Resort Condo near Disney and Universal

2BR 19th-Floor - Lake + Rockets + Disney Fireworks
Other holiday rentals with a pool

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

The Cozy Nook

Charming King Suite, Near Universal & Pet-Friendly

Deluxe condominium on the golf course. 2 bedrooms

Modern Condo: 10 Min to Disney + Fireworks Views!

Home, Private Pool, 10 min to Disney, 3 BR/2 Baths

VillaLumine•PrvtPool•Heater•Aesthetic•NearDisney

Bright Modern Townhome Retreat
When is the best time to visit Orlando?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $238 NZD | $247 NZD | $245 NZD | $228 NZD | $217 NZD | $247 NZD | $233 NZD | $209 NZD | $200 NZD | $212 NZD | $247 NZD | $259 NZD |
| 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 $17 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 1,880 rentals that welcome pets

Rentals with dedicated workspaces
4,730 properties have a dedicated workspace

Wi-Fi availability
7,930 of Orlando holiday 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 Kia Center
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