
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.

Harmony | Heated Pool | 10 min Universal & Epic.
Welcome to Harmony House: We want to Be your Host in Orlando! Let us show you why you should book with us: 🏡 1800 ft2 ground floor house 🌇 Top Location 🎢10 Min Universal Studios 🎢13 Min Epic Universe 🏰 20 Min Magic Kingdom 🛍️20 MIn Disney Springs 📺 4 Smart TVs 🛜 Fast WIFI 🧑🍳 Fully equipped kitchen 💻 Dedicated work space 🅿️ Free Onsite parking 🍗BBQ - Outside dining 🏊♀️Heated Private Pool 🗑️Washer & Dryer 👫Kids friendly 🎱⛳️🏓Family games: Pool Table, Golf, Ping PongTable

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

Magical Family Fun House Near Disney Luxury Villa
Experience the Magic of Disney in our Luxury Villa! BBQ Included! Tesla / EV Charging Station! Free Pool Heat! Our private 8 bedroom, 5 bathroom one of a kind pool home is meticulously clean & newly renovated. Newly remodeled kitchen and themed rooms, and richly-appointed spaces include large gathering areas, a bright, professional-grade kitchen, spectacular dining room, 2 walk-out master suites, a home theater & Tesla / EV Charging Station! Sparkling pool and spa. Only 15 miles from Disney

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 overflow 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.

Wonderfull home near Disney & FREE Waterpark 2421
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!

Montego Bay Retreat | 15 Min to Disney
Enjoy a stylish stay in this newly renovated 3-bedroom, 2-bath home, perfect for families and groups of up to 9 guests. Located only 15 minutes (8 miles) from Disney and close to Orlando’s top attractions, restaurants, and shopping. Relax in modern, comfortable spaces after a fun day at the parks. Outdoor grill available for $30/day (gas included). The perfect mix of location, comfort, and convenience for your Florida vacation! ✨

Near Disney/Entire home/Parking/Free Club house
You will love this Gorgeous Townhouse! Minutes from Disney, ideally located in Magic Village community……All Units have unique furnishings, complete kitchens with gas range, living, and dining rooms with vaulted ceilings. Full size laundry room, and extra washroom for entertaining. Outdoor kitchen with & BBQ Grill perfect for Alfresco dining with small gatherings. Heated outdoor Pool and Hot tub (shared).

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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)

3 BR/2BA Home w Private Pool~12 min to Airport!
Welcome to the Oasis! A spacious and stylish POOL home located in a quiet neighborhood in Central Orlando! Enjoy this trendy, cozy & private 3 bedroom, 2 bathroom home that sleeps up to 6 people comfortably. The LARGE backyard is a true sanctuary with lush landscaping, a stunning pool and oversized patio with plenty of space to relax, whine down and enjoy the Florida sun.

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!

Private Pool Home Near Disney | 4BR Sleeps 10
Modern designer home with private pool, perfect for families and groups near Disney. Sleeps 10 in 4 stylish bedrooms and features a chef-style quartz kitchen, elegant dining for 8, spacious living area, and a fun kids’ room. Located in a quiet upscale community just 20–25 minutes from Disney, with easy access to Universal and Orlando’s top attractions.

Vivid Vintage I Stock Tank Pool + Golf & Arcade
Welcome to Our Mid-Century Getaway! No expense was spared, and nearly a year of thoughtful design went into crafting every detail of this 3,800-square-foot CUSTOM-themed retreat. Each room has been METICULOUSLY designed and implemented to create an unforgettable experience for our guests!
Popular amenities for Orlando rentals with a pool
House rentals with a pool

Themed 10-Bedroom | Sleeps 26 w/ Pool & Game Room!

Private Pool Oasis w/Xbox, Fireplace, Projector

Gorgeous 5BR at Encore Resort next to Disney - 305

Modern 4bdr Storey Lake w/themed rooms near disney

Affordable Disney Family Townhome Pool/BBQ/Gym

Waterfront Wizarding Near Universal's Harry Potter

Luxury Home w/ Pool & 6 Beds near Disney

New! Dickie's Dream Reunion
Apartment rentals with a pool

Amaranta/Studio beautiful balcony LAKE VIEW 🫶❤️

Cozy space 5/10 universal & epic

A luxurious living just 15 min/Disney

Beautiful Lake View Condo, Vista Cay-1004

Chic Disney Resort Condo • Pool Access Near Parks

Newly Renovated 3/2 close to Disney parks

A 3BR Resort Style Divine Getaway Near Theme Parks

Disney Retreat
Other holiday rentals with a pool

Themed Rooms, Pool, Theater & Arcade | Sleeps 22

Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ

Bright & Modern Stay Closest to Disney

5961PG-The Best Home Perfect Resort Near Disney

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

COZY Villa w/ Private Pool & Game Room | Kissimmee

Lux 5BR Home, Game Room, 4 Suites & Private Pool

2BR Modern Pet-Friendly Condo 6 mins from Disney
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 | $201 SGD | $200 SGD | $170 SGD | $162 SGD | $184 SGD | $174 SGD | $156 SGD | $149 SGD | $158 SGD | $184 SGD | $193 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 8,500 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
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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
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