
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.

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!

Disney Luxury Townhouse 2B Hot Tub/ No Resort Fees
Modern two master bedrooms and 2.5 Bath.Townhouse with Tile and Vinyl plank floors ( not carpet) at La Encantada Resort! Exclusive and gated at Disney area and all the attractions. Beautifully furnished. comfortable living room with a sofa bed, open dinning area and private oversized screened patio/lanai with Hot Tub. Full access to all the amenities: 2 heated pools, arcade room, fishing pond, and more! 10 min drive to Orlando attractions and 15 minute drive to famous Orlando shopping Outlets

🕶Your Private Terrace In The Sky🕶 Great Views
Great location for Universal Studios and EPIC, the Convention Center and amazing restaurants. This beautiful 2/2 apartment isone of the nicest at The Enclave Hotel & Suites. Relax on your own spacious private terrace while enjoying 270° views over Universal Studios, International Drive and the Orlando Eye. Newly renovated with Granite and travertine throughout. Stainless steel appliances and oversized smart TVs. Hotel amenities include indoor and outdoor pools, tennis, food court, pub and gym.

Neverland Found-Minutes from Disney Free Waterpark
Welcome to Neverland Found! This unique property inspires us to never grow up with themed rooms of Peter Pan, The Lost Boys, and Tinkerbell. Our home has 2 Master Suites, a fully equipped kitchen, 5 bedrooms, 5 baths, pool and spa, Pirates of the Caribbean game room, and loft area. Our home is located in the resort community of Storey Lake with access to multiple clubhouses and pools and all of it's amenities. Located within minutes of the theme parks & attractions that Orlando has to offer.

Orlando Disney Premium Home in Resort & Lake View!
Renewed house in Resort with fantastic lake view and an Amazing Clubhouse. (NO resort fees) | 1 min | Old Town Kissimmee | 3 min | Publix® | 3 min | McDonald's®, Wendy's®, Miller's Ale House® and much more | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | Premium Outlet® I-4 | 9 min | DISNEY® AREA (All Parks) | 10 min | ESPN Sports | 10 min | Convention Center | 14 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 60 min | Bush Garden's® | 95 min | Sarasota & Clearwater

15 minutes from Disney Luxury Retreat at Reunion
Relax after a magical day at Disney or Universal. Welcome to Reunion Luxury Retreat, experience the perfect blend of luxury comfort, and privacy in this elegant villa, located within the exclusive gate community of Reunion Village, just minutes from Orlando's world-famous theme parks. Our Home offers everything you need for an unforgettable stay. 4 spacious bedrooms, 5 different pools in our resort. Gate community with 24-7 security. Fast wifi , smart TV, fully equipped kitchen.

5BD Windsor Island Near Disney (WI 1201)
We welcome You to our BRAND NEW beautiful & cozy 5 bed / 5.5 bath with Private Pool + Spa home with all the amenities necessary for your family and friends to spend a precious and memorable vacation in Orlando. House is BRAND NEW and built inside the BRAND NEW Windsor Island Resort. This home is the perfect spot to relax or extend your fun after a full day theme park visit, golfing or shopping trip. Just kick back and enjoy your own private oasis!

Cozy 2Bed Boho Hideaway 10 Min to Parks Allows Pet
Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 8 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

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)

Home 6 BDR at Solara Resort/Private Pool LED
The Space * Accommodates: 16 * Bedrooms: 6 * Bathrooms: 4.5 * Property type: Luxury Villa * Location: Solara Resort * ONLY 0.2 miles away from The Clubhouse! * 12 miles from Magic Kingdom * 8 miles from Animal Kingdom * 16 miles from SeaWorld * 21 miles from Universal Studios * Property and resort close to the US 27 highway where some restaurants, market, gas station, pharmacies are located.

Sunny Lake Escape | Pool, Game Resort | Nr Disney
• Stunning lake-view home in Solterra Resort near Disney • South-facing private screened pool with large pool deck • Sleeps 14 | 6 bedrooms | 5 bathrooms • Large upstairs movie room with 100-inch projector • NBA-themed game room with pool table & arcade games • Home office with desk, sofa & TV • Two bedrooms downstairs – great for families • 🎁 Complimentary welcome pack of goodies on arrival

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

Harmony | Heated Pool | 10 min Universal & Epic.

6Bd/ 4.5 Ba Sleeps 16! Solara Resort (9198 SC)

Game Room, Themes, View of Fireworks, Dogs OK

Luxury Home w/ Pool & 6 Beds near Disney

ECR313 Resort Style Mansion + Pool/Spa/Theater/Gym

5866PG-The Best Home and Location Near Disney

Spacious 4-Bedroom Home with Private Pool

Pet-Friendly Heated Pool with Mini Golf Disney
Apartment rentals with a pool

P-Gated Resort-5 miles to Disney-2 FREE Water Park

202_Magical and Cozy 2BR minutes from Disney

Disney Area Updated Lakefront Resort Condo 2 POOLS

Private Rooftop Suite! No resort fees!

VCR4-404 Reserve Deluxe Condos - Beautifully Decor

Modern Condo with Lake View Near Disney 3151

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

*Sunset Perch: Views, Reunion Resort, XBox, 2Pools
Other holiday rentals with a pool

6BR 3.5BA Family Vacation Home

Lakeside Palm Escape

Beautifully Renovated, Centrally Located Pool Home

Epic Universe Vacation Condo, Vista Cay - 2017

NEW House Magic Orlando close to Disney

New Themed home w/pool in Margaritaville Poco Loco

Disney 10 Min • Universal 20 Min • Pool Home

Unique Lake Condo- TOP location!
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 | $182 SGD | $181 SGD | $168 SGD | $160 SGD | $182 SGD | $172 SGD | $154 SGD | $147 SGD | $156 SGD | $182 SGD | $191 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
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- Orlando / Kissimmee KOA
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