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.

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Guest favourite
This spacious backyard features a uniquely-shaped pool surrounded by loungers and umbrellas, perfect for soaking up the sun. Lush greenery and palm trees provide a tropical retreat, while soft evening lighting adds to the serene atmosphere, making it an inviting spot for relaxation.
Home in Orlando
4.95 out of 5 average rating, 96 reviews

Private Pool Oasis w/Xbox, Fireplace, Projector

Discover Orlando from this beautifully remodeled home, perfectly located near Disney, Universal Studios, downtown, and prime shopping. Enjoy the serene private pool with stunning day and night lighting. The home features three stylish bedrooms with private TVs, two modern bathrooms, and a cozy fireplace with a dedicated seating area. Offering a blend of comfort and convenience, this home is your ideal base for an unforgettable Orlando experience. Book your stay to create unforgettable memories!

Top Guest favourite
A heated pool surrounded by lush greenery features a stone ledge and a small waterfall. Hammocks are placed for relaxation. The screened patio allows for unobstructed views of the sunset, creating a tranquil setting. Warm lighting highlights the natural textures of the landscape.
Home in Orlando
4.96 out of 5 average rating, 163 reviews

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

Guest favourite
A modern two-story townhouse is presented, featuring a neatly arranged exterior with orange accents. Each unit showcases a covered patio area with seating, framed by landscaped greenery. A paved path leads to the front door, with designated parking spaces visible in the foreground.
Townhouse in Kissimmee
4.88 out of 5 average rating, 143 reviews

Themed rooms - gated community

Beautiful modern home with 3 full suites and 3 bathrooms — a rare find in the area! Located in the gated community THE HUB, featuring new construction, an American-style kitchen integrated with the TV room, and pet-friendly accommodations (rules apply). The community also offers a swimming pool and a small gym for guests. Guests enjoy: 🕒 24h self check-in 🔐 Unique access code valid only during the stay 🛏️ Linens and towels provided 🐾 Pet-friendly (check rules) 🏊 Community pool & small gym

Guest favourite
Villa in Kissimmee
4.82 out of 5 average rating, 38 reviews

Luxury Townhouse Near Disney | 3BR

Enjoy a brand new, beautifully designed townhouse located in the exclusive Magic Village community, just minutes away from Disney Parks. What you’ll love: • Private patio with outdoor furniture • Free Wi-Fi • Fresh towels & linens • Fully equipped kitchen • BBQ grill (no additional fee) • Free parking (no extra cost) The pool, tennis court and fitness center should pay $100 extra fee per group per day. ✨ Book now and enjoy a memorable stay near the magic!

Guest favourite
Condo in Horizon West
4.94 out of 5 average rating, 53 reviews

2BR Modern Pet-Friendly Condo 6 mins from Disney

This stunning 2-bedroom condo is located in the Palisades Condominiums. Situated in Winter Garden, you'll be just a 6 min drive from Walt Disney World. The condo has beautiful hardwood floors, a newly renovated spacious kitchen, and plenty of natural light. Featuring one King sized bedroom (with a large en suite bathroom), and one Queen sized bedroom, it can host up to 4 guests at a time. Free on site parking and high speed internet access included!

Top Guest favourite
A welcoming living area features a large screen TV mounted on the wall above a stylish cabinet. Comfortable seating options include a brown leather couch and a fabric armchair. Natural light filters through the sheer curtains, while a green plant adds a touch of nature to the space.
Home in Kissimmee
4.89 out of 5 average rating, 129 reviews

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!

Guest favourite
A welcoming living area features a dark brown sofa adorned with decorative pillows in warm tones. Greenery decorates the wall behind the sofa, complemented by a modern lamp. A nearby circular table and chair set add to the inviting space, with natural light filtering through a window.
Apartment in Kissimmee
4.91 out of 5 average rating, 137 reviews

Lush Green Retreat 10 Min to Parks Pets Allowed

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 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Guest favourite
A modern living area is presented with large windows allowing ample natural light. A comfortable gray sofa is complemented by decorative pillows and placed in front of a glass coffee table. Two light-colored armchairs are positioned to the side, alongside a dining area featuring a stylish table.
Home in Kissimmee
4.84 out of 5 average rating, 228 reviews

4420 Le Reve 4BDRM townhouse close to Disney

Our townhouse can accommodate up to 10 people, with 4 bedrooms and 3.5 bathrooms and has a small jacuzzi for you to relax after a long day at the parks or outlets. Our property is only 10 miles to Disney’s theme parks and 15 miles to Universal Studio and major Outlets. It has many restaurants and supermarkets (Walmart, Target, Sam’s Club) nearby. Walmart Superstore is just 0.2 miles or 5 minutes walk.

Top Guest favourite
A dining area on a spacious terrace features a wrought-iron table with seating for six. The table is set with plates, glasses, and utensils, accompanied by a bottle of sparkling wine. A large umbrella provides shade, with distant views of nearby buildings.
Condo in Orlando
4.87 out of 5 average rating, 332 reviews

Sky Terrace Condo with Resort Pool

Escape to our modern 2-bed/2-bath Orlando retreat at The Enclave Hotel, steps from Universal Studios & the Convention Center. This unique condo boasts stunning 270° views from a private wraparound terrace, a full kitchen, and smart TVs. Enjoy hotel amenities like pools, a gym, and tennis courts. Perfect for families or professionals, comfortably fitting 4 guests.

Guest favourite
A private cinema room features plush reclining seats arranged for viewing a large screen. Blue and purple lights create a vibrant atmosphere, while a bar area with stools is visible in the background. The screen displays a scenic landscape, enhancing the entertainment experience.
Home in Kissimmee
4.89 out of 5 average rating, 46 reviews

No Airbnb Fee | Luxury 7BR w/ Cinema & EV Charger!

**We offer a FREE EV Charger! We know that this may be a lot to read, but we suggest that you read everything and ask any questions you may have to see if it really is the right place for you and your group! :) Transparency and communication is very important to us! We want to make it clear, that we are here available, for any questions or suggestions.

Guest favourite
Home in Clermont
5 out of 5 average rating, 5 reviews

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.

Guest favourite
The spacious living area features a comfortable gray couch adorned with vibrant cushions, complemented by two small tables. A large window provides natural light and a view of the outdoor area with a barbecue and pool, while a wall-mounted TV offers entertainment options.
Townhouse in Kissimmee
4.89 out of 5 average rating, 286 reviews

Luxurious Dream 4/3 Bedroom Home w/private Pool

Located a short 15 minute drive to Disney, this luxury design inspired 4 bedroom, 3.5 bath is perfect for a family, multi family or romantic weekend away with your favourite person.

Popular amenities for Orlando rentals with a pool

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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 $14 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 1,930 rentals that welcome pets

  • Rentals with dedicated workspaces

    4,740 properties have a dedicated workspace

  • Wi-Fi availability

    8,320 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 Dr. Phillips Center for the Performing Arts

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