Orlando is a world-renowned vacation destination—and with good reason. From theme parks to lush green golf courses, and world-class restaurants to shopping outlets, Orlando offers something for everyone. Whether you’re looking for a thrilling family adventure or a romantic getaway, you can find it in Orlando. Spend days exploring the many theme parks and nights soaking up the vibrant nightlife scene. For outdoor adventurers, Orlando has endless opportunities for fishing, cycling and hiking. Whatever your dream vacation looks like, you can make it happen here and these Orlando Airbnbs with a pool put you close to everything.
Photo: Airbnb
Top Orlando Airbnbs With a Pool for the Ultimate Florida Getaway
Traveling to Orlando, Universal Studios, or Disney World? Check out Matador’s guides to the best places to stay in the area:
- 8 of the coolest Airbnbs near Disney World, Florida
- 15 beautiful Florida Airbnbs for every type of traveler
- 6 Kissimmee Airbnbs for a multi-generational family Disney trip
- Bookend your Disney trip at these beautiful Orlando airport hotels
- The best 11 Airbnbs near Universal Studios
- 10 family-friendly Orlando resorts minutes from all major theme parks
- These downtown Orlando hotels put you near the best of the city center
- These Airbnbs put you a stone’s throw from Peppa Pig Theme Park
We hope you love the Orlando Airbnbs with a pool we recommend! Just so you know, Matador may collect a small commission from the links on this page if you decide to book a stay. Listed prices are accurate as of the time of publication.
High-rise loft Airbnb in downtown Orlando
Experience the best of luxury living in this high-rise unit. Boasting an open floor plan with over 1000 square feet, sit back and relax on the furnished balcony overlooking Church Street to enjoy meals with friends. Inside, you’ll find an upscale living room complete with a comfortable couch and 65-inch flat screen, perfect for business travelers also seeking workspace options with a laptop and second screen. Take advantage of the stunning rooftop pool that’s 40 feet long or take a trip to the 24/7 exercise rooms found on the 11th floor to get fit while in Orlando.
Four guests, two bedrooms
Price: $307 per night
Wonderful downtown Orlando apartment with pool
Enjoy the ultimate stay in Orlando at this centrally-located property with a pool and parking included. This beautiful two-bedroom, two-bathroom unit offers plenty of indoor amenities, stunning city views, and easy access to the airport, Disney World, Universal Studios, shopping, restaurants, hospitals, universities and nearby nightlife. Featuring two king-size beds, two full bathrooms, free parking, and a balcony with views of the city below—this is the perfect home away from home for travelers, professionals, sports fans and vacationers alike.
Six guests, two bedrooms
Price: $264 per night
Trendy Airbnb by Lake Eola
Relish in the modern experience of this spectacular one-bedroom and one-bathroom suite. Enjoy plenty of space and all the necessary amenities, like Netflix on every TV, high-speed internet, air conditioning, and a private patio with seating that’s perfect for your morning coffee. The stunning kitchenette comes fully stocked with a fridge, freezer, cooktop, drinkware, flatware, dinnerware, and coffee. The queen size bed is luxuriously outfitted with linens and a down comforter; conveniently located close to the ensuite bathroom featuring a Flush Bidet and Graff shower head. Wherever you go in Orlando—whether it be to Amway Center or Lake Eola—you’re sure to have an amazing time thanks to the nearby restaurants, bars, venues and great amenities like a pool and gym. Plus free parking for one vehicle ensures your stay is as hassle-free as possible—and don’t forget Homescape Luxury Homes’ full concierge services at your disposal.
Four guests, one bedroom
Price: $239 per night
Prime Airbnb in downtown Orlando
Located in the heart of downtown Orlando, this special place is close to it all. Take in the breathtaking views from the balcony or step outside and explore the art, culture and nightlife that the city has to offer. With easy access to the airport, Disney World, Universal Studios, shopping centers, restaurants, hospitals and universities—along with plenty of indoor amenities—this is an ideal stay for travelers, professionals, sports lovers, families and vacationers alike.
Six guests, two bedrooms
Price: $500 per night
Smart-home Airbnb with private luxury pool
This custom-made backyard can’t be found anywhere else. Our calendar is updated in real-time and all nightly rates are accurately displayed—simply enter your desired dates and click ‘Book Now!’ Every guest will receive a complimentary gift basket with snacks upon arrival. Centrally located in College Park, the house is just five minutes away from downtown and three minutes away from Winter Park—17 minutes from Universal Studios. It boasts a salt pool with dual pumps, three bedrooms (one king bed, two queen beds, and two full beds), a fully functional kitchen with restaurant-style table booth seating, a 10-foot tall waterfall spilling over the bar stools at the eight-person hot tub swim-up bar, commercial outdoor kitchen complete with gas grill, bar fridge and ice machine, fiber optic lights in the countertop, regular wood fire pit and speakers throughout indoors and outdoors.
Ten guests, three bedrooms
Price: $342 per night
Downtown Orlando Airbnb with pool and parking
This centrally-located Airbnb comes complete with a pool and parking included. The brand-new two-bedroom unit features king-size beds and two large bathrooms, accommodating up to six guests. There’s plenty of closet space, with separate bathrooms for added convenience. Take in beautiful city views from the area, with easy access to the airport, Disney World, Universal Studios, shopping centers, local restaurants, hospitals, universities, and downtown nightlife—all with the added benefit of plenty of indoor amenities. Perfect for travelers, professionals, sports lovers, families, and vacationers alike.
Six guests, two bedrooms
Price: $245 per night
Large historic home with pool near downtown
Surrounded by ancient oak trees, lakes, and walkable parks, this Spanish Mission promises a peaceful and biophilic escape. The property has four bedrooms with 2.5 bathrooms to accommodate your group. The primary room features a generous walk-in closet and balcony, while two guest bedrooms and an office ensure plenty of space for everyone. Upstairs, two bathrooms are equipped with a shower and tub respectively, while a half bathroom is situated on the first floor. There’s also a living room, dining room, kitchen, bar room (great for entertaining!), private pool area with heated pool and jacuzzi, plus a convenient laundry room.
Six guests, three bedrooms
Price: $350 per night
Luxury nine-bedroom Airbnb with pool and game room
Revel in the magical world of Disney with this spacious 9-bedroom, 8-bathroom retreat that sleeps up to 24 people. It’s ideal for large family reunions and corporate retreats. Brand new and located at Windsor Island Resort, you’re just 10 minutes away from Walt Disney World. This incredible villa features 4 themed rooms, a game room, and a private pool, granting convenient access to all four of Disney’s theme parks. Unforgettable memories await in the heart of Orlando.
Twenty-four guests, nine bedrooms
Price: $365 per night
Disney Palms Airbnb with pool
Enjoy all the comforts of home just 10 miles away from Disney World. This private luxury retreat includes 5 master suites (one on the main floor for accessibility), 3,800 sq ft of living space, and a private pool with heating included. Indoor game rooms provide plenty of entertainment, complete with a foosball table, hockey table, Xbox game station, wet bar, and brand-new pool table. The custom kitchen is open to the living room and overlooks the pool and gorgeous Arnold Palmer Golf Course—with no background neighbors in sight. Experience Reunion Resort’s gated luxury within quiet and serene surroundings. Watch the sunrise and sunset from your south-facing pool while you BBQ with friends.
Thirteen guests, five bedrooms
Price: $446 per night
’Key West’ lakehouse Airbnb near Orlando and Disney
Discover a hidden gem in the heart of Orlando in this large and spacious home built in 2017, bringing you all the creature comforts you could ask for. Enjoy the heated spa, private pool, and gorgeous landscaping that rivals exclusive resorts—all just 13 miles away from Disney attractions. It’s conveniently located close to Universal, downtown Orlando, and all sorts of fun activities for the whole family. The house may appear unassuming from the road but venture through the gate for a truly special vacation experience.
Eight guests, three bedrooms
Price: $300 per night