Vacation rentals with a pool in Orlando

4.89 out of 5 average rating, 27 reviews

Apartment in Orlando

Epic stay at Vista Cay!

This 2-bedroom, 2-bathroom apartment at Vista Cay Resort, Orlando, offers an exceptional location for enjoying the best of the city. Just minutes from Orlando International Airport and Walt Disney World, it provides unparalleled convenience for both travelers and residents. Additionally, its proximity to the Convention Center, Universal Studios, SeaWorld, and International Drive grants easy access to major attractions, dining, and shopping, offering a complete experience in the heart of Orlando.

4.91 out of 5 average rating, 154 reviews

Home in Davenport

Magical Pool Villa-close to Disney Game/movie Room

The whole family will have fun in our Magical Disney Home where the Magic of Mickey Mouse,Toy Story, Frozen and Minion bedrooms with Sensor Songs when you walk in each room, uv and Led lights.Color changing Led lights in pool + bbq area, loungers for sun tanning.This Villa has Disney Hand UV light Painted by a local artist and a Game room with air hockey arcade, your children will feel the Magic as soon as they walk in the home, from smell to sound to sight This is it!Your Magical Dream Vacation

Home in Colonialtown South

A spacious private pool is enclosed by a screened structure, featuring a basketball hoop at one end. The crystal-clear water is surrounded by a concrete deck, while colorful flags decorate the fencing, adding a friendly vibe to the outdoor space.

4.96 out of 5 average rating, 164 reviews

Private pool home near Downtown

Thorton Park home embracing the "Florida lifestyle" with private backyard! This two bedroom and one bathroom home has a full kitchen and is best suited for up to five guests. Enjoy your large private pool surrounded by fenced in backyard and tropical plants. Just outside of your "new oasis", feel free to walk, bicycle or scooter to nearby eateries, Downtown Orlando and Lake Eola Park. Or take a short drive to The Kia Center, Dr. Philips Center, Camping World and Inter&Co Stadiums and much more!

A screened-in pool area features a clear blue pool with floatation devices, surrounded by a sunlit deck. A Tiki bar with seating stands to one side, while lounge chairs are arranged along the edge. Lush greenery is visible beyond the enclosure.

4.95 out of 5 average rating, 119 reviews

Disney Retreat | Huge Pool with Spa | 2 King beds

Don’t leave that Disney Magic at the parks - experience it by coming home to your spacious 5 BR with 2 King suites, 3.5 baths, and newly renovated design. The high ceilings and open floor plan make it perfect for family time, while the private backyard oasis, complete with a pool and spa (heating optional) and Tiki Bar, offers a great space for relaxation. The themed bedrooms, including Star Wars, Frozen, and Mickey & Minnie, add a fun and whimsical touch that’s perfect for guests of all ages.

4.99 out of 5 average rating, 190 reviews

A themed kitchenette features a bamboo bar with high seating and colorful pendant lighting. The walls are adorned with tribal art and shelves hold various artifacts. Kitchen appliances, including a refrigerator and counter space, reflect a blend of modern convenience and cultural decor.

Cottage in Kissimmee

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!!

4.96 out of 5 average rating, 111 reviews

The exterior of the house showcases a striking blend of wood and stone finishes, featuring large windows that illuminate the interior. An expansive, clear blue pool reflects the sky, with a bridge extending over the water leading to the main entrance.

Villa in Orlando

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!

Home in Buenaventura Lakes

A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.

4.96 out of 5 average rating, 115 reviews

Villa Resort Club

VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.

4.69 out of 5 average rating, 29 reviews

5Star Fantastic Disney Villa – Pool, Movie Theater

Appx. 5 min from Disney World parks, & close to all other theme parks & Convention Center (with daily free shuttles to/from theme parks and malls). Stunning 6 bed/5 baths 5 star Home with Top Resort type amenities, and private backyard pool/hot tub/ and gaming room. We have 2 exclusives themed rooms WHICH are A KID'S DREAM! This is professionally decorated and includes top quality mattresses, furnishings, fully equipped, large flat screen TV's in all bedrooms.

A grand living area showcases a striking stone wall adorned with an extensive collection of framed artwork. Soft seating is arranged around a fireplace, providing a cozy yet elegant atmosphere. A staircase leads to the upper level, while rich drapery frames the large windows, allowing natural light to flow in.

4.95 out of 5 average rating, 198 reviews

Waterfront Wizarding Near Universal's Harry Potter

This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

4.92 out of 5 average rating, 133 reviews

A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.

Villa in Sunridge Woods

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

5 out of 5 average rating, 5 reviews

6BR 3.5BA Family Vacation Home

Welcome to your perfect Florida getaway! This modern and spacious 6-bedroom, 3.5-bathroom home in Kissimmee is just minutes from Disney parks and top Orlando attractions. Designed for families and large groups, it comfortably accommodates up to 14 guests. Enjoy stylish living areas, a fun playroom, and thoughtfully designed bedrooms—everything you need for a relaxing, unforgettable vacation.

A serene pool area is surrounded by lush landscaping and tall palm trees, with sunlight glistening on the clear water. The pool features a gentle curve, and a white fence encloses the backyard, providing privacy and a sense of tranquility.

4.86 out of 5 average rating, 163 reviews

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.

Popular amenities for Orlando rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 44 reviews

Private pool Minutes to Disney 4br/2ba,7 bd

The exterior of the home is showcased with a well-maintained front yard featuring palm trees. A stone-accented facade complements the two-car garage adorned with wooden doors. A welcoming front entryway is visible near the landscaped pathway.

4.8 out of 5 average rating, 30 reviews

9001-WW Amazing Home w/ Private Pool near Disney

A modern living space blends comfort and style, featuring a plush sectional sofa with decorative pillows and a sleek coffee table. A large flat-screen TV is mounted on the wall, and natural light streams through expansive windows. An open layout connects the living area to the kitchen-dining space.

4.97 out of 5 average rating, 86 reviews

Beautifully Renovated, Centrally Located Pool Home

An inviting pool area is visible within a screened enclosure, featuring turquoise water and tile accents. Lounge chairs are arranged nearby, immersed in greenery. Adjacent is a view of a spacious backyard showcasing a custom mini golf course and landscaped areas, all designed for enjoyment.

4.89 out of 5 average rating, 111 reviews

Mini golf course, 1 mile to Universal, Pool

A sparkling pool is seen surrounded by a spacious patio, featuring a white covered area with comfortable seating. A hammock hangs nearby, offering a shaded space for relaxation. The pool water glimmers under natural light, enhancing the serene atmosphere of the outdoor area.

5 out of 5 average rating, 61 reviews

Swim & Chill Hideaway | Heated Pool + Fire Pit

4.86 out of 5 average rating, 98 reviews

4m Disney, Sun All Day, Golf, Pool• Spa• Games

An inviting pool area features a screened enclosure that allows natural light while providing a sense of privacy. To the right, a cinema room showcases comfortable seating and a large screen, surrounded by colorful Mario-themed decor, creating a playful ambiance perfect for family entertainment.

4.89 out of 5 average rating, 65 reviews

2362 SW 6BD - Amazing Sunny Pool - Near Disney

A private pool area features a crystal-clear pool, complemented by a spa and surrounded by paving stones. Lush palm trees are visible on the sides, and views of the golf course stretch in the background, creating a serene atmosphere for relaxation.

4.88 out of 5 average rating, 80 reviews

Luxury 4 Bedroom Home - Resort Access! Disney!

Condo rentals with a pool

4.97 out of 5 average rating, 244 reviews

Perfect for Two Families • Sleeps 8 • Top Location

A bright living space is showcased, featuring a circular dining table set with four plates. A comfortable teal seating area is arranged against the wall, complemented by a nature-inspired wall art piece and greenery. Large glass doors provide a view of the outdoors and invite natural light.

4.86 out of 5 average rating, 135 reviews

Stylish Condo 20 mins to Disney/King Bed

A bright bedroom is presented, featuring a spacious bed with crisp white linens and a decorative orange pillow. Soft overhead lighting highlights the warm tones of the wooden headboard. The room includes an ensuite bathroom, visible through an open door, enhancing accessibility.

4.9 out of 5 average rating, 535 reviews

Westgate Palace Resort 2 bedroom

A sparkling pool is framed by lush palm trees and lounge chairs, inviting guests to relax. The cheerful two-story building in the background features vibrant blue-green accents and large windows, complementing the clear sky above.

4.93 out of 5 average rating, 123 reviews

Modern, spacious, and relaxing!

4.94 out of 5 average rating, 125 reviews

Modern Lake view Condo 1 mile from Disney

A balcony is depicted with four cushioned chairs arranged around a small table. The railing provides a view of a serene landscape with water and greenery in the background. Light fabric drapes softly from the sliding door frame.

4.92 out of 5 average rating, 142 reviews

Modern Condo with Lake View Near Disney 3151

4.91 out of 5 average rating, 174 reviews

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

The living area is brightened by large windows offering views over the lake. A comfortable sofa and seating area complement a dining table set for six. A television is positioned adjacent to a ceiling fan, creating a welcoming space for relaxation and dining.

4.95 out of 5 average rating, 222 reviews

Bird’s-Eye View! 2bd/2 King/2Bath Disney Area

Other vacation rentals with a pool

4.93 out of 5 average rating, 57 reviews

A galaxy-themed home theater is equipped with reclining leather chairs and plush bean bag seating. Colorful LED lighting creates an immersive ambiance, while a large screen displays a scene of a tropical beach. The walls are adorned with painted stars and planets.

Home in Davenport

7 BR Galactic Favorite Davenport

5 out of 5 average rating, 19 reviews

Magic Stay near Disney

5 out of 5 average rating, 3 reviews

Apartment in Orlando

Cozy 1BR Suite w/ Full Kitchen & Pool Access

Villa in Highlands Reserve

The exterior of a Mediterranean-style villa is shown, featuring a spacious front yard with landscaped greenery. A brick driveway leads to a two-car garage. Golf course views are visible in the background, highlighting the peaceful surroundings of the property.

4.94 out of 5 average rating, 68 reviews

Executive Disney Home on Highlands Reserve

4.93 out of 5 average rating, 74 reviews

A single-story residence features a neat brick driveway leading to a two-car garage. Lush green landscaping includes palm trees and colorful plants, enhancing the curb appeal. The front porch is inviting, with symmetrical windows framing the entrance under a gently sloped roof.

Villa in Loma del Sol

Luxury 4 Bedrooms, 3.5 Bathrooms with pool.

5 out of 5 average rating, 21 reviews

The exterior of the villa features a well-maintained landscape with green grass and palm trees. The home has a light green facade, a two-car garage, and arched windows lending a welcoming appearance under a clear blue sky.

Villa in Clermont

Sunset Paradise Villa in Orlando, Disney area.

5 out of 5 average rating, 16 reviews

New! Epic Dream House with Pool

An inviting private pool area is shown within a screened enclosure, featuring clear blue water and a rounded pool shape. Comfortable outdoor seating is placed beside the pool, with lush greenery decoratively lining the wall, enhancing the tranquil space.