Vacation rentals with a pool in Orlando

4.96 out of 5 average rating, 196 reviews

The expansive lake is showcased during sunset, reflecting vibrant colors in the sky. Surrounding greenery adds a natural touch, while a dock extends into the water, offering a serene view of the landscape. Soft light illuminates the pathway along the lake's edge.

Hotel room in Orlando

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!

4.97 out of 5 average rating, 87 reviews

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.

Home in Orlando

Beautifully Renovated, Centrally Located Pool Home

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!

An inviting pool area is framed by a screened enclosure, revealing beautiful water views at sunset. Soft lighting enhances the relaxing atmosphere, with lounge seating positioned nearby for comfort. The tranquil setting is ideal for unwinding and enjoying outdoor moments by the pool.

4.96 out of 5 average rating, 335 reviews

Game Room/HeatedPool/Piano Upscale Waterfront Home

Welcome to one-of-a-kind upscale contemporary waterfront oasis, where luxury meets comfort. This stunning house is nestled in a tranquil neighborhood, just moments away from the airport and all the attractions you desire. Step inside to find a beautifully renovated space: fully equipped open kitchen, game room, gym, pool table, grand piano etc Outside: private screened in heated pool($20/night heating fee)with breathtaking waterviews, patio equipped with grill, dining table, ping pong and more!

4.86 out of 5 average rating, 198 reviews

A private pool is framed by a screened enclosure, featuring a gentle waterfall and bordered by comfortable lounge chairs. The serene lake view is visible beyond the pool, complemented by lush greenery lining the shore.

Villa in Kissimmee

Near Disney Gated LakeView Pvt Heated Pool

LIMITED PROMOTION! FREE CLEANING FOR BOOKING 2 WKS OR MORE! LOWEST CLEANING FEE! Military dscnts. New Pool Heatr, Dolby ATMOS, 65" LED TV w/ Airplay. Remote office setup. Sunset Lakes a secure gated comnty ~12 min from Disney & other parks. Villa offers Lake View pvt pool, gorgeous sunset, Playroom, Fishing dock. Fully furnished, sparkling clean w/ 5 bds - 1 King, 2 Qns, 2 Twin beds w/ 3 baths, kitchen & lndry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

A spacious living area features a comfortable dark gray sofa and a stylish coffee table, surrounded by neutral decor. A large flat-screen TV is positioned on a modern console against a bright wall, while natural light fills the space through multiple windows.

4.97 out of 5 average rating, 175 reviews

Cozy Disney Oasis Pool Home 10 Mins from Parks!

Our charming, pet-friendly home is located in the prime area of Kissimmee, Florida. Your family will be close to Disney parks, restaurants, Old Town, and Downtown Disney. Just bring your bag—we have everything you need! Settle into our fully equipped home, thoughtfully designed to create lasting memories with family and friends. Enjoy the Florida weather by cooling off in our open-air pool or grilling by the poolside lounges. Relax in our airy bedrooms, including Mickey and Minnie themed rooms!

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, 119 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.

4.91 out of 5 average rating, 231 reviews

A spacious outdoor pool area is highlighted by a private sparkling pool surrounded by a sunbathing deck. Modern outdoor furniture, including a dining table and lounge seating, is arranged for relaxation. A grill is visible, perfect for outdoor cooking under an inviting sunshade.

Home in Orlando

Amazing Pool • Huge Yard • 5 Min Universal

Welcome to your Orlando Family Oasis! Just 5 min to Universal, 15 min to Disney, and 10 min to Epic Universe. Enjoy a heated pool, huge backyard, outdoor grill, and plenty of space to relax after the parks. This comfortable 4BR/3BA home is perfect for families and groups. Modern living, a fully equipped kitchen, and an unbeatable location make this the ideal base for your Orlando getaway! This property offers both excitement and relaxation in one incredible package.

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.

4.96 out of 5 average rating, 201 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.

4.98 out of 5 average rating, 123 reviews

A spacious themed room is depicted, featuring an imaginative design with a dark, cosmic ceiling. The room includes a large blue slide and a staircase, adjacent to cozy bean bag chairs for seating. Colorful space-themed murals enhance the playful atmosphere.

Villa in Kissimmee

4mi to Disney | Games | Private Pool

Get ready to make memories of a lifetime just over 3 miles to Disney when you stay at this newly renovated Star Wars and Lego-themed private pool villa. Located in Formosa Gardens Estates, a prestigious gated community, our home is professionally furnished with multigenerational families in mind and can comfortably sleep up to 15 guests. After a trip to the parks, enjoy a refreshing dip in the private pool and rest those tired feet in the spa.

4.91 out of 5 average rating, 155 reviews

An outdoor space features a heated pool and a hot tub, surrounded by stone masonry. A custom bar, crafted from wood, is visible alongside tropical plants. Two built-in TVs are fitted above the bar area, enhancing the outdoor living experience.

Home in Orlando

Stunning Orlando Getaway w/Spa & Heated Pool

The whole group will enjoy easy access to everything from this centrally located Orlando location. This 1950s beautifully designed space has all modern amenities with an amazing outdoor living space. Located in College Park situated close to many amenities Orlando has to offer. Only 9 Minutes to downtown Orlando or 15 Minutes to Universal. The Acre & The Cottage Wedding venues are both within Walking Distance. Dubsdread is only 4 Minutes Away.

Superhost

The image showcases a resort swimming pool surrounded by lush greenery and palm trees. The clear blue water reflects the evening sky, while lounge chairs and colorful umbrellas are visible in the background, creating a serene and inviting outdoor environment.

4.84 out of 5 average rating, 153 reviews

1-104 Legacy Dunes, Pool View, Close to Disney

First floor, no stairs with a view of the resort swimming pool One bedroom Apartment 1 King Sized Bed 1 Queen Sized Sleeper Sofa Bed Sleeps up to 4 Guests Ground floor, No Stairs One Full Bathroom Roku TV's Living Room and Dining Room Area Screened Patio Area Fully Equipped Kitchen Free Washer and Dryer Heated Outdoor Swimming Pool Free Parking Free Wi-Fi Game Room Tennis Court Playground Gym Gated Community with Security

Popular amenities for Orlando rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

5 out of 5 average rating, 4 reviews

Game Room|Movie Room|Free Pool Heat&BBQ|Sleeps 23

A screened-in pool area features a sparkling blue pool surrounded by light-colored concrete. Two lounge chairs with striped cushions are positioned adjacent to the water. A covered seating area with a table is visible in the background, providing shade.

4.92 out of 5 average rating, 99 reviews

Sweet vacation home.

5 out of 5 average rating, 59 reviews

An inviting outdoor area showcases a private pool and spa, surrounded by lounge chairs and colorful beach balls. A dining table and large gas grill offer options for outdoor meals. Lush greenery lines the fence, providing privacy and a vibrant backdrop against a sunny sky.

Home in Four Corners

Gorgeous 5BR @ Encore Next to Disney - 305

5 out of 5 average rating, 22 reviews

15BD/16.5 BA Sleeps 42! Sonoma Resort (4011 SB)

A single-story home is presented with a light tan exterior and a welcoming front yard. Lush greenery surrounds the property, featuring neatly trimmed shrubs and palm trees. A paved driveway leads to a two-car garage with solar panels on the roof, providing an energy-efficient touch.

5 out of 5 average rating, 60 reviews

Family Vacay with Pool near WDW!

4.96 out of 5 average rating, 56 reviews

Brand New 12br/33 ppl-Pool/Arcade/Theatre

A large outdoor area features a private heated pool surrounded by lounge chairs and tropical palm trees. A hot tub is positioned next to the pool, with a barbecue grill nearby. Bright blue skies and soft clouds provide a scenic backdrop to this relaxing space.

5 out of 5 average rating, 22 reviews

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

The game room features a vibrant Avengers theme, highlighted by colorful wall art and backlit signage. Equipment includes a foosball table, a pool table, and gaming chairs set in a spacious area. Two large screens are positioned against the walls for gaming and entertainment.

4.9 out of 5 average rating, 20 reviews

Mickey's Modern Manor at Windsor Hills

Condo rentals with a pool

4.97 out of 5 average rating, 245 reviews

Perfect for Two Families • Sleeps 8 • Top Location

A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.

4.95 out of 5 average rating, 166 reviews

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

4.98 out of 5 average rating, 138 reviews

Private Rooftop Suite! No resort fees!

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, 561 reviews

Westgate Palace Resort 2 bedroom

A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

4.97 out of 5 average rating, 430 reviews

Waterfront Condo minutes to Disney & Universal

4.94 out of 5 average rating, 127 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, 144 reviews

Modern Condo with Lake View Near Disney 3151

A spacious pool area is surrounded by palm trees and tropical landscaping. The clear blue water reflects the sunlight, while shaded cabanas with white roofs provide relaxing spots for guests. The rock formations enhance the natural ambiance around the inviting pool.

4.91 out of 5 average rating, 117 reviews

A 3BR Resort Style Divine Getaway Near Theme Parks

Other vacation rentals with a pool

An expansive backyard is featured, showcasing a striped hammock stretched between two posts. Lounge chairs are arranged nearby, with a swing set positioned to one side. The heated pool is enclosed within a screened area, providing a view of the clear, blue sky.

4.91 out of 5 average rating, 79 reviews

Kissimmee, Heated Pool, Game Room. Luxury

4.91 out of 5 average rating, 68 reviews

An expansive view of the resort-style pool area is shown, featuring a long rectangular pool surrounded by lounge chairs and vibrant landscaping. The area is complemented by cabanas and palm trees, with modern buildings visible in the background under a partially cloudy sky.

Apartment in Orlando

King Apt |Pets allowed |15 min to Parks |Amenities

4.89 out of 5 average rating, 28 reviews

Apartment in Orlando

Epic stay at Vista Cay!

A two-story townhouse features a warm color palette, including yellow and light peach exteriors. Lush landscaping surrounds the entrance, with tropical plants and palm trees adding a touch of greenery. The driveway provides designated parking spaces, creating a welcoming atmosphere for guests.

4.96 out of 5 average rating, 28 reviews

ZOE Paradise Less Than 10 Miles to Theme Parks

An outdoor space features a private screened-in pool surrounded by landscaped areas. A hammock is seen in the foreground, offering a place for relaxation. Sun loungers are positioned nearby, and tropical plants add a touch of greenery to the serene setting.

4.85 out of 5 average rating, 46 reviews

PrivatePool*NearDisney*EpicGameRoomTropicalGetaway

4.75 out of 5 average rating, 4 reviews

Estate Near Disney w Bowling, Gym, Winter Theme BR

4.98 out of 5 average rating, 55 reviews

A modern living room is depicted with a full sofa, coffee table, and a smart TV. Natural light enters through the sliding glass door leading to the balcony. Three framed botanical prints decorate the wall, while a floor lamp adds soft illumination.

Apartment in Kissimmee

Modern Condo: 10 Min to Disney + Fireworks Views!

A modern living space is presented with sleek furnishings and large windows allowing natural light. A spacious sofa invites relaxation, while a dining area features stylish chairs and a view of the pool outside. The decor is contemporary, promoting a sense of openness.