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Home rentals with a pool near Old Town Kissimmee

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Popular amenities for rentals with a pool near Old Town Kissimmee

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Guest favorite
A spacious resort-style pool area is framed by palm trees, showcasing a large swimming pool with clear blue water. Lounge chairs and shaded tables under red umbrellas are arranged around the pool, while the elegant clubhouse is visible in the background against a clear sky.
Home in Kissimmee
4.91 out of 5 average rating, 106 reviews

Resort Style 3Br/2.5Ba w/ Private Jacuzzi, and BBQ

Guest favorite
The exterior of a luxurious two-story home is showcased, featuring elegant architectural details such as large arched windows and a double-door entry. A neatly paved driveway leads to a two-car garage, surrounded by well-maintained landscaping with lush greenery.
Home in Kissimmee
4.89 out of 5 average rating, 166 reviews

Luxury Disney Vacation Home on Reunion Golf Resort

Top guest favorite
A spacious outdoor area features a private pool, inviting lounge chairs, and a submerged spa with views of the serene lake. The pool area is enclosed with a screened canopy, allowing for an abundance of natural light and protection from insects. Lush greenery surrounds the space.
Home in Kissimmee
4.98 out of 5 average rating, 100 reviews

Mickey's Lakefront Villa at Sunset Lakes

Guest favorite
Home in Kissimmee
4.85 out of 5 average rating, 181 reviews

Amazing 3 BD home w/ Elevator & BBQ - near Disney!

Guest favorite
Home in Kissimmee
4.87 out of 5 average rating, 218 reviews

7BR Stunning Resort by Disney-Private Pool+Hot Tub

Superhost
Home in Kissimmee
4.83 out of 5 average rating, 12 reviews

Luxury Themed House 7BR, Private Cinema & More

Top guest favorite
A private pool area is enclosed by a screened lanai, featuring two loungers positioned by the water. The backdrop reveals a vibrant sky at sunset, with pastel hues contrasting against the greenery. Soft, floating pool decorations add a fun touch to the serene environment.
Home in Kissimmee
4.99 out of 5 average rating, 125 reviews

Epcot Themed Home: Private Sunset Near Disney

Top guest favorite
A private outdoor area features a pool with a spa, surrounded by a spacious deck. A basketball hoop is positioned nearby. A large inflatable swan floats in the water, while a hammock provides a cozy spot for relaxation. Lush greenery frames the scene under a colorful sky.
Home in Kissimmee
4.96 out of 5 average rating, 111 reviews

Luxury Encore Pool Spa Pets Game Rm Theater Gym

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Condo rentals with a pool

Top guest favorite
An aerial view of the resort reveals a beautifully landscaped area with palm trees and pathways. The inviting outdoor pool is surrounded by lounge chairs, while nearby, a serene waterway meanders through the lush green landscape. The villas are nestled harmoniously among the greenery.
Condo in Orlando
4.97 out of 5 average rating, 123 reviews

Marriott Sabal Palms 2BD Villa

Guest favorite
An inviting pool area is surrounded by palm trees, with lounge chairs arranged neatly around the edge. The large, heart-shaped pool reflects the blue sky and is complemented by nearby resort buildings in modern architecture.
Condo in Kissimmee
4.93 out of 5 average rating, 134 reviews

3191-103 Resort Lake View Disney Universal Orlando

Guest favorite
An inviting pool area is framed by white columns and a pergola. Palm trees and lush greenery surround the space, enhancing the serene atmosphere. Sunlight reflects off the calm water, creating a peaceful setting for relaxation. Lounge chairs are neatly arranged beside the pool.
Condo in Kissimmee
4.97 out of 5 average rating, 118 reviews

Golf Front Luxury Penthouse: Views, Marvel, 2Pools

Guest favorite
A view from the balcony showcases a large, inviting pool surrounded by palm trees and lounge chairs. The pool area is highlighted by decorative landscaping and is set against a backdrop of a multi-story building, reflecting the vibrant atmosphere of the resort.
Condo in Kissimmee
4.94 out of 5 average rating, 150 reviews

A1 POOL VIEW-By Disney/Universal/Balcony view

Top guest favorite
A family room features a neutral-toned sofa and armchair, accompanied by a mounted flat-screen TV. A children's bedroom displays two twin beds, adorned with playful wall murals. A primary bedroom includes a king bed, with bedside lamps enhancing the calm ambiance. A resort pool area showcases a large pool surrounded by lounge seating and loungers in a vibrant outdoor setting.
Condo in Kissimmee
4.97 out of 5 average rating, 148 reviews

202_Magical and Cozy 2BR minutes from Disney

Guest favorite
A bright living area features a cozy gray sofa paired with two stylish yellow chairs. A wooden coffee table sits atop a textured area rug, while large glass doors lead to a balcony that offers views of Lake Bryan.
Condo in Orlando
4.97 out of 5 average rating, 99 reviews

Modern Lake view Condo 1 mile from Disney

Guest favorite
A spacious outdoor area is highlighted by a large swimming pool, surrounded by multiple lounge chairs. A modern clubhouse with large windows stands in the background, accompanied by palm trees and a clear blue sky overhead.
Condo in Kissimmee
4.96 out of 5 average rating, 143 reviews

Luxurious Spot 10 Mins Away to Most Attractions!!!

Guest favorite
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.
Condo in Kissimmee
4.9 out of 5 average rating, 121 reviews

Modern Condo with Lake View Near Disney 3151

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Home rentals with a private pool

A modern townhome exterior is showcased, featuring multiple large windows and arched doorways. Lush green landscaping, including palm trees and flowering plants, lines the walkway. The inviting facade is complemented by a bright blue sky scattered with clouds.
Townhouse in Kissimmee

Brght & Beautiful 5 Bed Town Home In Gated Resort!

A spacious living area is highlighted by a large wall-mounted TV above a modern electric fireplace. The white sectional sofa, accented with colorful pillows, faces a sleek coffee table on a patterned rug. Natural light floods in through large windows draped with light curtains.
Villa in Four Corners
4.33 out of 5 average rating, 3 reviews

Disney's Championsgate: Private Pool & Arcade Fun!

The exterior of the home features a two-story structure with a light beige facade and a tiled roof. Lush landscaping, including palm trees and shrubs, enhances the entrance, while a spacious driveway leads to a two-car garage.
Home in Davenport

Beautiful 9 Br Pool Home In the Solterra Resort!

Superhost
A spacious living area features a large sectional sofa adorned with colorful pillows, complemented by a light wooden coffee table. Natural light streams through wide windows, highlighting a vibrant green wall covered in plants. A modern staircase leads to the upper level, enhancing the room's openness.
Home in Davenport
4.95 out of 5 average rating, 116 reviews

Airy, Stylish Home with Pool Heat Included in Davenport

A spacious living area features a large wooden table at its center, surrounded by comfortable seating with colorful cushions. Natural light fills the space through large windows, revealing views of the outdoor patio. A small kitchen area is visible in the background.
Villa in Kissimmee
4.79 out of 5 average rating, 254 reviews

Visit Disney World from a Sunny Home with a Pool

The image displays four distinct areas of the villa. A games room features a foosball table and a billiard table with a laundry area in the background. A cozy bedroom showcases a queen bed with nightstands. A private screened pool invites relaxation. A kitchen area includes modern appliances and seating at the bar.
Home in Davenport

The Manors at Westridge Home W/ Private Pool

Four themed bedrooms are displayed, featuring vibrant colors and unique decor. Two bedrooms contain spacious beds with playful beddings, while a game room is visible, showcasing air hockey and colorful wall art, adding to the immersive atmosphere for all guests.
Townhouse in Kissimmee

4323sl-Storey Lake Resort

A private pool and spa area is surrounded by lush landscaping, with palm trees lining the perimeter. Comfortable chaise lounges are positioned by the pool, inviting relaxation. Clear blue skies and fluffy clouds enhance the outdoor setting, creating a tranquil atmosphere.
Home in Kissimmee
4 out of 5 average rating, 3 reviews

Luxury Disney Dreams Home Pool Spa Game Room

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Other vacation rentals with a pool

Guest favorite
A private patio features a bubbling hot tub alongside a dining area with a table and chairs, shaded by a vibrant orange umbrella. The space is enclosed by screens, offering a bright atmosphere with clear blue skies in the background.
Townhouse in Kissimmee
4.84 out of 5 average rating, 233 reviews

Resort Style Home + Hot Tub, Sleeps 6 Near Disney

Guest favorite
A private outdoor area features a spacious pool surrounded by a screened enclosure. A hot tub is adjacent to the pool, while outdoor seating is provided at a white table with matching chairs. The house is visible in the background, showcasing large windows.
Villa in Kissimmee
4.97 out of 5 average rating, 236 reviews

Disney-Themed Home w/ Game Room & Private Hot Tub!

Superhost
A private theater is presented with six reclining seats, arranged in rows facing a large 155-inch screen. The room is accented by dark walls and illuminated with blue lighting, enhancing the cinematic atmosphere. Movie posters adorn the walls, contributing to the entertainment theme.
Villa in Kissimmee
5 out of 5 average rating, 4 reviews

8BD Disney Fun 4K Movie Theater, Jacuzzi and Pool

Top guest favorite
A private hot tub is situated on an outdoor patio, enclosed by a screened area. Surrounding greenery and a tranquil water view are visible beyond the patio, providing a serene setting for relaxation.
Townhouse in Kissimmee
4.97 out of 5 average rating, 37 reviews

Waterfront 2BR, Family Resort close to Disney

Guest favorite
Townhouse in Kissimmee
4.9 out of 5 average rating, 195 reviews

AMAZING vacation house .Mins to Disney Regal oasks

Guest favorite
A vibrant pool area features a clear blue water slide curving alongside the swimming pool. Lush palm trees surround the space, with lounge chairs positioned nearby. The pool deck is spacious, showcasing a mix of bright and neutral colors under a partly cloudy sky.
Townhouse in Kissimmee
4.91 out of 5 average rating, 313 reviews

Cozy Family Villa Near Disney + Pool Access

Guest favorite
A resort-style pool is surrounded by tall palm trees and sun loungers. The large blue pool features a gentle slope, with steps leading in. A waterslide is visible in the background, offering fun for guests. The resort buildings provide a tranquil setting.
Townhouse in Kissimmee
4.89 out of 5 average rating, 244 reviews

Relax & Enjoy Disney at this Amazing Home Hot-tub

Top guest favorite
A collage showcasing the townhome's features. The Mickey-themed guest room displays a bright mural, while the master suite is elegantly arranged. The kitchen is equipped with stainless steel appliances, and the living area offers a serene pond view through large sliding glass doors. A resort-style pool area is depicted from above.
Townhouse in Kissimmee
4.98 out of 5 average rating, 128 reviews

Regal Oaks Resort Lake View 2BR near Disney Parks

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Quick stats about rentals with a pool near Old Town Kissimmee

  • Total rentals

    680 properties

  • Nightly prices starting at

    G$8,361 GYD before taxes and fees

  • Total number of reviews

    36K reviews

  • Family-friendly rentals

    330 properties are a good fit for families

  • Pet-friendly rentals

    300 properties allow pets

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

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