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Beachfront vacation rentals in Kissimmee

Find and book unique beachfront homes on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Kissimmee beachfront rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Beachfront home rentals with a pool

A private screened pool area is showcased, featuring a pool with a spillover spa. Sunlight filters through the screens, illuminating the clear water. Surrounding landscaping includes palm trees and a well-maintained green area, creating a relaxing outdoor space.
Home in Kissimmee
4.54 out of 5 average rating, 13 reviews

Relax & Explore – 5BR w/ Pool Near Disney

The exterior of a two-story home is shown, featuring a well-kept driveway and landscaped front yard. Light-colored walls reflect sunlight, while a mix of palm trees and shrubs adds greenery to the surroundings. The garage door is visible, enhancing the home's curb appeal.
Home in Kissimmee
4.65 out of 5 average rating, 40 reviews

6BR Resort Home w/ Pool & Game Room Near Disney

A single-family home features a light yellow exterior with a covered entryway, large windows, and a two-car garage. Lush greenery surrounds the property, enhancing the front yard's appeal. The driveway is spacious, providing easy access to the home.
Home in Kissimmee
4.83 out of 5 average rating, 6 reviews

Pond View Home Game Room & Pool

Superhost
The expansive swimming pool features a smooth, clear surface reflecting the sky. Surrounding palm trees provide a tropical ambiance, while lounge chairs line the deck. Thatch-roofed structures are visible in the background, contributing to a resort-like atmosphere.
Condo in Davenport
4.79 out of 5 average rating, 14 reviews

Disney Room with full size Arcade Games-Awesome

The exterior of a two-story home is featured, showcasing a warm yellow stucco facade with arched doorways and Mediterranean-style roof tiles. Well-maintained landscaping includes palm trees and shrubs, while a paved driveway leads to the attached garage, creating an inviting entrance.
Home in Kissimmee
4.5 out of 5 average rating, 30 reviews

Spacious 6BR w/ Game Room & Pool Near Disney

Superhost
A spacious living area features a large gray sectional sofa and a lightweight coffee table. A 75-inch wall-mounted TV is positioned against a white shiplap wall. Bright blue accent walls complement the decor, and natural light flows in through window treatments.
Home in Kissimmee
4.31 out of 5 average rating, 13 reviews

Charming 8 BR Villa, Game Room, Resort - by Blue S

Superhost
A themed bedroom features two spacious beds with deep blue upholstered headboards. The wall is adorned with a mural depicting a castle, framed by light-colored curtains. Natural light filters in through the windows, and a bedside table with a lamp is positioned between the beds.
Home in Davenport

PROMO 10 BR Villa with Themed Rooms, Game Room, Re

Superhost
A themed bedroom features two twin beds with superhero bedding adorned with vibrant images. Colorful artwork depicting superhero characters is displayed on the walls, accompanied by striped accents. A window with blue curtains allows light to enter, complementing the soft carpeted floor.
Home in Kissimmee
3.75 out of 5 average rating, 4 reviews

PROMO Breathtaking 8 BR Villa, Pool, Resort - by B

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Pet-friendly beachfront home rentals

The two-story villa features an exterior with a light stucco finish and a welcoming front porch. A well-maintained hedge frames the front, while a driveway leads to the garage. Outdoor lounge furniture sits next to the pool, providing a relaxing space to unwind.
Home in Kissimmee
4.5 out of 5 average rating, 4 reviews

371-6-LD-Pet friendly home with game room

A single-story home features a clean and light exterior with a neatly landscaped front yard. The image includes a view of the screened-in pool area, showcasing the inviting pool surrounded by a spacious deck, along with a dining table set for meals in the well-equipped kitchen.
Home in Davenport

439-4-OD-Perfect Vacation Rental

A well-appointed guest room features a spacious bed with a decorative red throw and an arrangement of pillows. A desk and chair are positioned against the wall, while a balcony with seating offers views of the water. Soft lighting enhances the warm, neutral tones of the room.
Resort in Orlando

OrlandoDisney1BEDMS 4GUESTS@LAKES&SPA BY WESTGATE

A spacious living area features a sectional sofa adorned with throw pillows, a flat-screen TV mounted on a textured wood wall, and warm lighting from two table lamps. Natural light filters through large glass doors leading to a screened patio with a private pool.
Condo in Kissimmee

2440-5-TD-Perfect villa at Windsor

An open living area features a large white sectional sofa adorned with decorative cushions. A wooden coffee table holds books, and natural light floods the space through large windows. The dining area, visible in the background, includes a wooden table with seating for six.
Home in Davenport
New place to stay

610 -5-OC-Bungalow & pool at Watersong

A bright and airy living space features a large sectional sofa, a coffee table, and contemporary kitchen elements. Expansive glass doors offer views of the outdoor patio, while modern fixtures and a neutral color palette create a welcoming environment.
Home in Davenport
4 out of 5 average rating, 6 reviews

1209-9-B -Mansion themed with pool near Disney

Superhost
A screened-in porch overlooks a serene lake, featuring two light-colored chairs and a round table. Lush greenery surrounds the area, and distant buildings are visible across the water. The porch is partially shaded, inviting relaxation with a view of the outdoors.
Apartment in Davenport
4.78 out of 5 average rating, 36 reviews

Lake view 912

The image features a modern kitchen with stainless steel appliances, including a refrigerator and stove, paired with granite countertops. A backyard pool with a screen enclosure is visible, reflecting clear water. The exterior of a cheerful yellow villa is shown, framed by landscaped greenery.
Home in Kissimmee
New place to stay

7832-3-MO-Cozy Gem at Indian Ridge with Pool

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Private beachfront home rentals

A spacious living room features comfortable seating arranged around a circular coffee table, with light spilling in from a large window. The pool area is seen through a screened enclosure, showcasing a clear blue pool bordered by deck space. The exterior of the villa highlights a neatly landscaped front yard with lush greenery and a two-car garage.
Home in Kissimmee

4716-4-WW-Blend of relaxation and convenience

Superhost
An expansive outdoor pool area features palm trees, sandy beach volleyball courts, and thatched umbrellas. Lounge chairs in blue and white are arranged around the pool, creating a vibrant atmosphere. The lush greenery of the surrounding landscape adds natural beauty to the setting.
Home in Davenport

Beach Resort near Disney World

The exterior of the two-story townhome is showcased, featuring light-colored walls and a sloped terracotta roof. Lush green landscaping surrounds the property, including palm trees and manicured shrubs. A clear blue sky completes the scene, adding a bright and inviting atmosphere.
Townhouse in Kissimmee
5 out of 5 average rating, 4 reviews

Bella Vida 4BR Retreat w/ Private Pool

The exterior of the home features a bright yellow façade under a clear blue sky with lush greenery surrounding the entrance. An enclosed pool area showcases a private pool, visible through the screen enclosure. The movie room includes comfortable seating and a large screen on a vibrant themed wall.
Home in Davenport

258-5-SV-Cozy home with movie and pool area

A private pool area is enclosed by a screen, featuring a rectangular pool with a depth of up to 5 feet. Two black lounge chairs are positioned beside the pool, and a smooth concrete deck provides easy access to the water.
Condo in Championsgate Village

8924 SD - Luxury 4BR Townhome: Private Pool

An inviting private pool area is enclosed by a screened lanai, providing a safe and serene environment. The pool is surrounded by a spacious patio featuring two wicker chairs and a small table, perfect for relaxation. Soft sunlight enhances the tranquil setting.
Condo in Kissimmee

4825 LL - Storey Lake - 5BD/4BA Private Pool

A private balcony is shown with a small wooden table and seating for two. The view includes a manicured green lawn and water, inviting relaxation. Natural light floods the space through large sliding glass doors, connecting the outdoors to the indoor living area.
Condo in Kissimmee

3131 PD - Luxury 3-Bed Condo in Storey Lake Resort

A screened-in outdoor area features a refreshing pool with a shallow edge and a maximum depth of 5 feet. Several lounge chairs are arranged on the surrounding patio, while comfortable seating is provided nearby. The sun-drenched space highlights the inviting atmosphere of the villa.
Home in Kissimmee

4507 NL Stunning 6BR, Private Pool & Spa

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