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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

Pet-friendly beachfront home rentals

A bright living area features large windows that allow natural light to fill the space. A comfortable sectional sofa is paired with a wooden coffee table. A wall-mounted smart HDTV is visible, and greenery is positioned beside the windows, enhancing the inviting ambiance.
Villa in Clermont
4.81 out of 5 average rating, 101 reviews

Family Friendly w/ KING bed, Resort Pool Sleeps 5

A vibrant living area displays a foosball table beside a stylish dining table set for meals. A modern kitchen features warm wooden cabinetry, stainless steel appliances, and ample counter space. The resort pool area showcases lounge chairs and umbrellas, creating a relaxing atmosphere for guests.
Condo in Orlando
New place to stay

4816 Cayview Avenue #303

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 inviting open-concept living area features elegant lighting fixtures and spacious seating arrangements. A dining table is set for six, while the sleek kitchen showcases modern amenities. A view from above reveals a lush pool area surrounded by palm trees and relaxation spaces, capturing the resort-like atmosphere.
Condo in Orlando
New place to stay

4862 Cayview Avenue #304-APT

A well-appointed room features two spacious beds with dark wooden headboards, complemented by a matching bedside lamp. The walls are painted in a soft purple hue, and artwork is displayed above the beds. A closet and entrance to a bathroom can be seen in the background.
Apartment in Orlando

Double Room Near ICON Park ORL

Condo in Davenport

1307-4-CA-Townhome at Regal Palms

Home in Kissimmee
New place to stay

7601/03 Side-by-Side Villas 15BR 14BA Pools+Games

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Beachfront home rentals with a pool

A game room is presented with a well-maintained pool table, light fixtures above providing ample illumination. The adjacent window allows natural light to fill the space. The image also features the exterior of a two-story villa, showcasing architectural details, and a private pool area within a screened enclosure.
Home in Davenport
4.25 out of 5 average rating, 4 reviews

427-6-OC-Wonderful upgraded at Watersong

A vibrant resort pool area is surrounded by palm trees, featuring lounge chairs and umbrellas for relaxation. Nearby, a clear blue sky adds to the inviting outdoor space. Additionally, a cozy dining area is set with elegant tableware, while a stylish living space offers comfort with modern furnishings.
Condo in Orlando
New place to stay

4114 Breakview Drive #306-APT

The image displays a spacious living area featuring modern furnishings with a large seating arrangement, a coffee table, and a dining table nearby. A view of the private pool is visible through expansive glass doors. An exterior view shows a two-story home surrounded by palm trees, and the pool area is enclosed with a screened lanai.
Home in Davenport

7033-7-OW-Perfect setting for relaxing

An airy dining area features a glass table set for six, complemented by modern seating. Light enters through large windows, illuminating the space. A glimpse of the resort's outdoor pool area is visible through a balcony door, with palm trees lining the grounds and inviting seating nearby.
Condo in Orlando
New place to stay

4814 Cayview Avenue #204

Guest favorite
Private room in Orlando
4.86 out of 5 average rating, 63 reviews

Penthouse Level! Disney! Ensuite king-bed/bathroom

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

A vibrant desert-themed bar area features colorful murals on the wall and seating for four, surrounded by plants. The private pool, enclosed by a screen, is shown with clear water and lounge chairs for relaxation. The exterior of the villa displays a well-maintained façade with lush greenery and a paved driveway.
Home in Kissimmee

500 Luxurious 8BR Villa with Private Pool/Spa

A modern kitchen features stainless steel appliances and wooden cabinetry, well-suited for meal preparation. A dining area is furnished with a wooden table and elegant chairs, ready for family gatherings. Outside, a resort-style pool area with lounge chairs and umbrellas invites relaxation.
Condo in Orlando
New place to stay

5037 Shoreway Loop #408-APT

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Private beachfront home rentals

A two-story building features a yellow exterior with white railings and a distinctive cupola. Palm trees and lounge chairs are situated near the swimming pool, creating a tropical ambiance. A large blue umbrella provides shade in the outdoor area, contributing to a relaxed setting.
Condo in Davenport
4.78 out of 5 average rating, 23 reviews

Perfect Disney\Golf Vacation

A spacious living area features a gray sectional sofa and a patterned accent chair, accompanied by a glass coffee table. A dining table with metal chairs is visible in the background, and a well-equipped kitchen is accessible through an archway, enhancing the open layout.
Townhouse in Four Corners
5 out of 5 average rating, 4 reviews

Close to Pool! End Unit Townhouse Emerald Island R

Superhost
A cheerful bedroom showcases two spacious beds with bright blue bedding. A large Mickey Mouse rug covers the floor, complementing character-themed decorations on the walls. A Ms. Pac Man arcade game stands next to a plush Mickey Mouse figure, creating a playful atmosphere. Natural light enters through a window.
Condo in Davenport
4.79 out of 5 average rating, 14 reviews

Disney Room with full size Arcade Games-Awesome

A spacious outdoor area is visible, featuring a large swimming pool surrounded by lounge chairs. A sandy beach area with umbrellas is nearby, alongside palm trees. A long dock extends into the water, with a backdrop of lush greenery and a clear sky.
Condo in Davenport
4.5 out of 5 average rating, 4 reviews

1st floor condo close to Disney, & Universal

The exterior of the villa is presented with a light-colored facade and a clean driveway. The front entrance features a prominent red door, framed by decorative arches. Lush green landscaping surrounds the home, adding a touch of vibrancy to the inviting facade.
Villa in Kissimmee

Luxury 5-Bed Villa, located only 3 miles from Disney World - 5-Bed Villa

A sandy beach area is depicted with several thatched-roof cabanas offering shade. Numerous blue lounge chairs are arranged across the space, with a hammock suspended nearby. A sign indicates safety regulations, and palm trees provide a tropical backdrop.
Villa in Davenport
4.36 out of 5 average rating, 73 reviews

Bahama Bay Resort - Grand Bahama Penthouse

A screened-in private pool area is displayed, featuring a kidney-shaped pool with a spa. Two lounge chairs are positioned at the pool's edge. Lush greenery is visible beyond the enclosure, providing a sense of privacy and connection to nature.
Home in Davenport
4.83 out of 5 average rating, 6 reviews

Close to Disney, Spacious Pool Home w/ Spa (430)

The pool area is enclosed with a screened lanai, featuring an orange umbrella shading a table surrounded by four lounge chairs. A spa is adjacent to the pool, with views of the tranquil lake and surrounding greenery.
Villa in Clermont
4.6 out of 5 average rating, 10 reviews

Lakeside Villa-Highend Luxury&Elegance near Disney

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Quick stats about beachfront rentals in Kissimmee

  • Total rentals

    20 properties

  • Nightly prices starting at

    € 60 before taxes and fees

  • Total number of reviews

    620 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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