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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

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 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 4

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 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

The image features a screened-in pool area with comfortable seating, showcasing a vibrant pool surrounded by a tiled surface. An indoor game room is visible, highlighted by a billiard table and natural light filtering through a window. The exterior of the bungalow is presented, characterized by a welcoming yellow façade and a spacious driveway.
Home in Kissimmee
New place to stay

2420-4-BC-Bungalow in Kissimmee with pool

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

The exterior of the villa is showcased with a modern design and neatly landscaped grounds, featuring a paved driveway and lush greenery. A spacious private patio and pool area are visible, inviting relaxation and outdoor enjoyment. The sky is bright, reflecting a sunny Florida day.
Condo in Kissimmee

7901 Luxury Retreat | 3BR Villa w/ Pool & Game!

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Beachfront home rentals with a pool

Superhost
Private room in Orlando
4.85 out of 5 average rating, 61 reviews

Penthouse Level! Disney! Ensuite king-bed/bathroom

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
New place to stay

Close to Pool! End Unit Townhouse Emerald Island R

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

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 outdoor pool area features a spacious pool with a connected spa, both surrounded by a screened enclosure. Lush greenery from the conservation area beyond adds a sense of privacy, complementing the inviting blue water.
Villa in Kissimmee

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

A modern living area showcases a comfortable gray sofa and a round coffee table, alongside a dining area with yellow chairs. A kitchenette is visible in the background, equipped with sleek cabinets and appliances. Resort-style amenities include a pool surrounded by palm trees and a fitness area with exercise equipment.
Condo in Florida Center
New place to stay

7601 Spacious & Cozy 1BR/1BA StaySkySuite #502

Superhost
An inviting pool area features clear blue water surrounded by lush palm trees. Guests can be seen enjoying the sun on lounge chairs and underneath vibrant umbrellas. A thatched-roof cabana provides shaded seating options nearby.
Condo in Davenport
4.73 out of 5 average rating, 11 reviews

Disney Area Grnd floor PARK FREE

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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 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

Guest favorite
The living area features a sleek leather sofa facing a wall-mounted TV displaying animated characters. Large glass doors lead to a private balcony with seating, enhancing the connection to the outdoor view. A modern coffee table and decorative shelves add to the ambiance.
Condo in Orlando
4.89 out of 5 average rating, 91 reviews

Luxury PH Direct Disney Fireworks View from Apt

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
4.35 out of 5 average rating, 72 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

A spacious living area is furnished with a large, grey sectional sofa and accent chairs. A round glass coffee table sits atop a patterned area rug in red, black, and cream. A flat-screen TV is positioned on a stand, with natural light streaming in through expansive windows.
Home in Kissimmee
4.82 out of 5 average rating, 11 reviews

Newly Updated 4 BR Private Disney Pool Home!

Top guest favorite
The image captures a lakeside view of the cottage, framed by tall trees with hanging moss. A wooden deck extends towards the water, providing access to Lake Louisa. The shoreline is dotted with green grass, and a clear blue sky enhances the serene atmosphere.
Home in Clermont
5 out of 5 average rating, 6 reviews

Vacation Village Lake House

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Quick stats about beachfront rentals in Kissimmee

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$14,637 GYD 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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  3. Florida
  4. Osceola County
  5. Kissimmee
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