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Beachfront vacation rentals in Kissimmee

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Vacation rentals for every style

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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 shown, featuring a shaped pool with clear water and a spillover spa. Sunlight filters through the surrounding mesh, highlighting the patio surface and landscaped greenery visible beyond the screen.
Home in Kissimmee
4.54 out of 5 average rating, 13 reviews

Relax & Explore – 5BR w/ Pool Near Disney

An elegant two-story vacation home is displayed, featuring a light-colored exterior and a paved driveway. Symmetrical windows and a welcoming entrance are visible, framed by neatly manicured landscaping, including palm trees and shrubs that enhance the overall appeal.
Home in Kissimmee
4.65 out of 5 average rating, 40 reviews

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

The exterior of a single-family home is showcased, featuring a bright yellow façade with white trim. A large, two-car garage is visible, and palm trees frame the landscaped yard adorned with green grass and decorative shrubs. The entrance highlights arched windows and a welcoming entryway.
Home in Kissimmee
4.83 out of 5 average rating, 6 reviews

Pond View Home Game Room & Pool

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

The exterior of a two-story vacation home is showcased, featuring a combination of light-colored siding and stone accents. A well-manicured lawn and a pathway lined with shrubs and small plants lead to the entrance. Trees are visible in the background under a clear blue sky.
Home in Kissimmee
4.33 out of 5 average rating, 18 reviews

Storey Lake 7BR w/ Pool & Resort Access

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
4.25 out of 5 average rating, 12 reviews

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

Superhost
A themed bedroom featuring two twin beds adorned with vibrant ocean and pirate-inspired bedding. Decor includes mural artwork depicting tropical scenes and pirate characters. Wooden elements, including a ship's wheel, complement the light-colored walls and wooden flooring. A TV is mounted on the wall for entertainment.
Home in Kissimmee
New place to stay

Disney Villains Village 8 BR Home, Private Pool -

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
3.33 out of 5 average rating, 3 reviews

Breathtaking 8 BR Villa, Pool, Resort - by Blue Sk

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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

The exterior features a modern two-story villa with a well-maintained lawn and a paved driveway leading to the garage. Insets showcase a cozy movie room with tiered seating, a vibrant game room with a pool table, and a private backyard pool area featuring palm trees and a patio for relaxation.
Home in Kissimmee
New place to stay

491-8-LD-Private Pool with Game and Movie

Home in Kissimmee
4 out of 5 average rating, 3 reviews

320-6-PC-Pet Friendly home with game room

Superhost
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 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
New place to stay

500 Luxurious 8BR Villa with Private Pool/Spa

Home in Davenport
New place to stay

610 -5-OC-Bungalow & pool at Watersong

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

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 a two-story townhome is shown, featuring a light-colored facade, a tiled roof, and well-maintained landscaping. Lush greenery, including palm trees and shrubs, surrounds the entrance. A screened patio area is visible in the background, providing additional outdoor space.
Townhouse in Kissimmee
5 out of 5 average rating, 4 reviews

Bella Vida 4BR Retreat w/ Private Pool

Home in Kissimmee
New place to stay

7603 Spectacular 8BR/7BA Themed&Game Room

A well-equipped kitchen features modern appliances, including a refrigerator and microwave, complemented by dark wood cabinets and granite countertops. An on-site fitness center is equipped with various exercise machines for guest use. An aerial view showcases the resort layout, highlighting multiple pools and landscaped grounds.
Apartment in Florida Center
4.67 out of 5 average rating, 3 reviews

2301-2-CD-Enclave Skyline condo Near Universal

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 Davenport

8924 SD - Luxury 4BR Townhome: Private Pool

An expansive sandy area features blue lounge chairs arranged under palm trees and thatched umbrellas. A pool area is visible in the background, surrounded by lush foliage and additional seating. Soft sand invites relaxation by the water, adding to the resort's tropical ambiance.
Home in Davenport
4.88 out of 5 average rating, 16 reviews

Hit the Beach near Disney World-Paradise

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 private screened pool area is featured, with crystal-clear water reflecting the blue sky. Loungers are positioned around the pool, and a sliding glass door provides access to the indoor living space. The surrounding area includes landscaped elements and a glimpse of nearby amenities.
Townhouse in Kissimmee
4.16 out of 5 average rating, 25 reviews

4BR Townhome w/ Private Pool Near Disney

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