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Resort vacation rentals in Osceola County

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Osceola County resort rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly resort rentals

A spacious bedroom features a large bed with decorative pillows and a vibrant throw blanket. Adjacent is a bathroom area showcasing a jetted tub and dual sinks. Natural light flows through the large window dressed with bright curtains.
Resort in Kissimmee

Family friendly resort, 1 BR villas/multiple units

A bright guest room is furnished with two large beds, each with crisp white linens and decorative red accents. A wooden desk is positioned against the wall. Natural light flows through a large window, framed by patterned curtains, offering views of the exterior landscaping.
Resort in Four Corners

Luxury 2BR Grand Villa

A welcoming living area features a neutral-colored sofa and two armchairs with light blue accents. A wooden coffee table sits in the center, complemented by decorative lamps on each side. A large piece of abstract artwork adorns the wall, enhancing the serene atmosphere.
Resort in Kissimmee

*NEW* Luxury 1bd/1bth Resort Condo!Dream getaway!

The exterior of a multi-story building features a classic architectural design with light-colored stone and decorative columns. Several golf carts are parked along the ground level, and the building is enhanced by a well-maintained lawn under clear skies.
Resort in Kissimmee

Westgate town center 2 brms Close to Disney

An aerial view of the resort showcases a large, inviting swimming pool surrounded by lush tropical landscaping. The modern multi-story building is seen in the background, featuring balconies and plenty of outdoor lounge chairs inviting relaxation under clear blue skies.
Resort in Kissimmee

1 BDRM Resort Suite near Disney World

A large swimming pool is visible in the foreground, reflecting the sky and surrounded by palm trees. A multi-story building with colorful façades is positioned in the background, adding to the inviting atmosphere of the resort.
Resort in Kissimmee

Vacation Village at Parkway Orlando FL 7 Night

A well-maintained tennis court is showcased, featuring a smooth green playing surface. Two tennis rackets and a ball are positioned on the ground, while surrounding lush trees and the building are visible in the background, contributing to the recreational atmosphere.
Resort in Kissimmee

Orbit One Vacation Villas - 2 Bedroom Condo

A well-appointed bedroom features a generous bed with an orange headboard and a matching decorative pillow. Nightstands with lamps flank the bed, while dark curtains cover the windows, allowing for privacy. A dresser in a rich wood tone adds storage space.
Resort in Kissimmee

A getaway at Vacation Village Parkway Resort.

Resort rentals with a pool

The entrance to Westgate Lakes Resort & Spa is marked by a large, colorful sign surrounded by meticulously arranged floral displays. Lush palm trees and vibrant greenery frame the area, enhancing the welcoming appearance of the resort against a clear blue sky.
Resort in Kissimmee

Bright 2 Bed / 1 Bath Westgate Condo Near Action

A clear swimming pool reflects bright blue water, framed by tropical palm trees and lush greenery. A shaded cabana is visible nearby, nestled among colorful floral landscaping. A water slide is situated in the background, adding to the inviting atmosphere of the resort.
Resort in Kissimmee

Star Island Resort

The resort's spacious outdoor pool area is surrounded by palm trees and landscaped gardens. Lounge chairs are arranged around the pool, which features a curvy design, inviting an atmosphere of relaxation. The building's facade showcases multiple stories, each with large windows for ample natural light.
Resort in Kissimmee

Great Resort near Disney

A spacious bed is adorned with a decorative blanket and two elegantly folded towels resembling swans. The room features a warm, neutral color scheme, complemented by a bedside lamp and framed artwork on the wall. Natural light filters through sheer curtains.
Resort in Kissimmee

Delightful 1 Bedroom

Resort in Kissimmee

Luxury Resort Orlando 5 min Disney

A vibrant water park features multiple slides and play areas, surrounded by colorful lounge chairs and decorative palm trees. Water splashes are seen throughout the area, while children engage with the various attractions under bright blue skies.
Resort in Kissimmee

Relax and Restore in Magic- Two bedroom Villa

A spacious master suite features a large bed with decorative pillows arranged at the headboard. A ceiling fan provides airflow, while large windows with blinds allow natural light. A mirrored wall reflects the tranquil design, complemented by a flat-screen TV mounted on a cabinet.
Resort in Kissimmee

Westgate Vacation Villas

A spacious sleeping area is highlighted by a large bed with crisp white linens and a decorative throw. Soft lighting from bedside lamps enhances the room's ambiance. A kitchen area with modern appliances and a subtle art piece above the bed completes the inviting layout.
Resort in Kissimmee

Stay in Orlando for 4!

Resort rentals with a gym

A serene pool area is framed by tall palm trees and lush greenery. Lounge chairs are positioned around the water, accompanied by umbrellas providing shade. A gentle fountain creates a calming atmosphere, with the pool's clear water reflecting the surrounding landscape.
Resort in Celebration

Charming 1 bedroom suite near Disney

An aerial view of the expansive Westgate Resort showcases multiple buildings with red-tiled roofs surrounded by lush greenery and waterways. The central area features a vibrant waterpark, and various amenities are visible throughout the property, emphasizing the resort's family-friendly atmosphere.
Resort in Kissimmee

4 Bedroom Luxury Condo - Orlando Resort

A well-appointed bedroom features a king bed with a vibrant red runner across the white linens. Light wood furnishings and decorative wall art create a relaxed atmosphere. Soft lighting highlights the space, while a ceiling fan adds comfort. A door leads to an outdoor balcony area.
Resort in Kissimmee

Resort hotel 5 mi. from Disney & Universal Parks

An open-air pool area is surrounded by a multi-story building featuring multiple balconies. Several lounge chairs are placed around the pool, along with palm trees adding to the tropical ambiance. The sky is clear, creating a bright and welcoming environment.
Resort in Kissimmee

Florida vacation

A spacious bedroom features a king bed dressed in white linens with a decorative red throw. Soft lighting from bedside lamps illuminates the warm-toned walls. A view is provided into the attached master bathroom, showcasing a jetted tub and walk-in shower.
Resort in Kissimmee

Deluxe Resort - Subject to Availability

A vibrant outdoor playground is featured, complete with various play structures and colorful equipment. The surrounding area includes well-maintained grass and palm trees, creating an inviting space for children. The Westgate Vacation Villas Resort entrance is visible, showcasing the welcoming atmosphere of the location.
Resort in Kissimmee

Charming & Elegant One Room @ Westgate Resort!

A bright room features large windows with decorative blinds, allowing natural light to fill the space. The area includes a spacious bed with patterned bedding, a cozy seating area with a sofa, and a small dining table surrounded by chairs. Potted plants add a touch of greenery.
Resort in Kissimmee

Orange Lake Country Club, Kissimmee, FLorida

A spacious bed is centered in the room, framed by mirrored walls that enhance the sense of space. Two bedside lamps provide soft lighting, while a wooden dresser and a large window reveal views of the outdoors. The decor features neutral tones for a calming atmosphere.
Resort in Kissimmee

Legacy 2 Bedroom Suite Kissime Orlando Florida

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