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Hotels in Osceola

Osceola
Mon, 09 Nov 2026 - Tue, 10 Nov 2026 (1 night)
1 Room, 1 Adult, 0 Children
Showing 5.000+ hotels in Osceola
Room

Private Condo, Ideal for Groups - apt 138

Osceola
Private Condo, Ideal for Groups - apt 138 Location
With a stay at this apartment in Kissimmee (Reunion), you'll be within a 10-minute drive of Reunion Resort Golf Course and ChampionsGate Golf Club. This apartment is 6.5 mi (10.5 km) from Walt Disney World® Resort and 8.8 mi (14.1 km) from ESPN Wide World of Sports Complex.

Private Condo, Ideal for Groups - apt 138 Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Private Condo, Ideal for Groups - apt 138 Rooms
Make yourself comfortable in your individually decorated apartment. The bathroom has a bathtub or shower.

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Family 8BR Villa Game Room Cinema - 7724

Osceola
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Sport & Beauty

Fl Special!! Berkeley Executive Pool 5 Bedroom Villa

Osceola
Fl Special!! Berkeley Executive Pool 5 Bedroom Villa Location
With a stay at this vacation home in Kissimmee, you'll be steps from Remington Golf Club and a 3-minute drive from Osceola Center for the Arts. This vacation home is 14.2 mi (22.8 km) from Old Town and 17.3 mi (27.8 km) from Orlando Vineland Premium Outlets.

Fl Special!! Berkeley Executive Pool 5 Bedroom Villa Rooms
Make yourself comfortable in your vacation home. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.

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Exterior & Views

San Christabolo

Osceola
San Christabolo Location
With a stay at this vacation home in Kissimmee (Venetian Bay Villages), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 9.3 mi (15 km) from Disney Springs™ and 10.4 mi (16.7 km) from Walt Disney World® Resort.

San Christabolo Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a fitness center.

San Christabolo Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and a microwave. There's a private balcony or patio. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment.

Restaurant and Cafe
Enjoy a meal at the restaurant, or stay in and take advantage of the vacation home's room service.

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3BR Reunion Resort Retreat With Private Pool, spa & Golf Nearby

Osceola
3BR Reunion Resort Retreat With Private Pool, spa & Golf Nearby Location
With a stay at this vacation home in Kissimmee (Reunion), you'll be within a 15-minute drive of Reunion Resort Golf Course and ChampionsGate Golf Club. This vacation home is 7.7 mi (12.4 km) from Walt Disney World® Resort and 10 mi (16 km) from ESPN Wide World of Sports Complex.

3BR Reunion Resort Retreat With Private Pool, spa & Golf Nearby Facility and Service
Enjoy recreational amenities such as an outdoor pool and a hot tub.

3BR Reunion Resort Retreat With Private Pool, spa & Golf Nearby Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Exterior & Views

Showhome 5 Bedroom Champions Gate Villa

Osceola
Showhome 5 Bedroom Champions Gate Villa Location
With a stay at this vacation home in Four Corners (Champions Gate), you'll be within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This spa vacation home is 11.5 mi (18.5 km) from Old Town and 12.3 mi (19.8 km) from ESPN Wide World of Sports Complex.

Showhome 5 Bedroom Champions Gate Villa Facility and Service
Take time to pamper yourself with a visit to the full-service spa. You're sure to appreciate the recreational amenities, including an outdoor pool and a fitness center.

Showhome 5 Bedroom Champions Gate Villa Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a flat-screen TV. A kitchen is outfitted with a refrigerator and a microwave. Complimentary wireless internet access is available to keep you connected.

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5BR Encore Villa Themed Rooms, Pool & Arcade

Osceola
5BR Encore Villa Themed Rooms, Pool & Arcade Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This vacation home is 7.4 mi (11.9 km) from ESPN Wide World of Sports Complex and 7.9 mi (12.7 km) from Disney's Hollywood Studios®.

5BR Encore Villa Themed Rooms, Pool & Arcade Facility and Service
Enjoy recreational amenities such as an outdoor pool and a hot tub.

5BR Encore Villa Themed Rooms, Pool & Arcade Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Others

Lovely 7 Bed Pool Home With Game Room-8510phd 7 Bedroom Home by RedAwning

Osceola
Lovely 7 Bed Pool Home With Game Room-8510phd 7 Bedroom Home by RedAwning Location
With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and Old Town. This vacation home is 7.2 mi (11.5 km) from ESPN Wide World of Sports Complex and 7.6 mi (12.3 km) from Disney's Hollywood Studios®.

Lovely 7 Bed Pool Home With Game Room-8510phd 7 Bedroom Home by RedAwning Rooms
Make yourself comfortable in your vacation home. Complimentary wireless internet access is available to keep you connected.

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4813 Clock Tower Drive

Osceola
4813 Clock Tower Drive Location
With a stay at this vacation home in Kissimmee, you'll be a 5-minute drive from Old Town and 8 minutes from Orlando Vineland Premium Outlets. This vacation home is 6 mi (9.6 km) from Disney Springs™ and 6.9 mi (11 km) from Walt Disney World® Resort.

4813 Clock Tower Drive Facility and Service
Enjoy recreational amenities such as an outdoor pool and a fitness center.

4813 Clock Tower Drive Rooms
Make yourself comfortable in this air-conditioned vacation home, which has a kitchen. There's a private balcony or patio. Complimentary wireless internet access is available to keep you connected. Conveniences include a sofa bed and a washer/dryer.

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Exterior & Views

Emerald Island Resort 4 Bedroom Townhome Close to Disney! 4 Townhouse

Osceola
Emerald Island Resort 4 Bedroom Townhome Close to Disney! 4 Townhouse Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This vacation home is 6.8 mi (10.9 km) from ESPN Wide World of Sports Complex and 6.9 mi (11.1 km) from Old Town.

Emerald Island Resort 4 Bedroom Townhome Close to Disney! 4 Townhouse Facility and Service
This smoke-free vacation home features hiking/biking trails nearby.

Emerald Island Resort 4 Bedroom Townhome Close to Disney! 4 Townhouse Rooms
Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a coffee/tea maker and a washing machine.

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Sport & Beauty

Oak Island Cove Homes by Atlas VH

Osceola
Oak Island Cove Homes by Atlas VH Location
With a stay at this vacation home in Kissimmee, you'll be a 4-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® Resort. This vacation home is 6.1 mi (9.8 km) from Old Town and 6.1 mi (9.8 km) from ESPN Wide World of Sports Complex.

Oak Island Cove Homes by Atlas VH Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access.

Oak Island Cove Homes by Atlas VH Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private pool. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wired internet access is available to keep you connected. Conveniences include a microwave and a coffee/tea maker.

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Others

Amazing Resort 2 bed condo close to Disney

Osceola
Amazing Resort 2 bed condo close to Disney offers top-notch services and amenities, ensuring guests experience utmost comfort. For guests with their own vehicle, parking facilities are provided. Due to health concerns, smoking is strictly prohibited within the entire premises of apartment.Accommodations come equipped with all the conveniences required for a restful night's slumber. A number of rooms feature cable TV for guest amusement and enjoyment. At Amazing Resort 2 bed condo close to Disney, select bathrooms are equipped with a hair dryer to enhance your comfort during your stay. Amazing Resort 2 bed condo close to Disney provides a superb assortment of leisure amenities for guests to enjoy.At the apartment fitness center, you have the option to engage in your daily exercise routine or simply alleviate your jet lag by breaking a sweat.
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Sport & Beauty

ChampionsGate Resort Homes and Townhomes

Osceola
We are proud to introduce you to our Championsgate Resort, where we have something for everyone! Make yourself home in any of our properties ranging from 4-bedroom townhomes to 9-bedroom pool homes and offers easy access to restaurants and world-class shopping. Your vacation home rental includes access to the 20, 000 sq. ft. Oasis clubhouse featuring:* Huge resort-style pool with pool-side cabanas* Exciting water slide* Relaxing windy lazy river* Interactive children's splash park* State-of-the-art fitness center* Movie theatre* The Grille restaurant * full-service restaurant* 18-hole challenging golf course* Pool-side tiki bar* Playground* Volleyball courts.
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Bedroom

Grhhc7661-201 - Reunion Resort - 3 Bed 2 Baths Condo

Osceola
Grhhc7661-201 - Reunion Resort - 3 Bed 2 Baths Condo Location
With a stay at this condo in Kissimmee (Reunion), you'll be a 5-minute drive from Reunion Resort Golf Course and 6 minutes from ChampionsGate Golf Club. This family-friendly condo is 8.1 mi (13 km) from Walt Disney World® Resort and 9.8 mi (15.7 km) from Old Town.

Grhhc7661-201 - Reunion Resort - 3 Bed 2 Baths Condo Facility and Service
Dip into one of the 8 outdoor pools or enjoy other recreational amenities including a complimentary water park and an outdoor tennis court. This condo also features complimentary wireless internet access, concierge services, and a television in a common area.

Grhhc7661-201 - Reunion Resort - 3 Bed 2 Baths Condo Rooms
Make yourself comfortable in this air-conditioned condo, featuring a kitchen with a refrigerator and an oven. There's a private balcony or patio. A flat-screen television with cable programming is available for your entertainment, and a video-game console is also provided. Conveniences include a microwave and a washer/dryer.

Restaurant and Cafe
Grab a bite from the grocery/convenience store serving guests of this condo.

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Sport & Beauty

16 Guest Lakefront Home w Pool BBQ

Osceola
16 Guest Lakefront Home w Pool BBQ Location
Located in Kissimmee, this vacation home is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 8.8 mi (14.1 km) from Disney Springs™ and 9.6 mi (15.4 km) from ESPN Wide World of Sports Complex.

16 Guest Lakefront Home w Pool BBQ Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a fitness center.

16 Guest Lakefront Home w Pool BBQ Rooms
Make yourself comfortable in this vacation home, which features a private pool and a Smart TV. A kitchen makes it easy to prepare your meals. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment.

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2.0/5
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Modern Villa With Games Room at Reunion

Osceola
Modern Villa With Games Room at Reunion Location
With a stay at this vacation home in Kissimmee (Reunion), you'll be within a 15-minute drive of Reunion Resort Golf Course and Mystic Dunes Golf Club. This vacation home is 7.5 mi (12.1 km) from Walt Disney World® Resort and 9.5 mi (15.4 km) from Old Town.

Modern Villa With Games Room at Reunion Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and an arcade/game room.

Modern Villa With Games Room at Reunion Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Exterior & Views

9 Bed 5 Ba Villa with Games, Pool & Spa

Osceola
9 Bed 5 Ba Villa with Games, Pool & Spa Location
With a stay at this vacation home in Four Corners, you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This family-friendly vacation home is 12.3 mi (19.8 km) from Old Town and 12.5 mi (20.2 km) from Walt Disney World® Resort.

9 Bed 5 Ba Villa with Games, Pool & Spa Facility and Service
Take time to pamper yourself with a visit to the full-service spa. Additional amenities at this vacation home include complimentary wireless internet access, an arcade/game room, and barbecue grills.

9 Bed 5 Ba Villa with Games, Pool & Spa Rooms
Your vacation home features a flat-screen TV. There's a private furnished balcony/patio. Conveniences include a dryer and an iron/ironing board.

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Private kitchen

Bright 3B w/ Pool Close to Disney @ Encantada 8545

Osceola
Bright 3B w/ Pool Close to Disney @ Encantada 8545 Location
With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and Old Town. This vacation home is 7 mi (11.2 km) from Disney's Animal Kingdom® Theme Park and 8.2 mi (13.1 km) from ESPN Wide World of Sports Complex.

Bright 3B w/ Pool Close to Disney @ Encantada 8545 Rooms
Make yourself comfortable in this vacation home, featuring a kitchen with an oven and a stovetop.

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1.0/5
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Energetic Villa With Gazebo at Encore

Osceola
Energetic Villa With Gazebo at Encore Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, within a 10-minute drive of Mystic Dunes Golf Club and Reunion Resort Golf Course. This vacation home is 5.6 mi (9 km) from Walt Disney World® Resort and 7.9 mi (12.7 km) from ESPN Wide World of Sports Complex.

Energetic Villa With Gazebo at Encore Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and an arcade/game room.

Energetic Villa With Gazebo at Encore Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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New Listing Pool and Game Room 4BR

Osceola
New Listing Pool and Game Room 4BR Location
With a stay at this cottage in Kissimmee, you'll be a 4-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® Resort. This cottage is 6 mi (9.7 km) from ESPN Wide World of Sports Complex and 6.1 mi (9.9 km) from Old Town.

New Listing Pool and Game Room 4BR Facility and Service
Be sure to enjoy recreational amenities, including an outdoor pool, a hot tub, and a 24-hour fitness center. Additional features at this cottage include complimentary wireless internet access and gas grills.

New Listing Pool and Game Room 4BR Rooms
Treat yourself to a stay in this individually decorated cottage, which features a private pool. A kitchen is outfitted with an oven and a microwave. Conveniences include a dryer and a ceiling fan.

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Hotels in Osceola

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