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Hotels in Osceola

Osceola
Fri, 06 Nov 2026 - Sat, 07 Nov 2026 (1 night)
1 Room, 1 Adult, 0 Children
Showing 5.000+ hotels in Osceola
Interior

Flash 20 Off Newly Remodeled Villa With Pvt Pool, Spa Pool And Game Room

Osceola
Flash 20 Off Newly Remodeled Villa With Pvt Pool, Spa Pool And Game Room Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Flamingo Crossings Town Center and Mystic Dunes Golf Club. This cottage is 7 mi (11.2 km) from Walt Disney World® Resort and 8.6 mi (13.9 km) from Disney's Animal Kingdom® Theme Park.

Flash 20 Off Newly Remodeled Villa With Pvt Pool, Spa Pool And Game Room Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. There's a private patio. Cable television is provided for your entertainment. Conveniences include a dryer and an iron/ironing board.

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Flamingo Express Hotel

Osceola
4.3/5
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Exterior & Views

IC018OR - 4 bedroom pool home

Osceola
IC018OR - 4 bedroom pool home 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 7.1 mi (11.4 km) from Old Town and 7.2 mi (11.6 km) from ESPN Wide World of Sports Complex.

IC018OR - 4 bedroom pool home Facility and Service
Enjoy recreational amenities such as an outdoor pool and a hot tub.

IC018OR - 4 bedroom pool home Rooms
Make yourself comfortable in this air-conditioned vacation home, which has a kitchen. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment.

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Children's theme room

Marvelous 3Bd Close To Disney W/ Gameroom @ 3409

Osceola
Marvelous 3Bd Close To Disney W/ Gameroom @ 3409 Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This vacation home is 7 mi (11.3 km) from Disney's Animal Kingdom® Theme Park and 8.2 mi (13.2 km) from Old Town.

Marvelous 3Bd Close To Disney W/ Gameroom @ 3409 Rooms
Make yourself comfortable in this vacation home, which has a kitchen.

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5.0/5
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Others

House of Fun at Windsor Westside w/ Pool!

Osceola
House of Fun at Windsor Westside w/ Pool! Location
When you stay at this vacation home in Kissimmee, you'll be next to a golf course, within a 10-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This golf vacation home is 7.9 mi (12.6 km) from Walt Disney World® Resort and 9.7 mi (15.5 km) from Disney's Animal Kingdom® Theme Park.

House of Fun at Windsor Westside w/ Pool! Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and complimentary use of a nearby fitness facility.

House of Fun at Windsor Westside w/ Pool! Rooms
Treat yourself to a stay in this individually decorated vacation home, which features a private pool and a flat-screen TV. There's a private furnished lanai. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Digital television is provided for your entertainment.

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3.4/5
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Sport & Beauty

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Osceola
Margaritaville Cottages Orlando by Vstays with H2O Waterpark Location
Located in Kissimmee, Margaritaville Cottages Orlando by Vstays with H2O Waterpark is connected to a shopping center, within a 10-minute drive of Walt Disney World® Resort and Old Town. This hotel is 6.4 mi (10.4 km) from Disney's Animal Kingdom® Theme Park and 6.8 mi (11 km) from Disney's Hollywood Studios®.

Margaritaville Cottages Orlando by Vstays with H2O Waterpark Facility and Service
Dip into one of the 2 outdoor pools or enjoy other recreational amenities, which include a complimentary water park. Additional amenities at this hotel include complimentary wireless internet access and concierge services.

Margaritaville Cottages Orlando by Vstays with H2O Waterpark Rooms
Make yourself at home in one of the 120 air-conditioned rooms featuring kitchens with full-sized refrigerators/freezers and ovens. Rooms have private furnished patios. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include microwaves and coffee/tea makers, as well as phones with free local calls.

Restaurant and Cafe
Satisfy your appetite at one of the hotel's 4 restaurants. Relax with a refreshing drink from the poolside bar or one of the 2 bars/lounges.

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4.6/5(351 Reviews)
“Great deal”
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Exterior & Views

Days Inn by Wyndham Kissimmee West

Osceola
Days Inn by Wyndham Kissimmee West Location
Located in Kissimmee, Days Inn by Wyndham Kissimmee West is in the historical district, a 1-minute drive from Shingle Creek Regional Park and 11 minutes from Old Town. This golf hotel is 8.5 mi (13.7 km) from Disney Springs™ and 9.5 mi (15.3 km) from Walt Disney World® Resort.

Days Inn by Wyndham Kissimmee West Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including a television in a common area and a picnic area.

Days Inn by Wyndham Kissimmee West Rooms
Make yourself at home in one of the 51 air-conditioned rooms featuring refrigerators and microwaves. Complimentary wired internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include desks and separate sitting areas, and housekeeping is provided daily.

Restaurant and Cafe
A complimentary on-the-go breakfast is served daily from 7:00 AM to 9:00 AM.

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1.5/5(100 Reviews)
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Exterior & Views

Four Bedrooms TownHome Compass Bay Resort 5130

Osceola
Four Bedrooms TownHome Compass Bay Resort 5130 Location
When you stay at this vacation home in Kissimmee, you'll be on a lake, a 5-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This family-friendly vacation home is 5.4 mi (8.6 km) from Disney Springs™ and 5.6 mi (9 km) from ESPN Wide World of Sports Complex.

Four Bedrooms TownHome Compass Bay Resort 5130 Facility and Service
Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. This vacation home also features complimentary wireless internet access, concierge services, and a television in a common area.

Four Bedrooms TownHome Compass Bay Resort 5130 Rooms
Make yourself comfortable in this individually decorated vacation home, featuring a kitchen with a full-sized refrigerator/freezer and an oven. There's a private balcony or patio. Wired and wireless internet access is complimentary, while a 60-inch Smart television with cable programming provides entertainment. Conveniences include a safe and a desk, and you can also request a crib/infant bed.

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4.6/5
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Sport & Beauty

2605 Yountville Avenue

Osceola
2605 Yountville Avenue Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 9.7 mi (15.6 km) from Disney Springs™ and 10.7 mi (17.3 km) from Walt Disney World® Resort.

2605 Yountville Avenue Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

2605 Yountville Avenue Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. There's a private patio. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer.

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Bedroom

Cool & Modern 4 Ved Storey Lake Pool Home 4911wind

Osceola
Cool & Modern 4 Ved Storey Lake Pool Home 4911wind Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 6 mi (9.6 km) from Disney Springs™ and 6.7 mi (10.8 km) from ESPN Wide World of Sports Complex.

Cool & Modern 4 Ved Storey Lake Pool Home 4911wind Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a fitness center.

Cool & Modern 4 Ved Storey Lake Pool Home 4911wind 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.

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Primary image

Storey Lake Resort 5 Bedroom Themed Pool Home 5 Home

Osceola
Storey Lake Resort 5 Bedroom Themed Pool Home 5 Home 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 7.2 mi (11.6 km) from Disney Springs™ and 8.3 mi (13.4 km) from Walt Disney World® Resort.

Storey Lake Resort 5 Bedroom Themed Pool Home 5 Home Rooms
Make yourself comfortable in your vacation home, which features a refrigerator. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a washing machine.

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Exterior & Views

Calypso Cay Vacation Villas

Osceola
Calypso Cay Vacation Villas Location
With a stay at Calypso Cay Vacation Villas, you'll be centrally located in Kissimmee, a 4-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This family-friendly hotel is 5 mi (8 km) from Disney Springs™ and 5.8 mi (9.3 km) from Walt Disney World® Resort.

Calypso Cay Vacation Villas Facility and Service
Dip into one of the 3 outdoor pools or enjoy other recreational amenities including a waterslide and a fitness center. Additional features at this hotel include complimentary wireless internet access, concierge services, and gift shops/newsstands.

Calypso Cay Vacation Villas Rooms
Make yourself at home in one of the 150 air-conditioned rooms featuring kitchens with full-sized refrigerators/freezers and ovens. Your bed comes with premium bedding, and all rooms are furnished with queen sofa beds. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include phones, as well as separate sitting areas and microwaves.

Restaurant and Cafe
You can enjoy a meal at the restaurant serving the guests of Calypso Cay Vacation Villas, or stop in at the snack bar/deli. Wrap up your day with a drink at the bar/lounge.

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4.0/5(200 Reviews)
“Worth it”
Starts from
THB 5,035
/room/night
Others

Near Theme Parks! In-Ground 3 BR Pool Home, Sleeps 7, Total Privacy!

Osceola
Near Theme Parks! In-Ground 3 BR Pool Home, Sleeps 7, Total Privacy! Location
Located in Kissimmee (Lindfields), this vacation home is within a 10-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This vacation home is 7.5 mi (12.1 km) from Disney's Animal Kingdom® Theme Park and 8.6 mi (13.8 km) from Old Town.

Near Theme Parks! In-Ground 3 BR Pool Home, Sleeps 7, Total Privacy! 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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5.0/5
Fully Booked
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Others

1589mvd-the Retreat At Championsgate 4 Bedroom Townhouse by RedAwning

Osceola
1589mvd-the Retreat At Championsgate 4 Bedroom Townhouse by RedAwning 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 Mystic Dunes Golf Club. This vacation home is 11.5 mi (18.5 km) from Old Town and 12.3 mi (19.7 km) from ESPN Wide World of Sports Complex.

1589mvd-the Retreat At Championsgate 4 Bedroom Townhouse by RedAwning Rooms
Make yourself comfortable in your vacation home, featuring a refrigerator and a DVD player. There's a private patio. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. The bathroom has a bathtub or shower and complimentary toiletries.

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Others

Emerald Island Resort 4 bed 3 bath with pool/spa

Osceola
Experience an abundance of unparalleled facilities and features at Emerald Island Resort 4 bed 3 bath with pool/spa.The private villa maintains a completely smoke-free zone, providing a breathable atmosphere. Each accommodation at Emerald Island Resort 4 bed 3 bath with pool/spa is thoughtfully created and adorned to provide visitors with a comfortable, home-like atmosphere.In select rooms, guests can enjoy a touch of amusement with the availability of cable TV for their entertainment.Understanding the significance of bathroom amenities in enhancing guest contentment, the private villa offers a hair dryer within certain chosen rooms. Indulge in the numerous pursuits available at Emerald Island Resort 4 bed 3 bath with pool/spa.Unwind after your day by exploring the spa and find warmth and relaxation.For individuals who don't want to skip their exercise routine, visiting the private villa fitness center ensures you maintain your vitality and wellness.
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Close To Disney Condo 3 Bed / 2 Bath 3 Bedroom Condo

Osceola
Close To Disney Condo 3 Bed / 2 Bath 3 Bedroom Condo Location
With a stay at this condo in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and Old Town. This condo is 7.1 mi (11.4 km) from ESPN Wide World of Sports Complex and 8.2 mi (13.2 km) from Disney's Hollywood Studios®.

Close To Disney Condo 3 Bed / 2 Bath 3 Bedroom Condo Rooms
Make yourself comfortable in your condo. Complimentary wireless internet access is available to keep you connected.

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Exterior & Views

Clarion Inn & Suites Kissimmee Lake Buena Vista S

Osceola
The Clarion Inn and Suites Kissimmee-Lake Buena Vista South hotel in Kissimmee is a great place to get together for meet-ups and reunions with friends, family and colleagues. Amenities include free WiFi, free full buffet breakfast, an outdoor heated pool, scheduled transportation to the parks and a lounge and bar. We are near everything Orlando has to offer including multiple theme parks and I-Drive. Attractions include Walt Disney World, SeaWorld Adventure Park, ESPN World Wide of Sports Complex, Orange County Convention Center and the Orlando Eye. Earn extras like free nights and gift cards when you join our Choice Privileges program.
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Exterior & Views

Stunning 3Bd Close to Disney at Fiesta Key 4764

Osceola
Stunning 3Bd Close to Disney at Fiesta Key 4764 Location
With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This family-friendly vacation home is 10 mi (16 km) from Disney Springs™ and 10.1 mi (16.3 km) from Walt Disney World® Resort.

Stunning 3Bd Close to Disney at Fiesta Key 4764 Facility and Service
Enjoy a range of recreational amenities, including a complimentary water park, an outdoor pool, and a lazy river. This vacation home also features concierge services, a television in a common area, and charcoal grills.

Stunning 3Bd Close to Disney at Fiesta Key 4764 Rooms
Make yourself comfortable in this individually decorated vacation home, featuring a kitchen with a full-sized refrigerator/freezer and an oven. A 60-inch Smart television with cable programming provides entertainment, while complimentary wired internet access keeps you connected. Conveniences include a safe and a desk, and you can also request a crib/infant bed (surcharge).

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4.0/5
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Exterior & Views

New villa with Harry Potter and Mickey bedrooms

Osceola
New villa with Harry Potter and Mickey bedrooms provides flawless service and all the necessary facilities for visitors.When arriving by car, you'll be grateful for the on-site complimentary parking at home.In order to ensure the utmost level of relaxation, the guestrooms feature an inviting design and are equipped with all basic necessities, creating a delightful stay experience. To ensure your satisfaction, certain rooms in the home come fitted with linen service for a more pleasant stay. Several chosen accommodations at New villa with Harry Potter and Mickey bedrooms have a separate living room incorporated into the room design.In select rooms, visitors can enjoy a touch of amusement with the availability of television and cable TV for their entertainment needs.Rest assured, quenching your thirst is not a concern with a coffee or tea maker available in select accommodations.You'll be pleased to know that select guest bathrooms offer bathroom amenities such as a hair dryer, ensuring a comfortable stay.
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Spacious and Inviting Home With Private Pool, Central AC, and Washer/dryer

Osceola
Spacious and Inviting Home With Private Pool, Central AC, and Washer/dryer Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, a 3-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® Resort. This vacation home is 5.9 mi (9.4 km) from ESPN Wide World of Sports Complex and 5.9 mi (9.6 km) from Old Town.

Spacious and Inviting Home With Private Pool, Central AC, and Washer/dryer 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.

Spacious and Inviting Home With Private Pool, Central AC, and Washer/dryer Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Fully Booked
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Hotels in Osceola

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