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Hotels in Osceola

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

Windsor At Westside #22 - 6 Bed 5 Baths Villa

Osceola
Windsor At Westside #22 - 6 Bed 5 Baths Villa Location
With a stay at this villa in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This family-friendly villa is 10.2 mi (16.4 km) from Disney's Animal Kingdom® Theme Park and 11.1 mi (17.8 km) from ESPN Wide World of Sports Complex.

Windsor At Westside #22 - 6 Bed 5 Baths Villa Facility and Service
Practice your swing on the golf course or dip into one of the 2 hot tubs. Additional features at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Windsor At Westside #22 - 6 Bed 5 Baths Villa Rooms
Make yourself comfortable in this air-conditioned villa, featuring a kitchen with a refrigerator and an oven. There's a private balcony or patio. A flat-screen television is provided for your entertainment. Conveniences include a microwave and a washer/dryer.

Restaurant and Cafe
Grab a bite from the grocery/convenience store serving guests of this villa. Relax with your favorite drink at the bar/lounge or the poolside bar.

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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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Others

Grhhc1592-202 - Reunion Resort - 3 Bed 2 Baths Condo

Osceola
Grhhc1592-202 - Reunion Resort - 3 Bed 2 Baths Condo Location
With a stay at this condo in Kissimmee (Reunion), you'll be a 2-minute drive from Reunion Resort Golf Course and 5 minutes from ChampionsGate Golf Club. This family-friendly condo is 8 mi (12.8 km) from Walt Disney World® Resort and 9.7 mi (15.6 km) from Old Town.

Grhhc1592-202 - 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.

Grhhc1592-202 - 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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Interior

Grs7756

Osceola
Grs7756 Location
With a stay at this cottage in Kissimmee (Windsor Hills), you'll be a 4-minute drive from Mystic Dunes Golf Club and 8 minutes from Walt Disney World® Resort. This cottage is 5.9 mi (9.5 km) from ESPN Wide World of Sports Complex and 6.1 mi (9.9 km) from Old Town.

Grs7756 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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Exterior & Views

Stunning 9Bd Single Family Champions Gate 1508

Osceola
Stunning 9Bd Single Family Champions Gate 1508 offers top-notch services and amenities, ensuring guests experience utmost comfort. Visitors can take advantage of complimentary parking directly at the country house. Each accommodation at Stunning 9Bd Single Family Champions Gate 1508 is thoughtfully created and adorned to provide visitors with a comfortable, home-like atmosphere.In select rooms of the country house, guests can enjoy the advantage of having linen service available for their convenience. In select rooms, guests at the country house can enjoy top-notch in-room entertainment with television and cable TV available for their convenience.Rest assured, in a few chosen rooms, the presence of a coffee or tea maker can be found. Understanding the significance of bathroom amenities in enhancing guest contentment, the country house offers a hair dryer within certain chosen rooms. Stunning 9Bd Single Family Champions Gate 1508 provides a superb assortment of leisure amenities for guests to enjoy. Unwind after your day by exploring the hot tub and find warmth and relaxation. For individuals who don't want to skip their exercise routine, visiting the country house fitness center ensures you maintain your vitality and wellness.
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Sport & Beauty

Alhambra Villas by Coolvacay

Osceola
Alhambra Villas by Coolvacay Location
With a stay at Alhambra Villas by Coolvacay in Kissimmee (Solivita), you'll be a 2-minute drive from Poinciana Medical Center and 14 minutes from Boggy Creek Airboat Rides. This family-friendly condo is 10.9 mi (17.6 km) from Green Meadows Petting Farm and 12.5 mi (20.1 km) from Providence Golf Club.

Alhambra Villas by Coolvacay Facility and Service
Be sure to enjoy recreational amenities, including an outdoor pool, an outdoor tennis court, and a pickleball court. This condo also features complimentary wireless internet access, a picnic area, and barbecue grills.

Alhambra Villas by Coolvacay Rooms
Make yourself at home in one of the 5 guestrooms featuring microwaves and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers. Conveniences include coffee/tea makers and irons/ironing boards, as well as phones with free local calls.

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4.4/5(200 Reviews)
“Worth it”
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7740 Sandy Ridge Drive Unit 3-214

Osceola
7740 Sandy Ridge Drive Unit 3-214 Location
With a stay at this cottage in Kissimmee (Reunion), you'll be a 5-minute drive from Reunion Resort Golf Course and 8 minutes from ChampionsGate Golf Club. This cottage is 6.5 mi (10.4 km) from Walt Disney World® Resort and 8.7 mi (14 km) from ESPN Wide World of Sports Complex.

7740 Sandy Ridge Drive Unit 3-214 Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. There's a private balcony. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer.

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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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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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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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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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Exterior & Views

Paradise Palms Resort Homes and Townhomes

Osceola
Your Kissimmee vacation starts here!! Enjoy the Paradise Palms Orlando Resort, this beautiful short-term rental community featuring single-family vacation homes and townhomes just minutes from Walt Disney World resort and a short drive to Universal Studios. Your vacation home rental includes access to the Paradise Palms 9, 500 sq. ft. clubhouse featuring:* Massive 5, 000 sq. ft. pool* Luxurious hot tub* Exciting water slide* Paradise Palms tiki bar* 50-seat movie theatre* State-of-the-art fitness center* Sundry shop* Game room* Internet lounge* Basketball courts* Sand volleyball courts* Lighted tennis courtsNote: A rental deposit and rental fee may be collected for any sport's equipment rented at the clubhouse. Prices vary.
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4.6/5
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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

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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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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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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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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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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Fully Booked
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Flamingo Express Hotel

Osceola
4.3/5
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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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Hotels in Osceola

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