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Osceola County
Florida
United States of America
Hotels
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Top Hotels in Osceola County

Relax in style with a view of the outdoor pool from our spacious lobby, featuring a stunning chandelier and unique sculpture.

Welcome to our reception area, featuring a stylish desk and shelves showcasing local treats and gifts.

Relax in style with comfortable seating and a grand chandelier.

Stylish building with rooms or suites, featuring large glass sliding doors and a wooden deck.

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

4.0 star property

Kissimmee

9.4 out of 10, Exceptional, (865)

9.4/10

Exceptional

(865)

"Absolutely loved staying here and they are very friendly "

The price is NZ$141

NZ$141

includes taxes & fees

27 Aug - 28 Aug

Kompose Boutique Resort at Theme Parks

Relax by the pool surrounded by palm trees and lounge chairs.

Relax in a spacious room with a large bed, flat-screen TV, and city views.

Relax in a spacious lobby with comfortable seating areas and a high ceiling.

Experience the Drury Plaza Hotel's striking architecture, featuring a curved facade and a spacious entrance with a canopy.

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

3.0 star property

Lake Buena Vista

9.8 out of 10, Exceptional, (4588)

9.8/10

Exceptional

(4588)

"Great resort "

The price is NZ$259

NZ$259

includes taxes & fees

7 Aug - 8 Aug

Drury Plaza Hotel Orlando - Disney Springs Area

7 outdoor pools, pool cabanas (surcharge), pool umbrellas

1 bedroom, in-room safe, laptop workspace, blackout curtains

8 restaurants, breakfast, lunch, dinner served; pizza

7 outdoor pools, pool cabanas (surcharge), pool umbrellas

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property

Orange Lake

8.6 out of 10, Excellent, (2238)

8.6/10

Excellent

(2238)

"We enjoyed our stay!!"

The price is NZ$264

NZ$264

includes taxes & fees

4 Aug - 5 Aug

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Relax by the serene pool, surrounded by lush greenery and a gentle waterfall.

Relax by the serene pool surrounded by lush greenery and enjoy a variety of seating options.

Experience the grandeur of this hotel, surrounded by a serene pool and lush palm trees, with multiple levels and spacious balconies.

Experience a luxurious beachfront setting with stunning views, perfect for special occasions.

Walt Disney World Dolphin

Walt Disney World Dolphin

4.0 star property

Bay Lake

8.8 out of 10, Excellent, (3663)

8.8/10

Excellent

(3663)

"Great stay!"

The price is NZ$395

NZ$395

includes taxes & fees

5 Aug - 6 Aug

Walt Disney World Dolphin

Relax in our spacious lobby, featuring a high ceiling, potted plants, and a central fountain.

Relax in the hotel's spacious atrium, surrounded by lush greenery and vibrant murals.

Experience the warm and inviting atmosphere of our lobby, featuring a high ceiling, comfortable seating, and lush tropical plants.

Enjoy the serene view from this balcony with a pair of Adirondack chairs and a small table.

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property

Kissimmee

9.0 out of 10, Wonderful, (3480)

9.0/10

Wonderful

(3480)

"Beautiful Place to stay I love it "

The price is NZ$360

NZ$360

includes taxes & fees

11 Aug - 12 Aug

Margaritaville Resort Orlando with H2O Waterpark

Relax by the resort's central pool, surrounded by lounge chairs and umbrellas.

Property entrance

Snack bar

Hiking

Vacation Village at Parkway

Vacation Village at Parkway

3.0 star property

Kissimmee

8.6 out of 10, Excellent, (2660)

8.6/10

Excellent

(2660)

"Loved our stay can’t wait to go back "

The price is NZ$182

NZ$182

includes taxes & fees

1 Aug - 2 Aug

Vacation Village at Parkway

Relax by the serene pool surrounded by a natural rock formation.

Relax in our spacious lobby, featuring a central round table, sofas, and chairs, alongside a reception desk and stone accent wall.

Hotel building with a flat roof and balconies, set amidst a well-maintained lawn.

Enjoy cooking in this well-equipped kitchen with a central island, sink, and seating, flanked by cabinets and stainless steel appliances.

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4.0 star property

Kissimmee

9.0 out of 10, Wonderful, (4176)

9.0/10

Wonderful

(4176)

"Amazing place for the family and little kids!"

The price is NZ$239

NZ$239

includes taxes & fees

6 Aug - 7 Aug

Hilton Vacation Club Mystic Dunes Orlando

Experience a luxurious atmosphere in our spacious lobby, surrounded by palm trees, large plants, and vibrant bird murals.

Experience the grandeur of our lobby, featuring a high ceiling, reception desk, and comfortable seating areas.

Relax in a serene atrium with lush greenery, artistic murals, and comfortable seating areas.

Enjoy cooking in this well-lit kitchen with a refrigerator, microwave, and dishwasher.

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property

Kissimmee

8.8 out of 10, Excellent, (1522)

8.8/10

Excellent

(1522)

"Love staying here. It’s like home away from HOME! "

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Enjoy thrilling water slides and a central pool surrounded by a deck and lifeguard station.

Welcome to our festive reception area, featuring a beautifully decorated Christmas tree and a warm, inviting atmosphere.

Relax in a spacious room with a large bed, desk, and wardrobe, featuring a bedside table and lamp, and a television mounted on the wall.

Relax among lush tropical plants and vibrant foliage in this family-friendly outdoor space.

Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Hotel & Water Park

3.0 star property

Kissimmee

7.2 out of 10, Good, (1399)

7.2/10

Good

(1399)

"Nice place to be in family "

The price is NZ$148

NZ$148

includes taxes & fees

4 Aug - 5 Aug

Ramada by Wyndham Hotel & Water Park

Outdoor pool, open 6:00 AM to 11:00 PM, pool cabanas (surcharge)

Situated by a body of water, this hotel offers stunning views and access to water-based activities.

Romantic wedding ceremonies take place under a beautiful floral archway, surrounded by palm trees and a stunning resort backdrop.

Enjoy a drink at the hotel's well-stocked bar with a long counter and stools.

Walt Disney World Swan

Walt Disney World Swan

4.0 star property

Bay Lake

9.2 out of 10, Wonderful, (1825)

9.2/10

Wonderful

(1825)

"Great hotel "

The price is NZ$434

NZ$434

includes taxes & fees

5 Aug - 6 Aug

Walt Disney World Swan

Relax by the pool surrounded by lush greenery and palm trees, with clear and sandy-bottomed sections for a variety of swimming experiences.

Stunning hotel with a symmetrical facade and beautifully manicured grounds.

Indulge in a variety of freshly baked goods and specialty coffees at this welcoming coffee shop.

Conference room with a large table and six comfortable chairs, offering a city view.

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area

3.5 star property

Lake Buena Vista

8.0 out of 10, Very good, (3688)

8.0/10

Very good

(3688)

"Great hotel at excellent prices "

The price is NZ$198

NZ$198

includes taxes & fees

3 Aug - 4 Aug

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Relax in this serene outdoor seating area with a round table and comfortable chairs.

Enjoy a refreshing bathroom with a bathtub, sink, and large mirror, plus a window with an outside view.

Relax in a spacious room with a large bed, dresser, and TV.

Hotel features a central swimming pool surrounded by a deck with a decorative border.

Seasons Florida Resort

Seasons Florida Resort

2.0 star property

Kissimmee

8.8 out of 10, Excellent, (3026)

8.8/10

Excellent

(3026)

"Very nice clean accomodation with helpful and friendly staff."

The price is NZ$113

NZ$113

includes taxes & fees

8 Aug - 9 Aug

Seasons Florida Resort

Relax in our spacious lobby with a view of the outdoor pool, featuring comfortable seating and lush greenery.

Enjoy a spacious dining area with a long table and comfortable seating, featuring a buffet with a variety of hot and cold dishes.

Enter a spacious lobby with a curved pathway leading to the main building, featuring comfortable seating areas and large windows.

2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 star property

Kissimmee

8.6 out of 10, Excellent, (348)

8.6/10

Excellent

(348)

"We enjoyed our stay!"

The price is NZ$140

NZ$140

includes taxes & fees

24 Aug - 25 Aug

Holiday Inn Resort Kissimmee by the Parks by IHG

Stunning hotel exterior with a tranquil water feature and lush surroundings.

Relax in comfort with a large bed, desk, and TV.

Welcome to Comfort Inn, where guests can check in and enjoy a warm, inviting atmosphere.

Relax by the pool surrounded by lounge chairs and sunbeds.

Comfort Inn & Suites Kissimmee by the Parks

Comfort Inn & Suites Kissimmee by the Parks

2.5 star property

Kissimmee

7.2 out of 10, Good, (1543)

7.2/10

Good

(1543)

"Great place to stay "

The price is NZ$165

NZ$165

includes taxes & fees

3 Aug - 4 Aug

Comfort Inn & Suites Kissimmee by the Parks

Enjoy a diverse selection of hot and cold dishes at our buffet.

Relax in the stylish lobby with a comfortable sofa set and armchairs, a coffee table, and a reception desk.

Relax by the pool surrounded by lush greenery and palm trees.

Front of property - evening/night

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

3.0 star property

Kissimmee

8.4 out of 10, Very good, (1720)

8.4/10

Very good

(1720)

"Great place to stay compared to other hotels around that area "

The price is NZ$146

NZ$146

includes taxes & fees

3 Aug - 4 Aug

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Relax by the pool surrounded by lush greenery and comfortable seating options.

Relax in our spacious lounge area with a high ceiling, large windows, and comfortable seating options.

Relax in the spacious lobby with seating areas and large windows.

Relax in our inviting bar area, featuring a bar counter, seating, and a selection of beverages.

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

3.5 star property

Kissimmee

8.2 out of 10, Very good, (2176)

8.2/10

Very good

(2176)

"Great place to stay highly recommended."

The price is NZ$166

NZ$166

includes taxes & fees

3 Aug - 4 Aug

Delta Hotels by Marriott Orlando Celebration

Relax by the pool surrounded by lounge areas and amenities, including a water slide and lazy river.

Relax in the serene patio area with a sofa, chairs, and table, surrounded by lush greenery and twinkling string lights.

Stunning hotel with balconies and windows overlooking a serene body of water.

Enjoy a warm and inviting dining experience in our restaurant with a mix of traditional and modern seating options.

Westgate Town Center Resort

Westgate Town Center Resort

4.0 star property

Kissimmee

8.0 out of 10, Very good, (1304)

8.0/10

Very good

(1304)

"Great resort"

The price is NZ$229

NZ$229

includes taxes & fees

3 Aug - 4 Aug

Westgate Town Center Resort

Relax by the pool surrounded by palm trees and lounge chairs in a serene outdoor oasis.

Conference room with a large glass table and six high-backed chairs, surrounded by large windows and climate-controlled for comfort.

Step into the hotel lobby, featuring a spacious central area with a staircase and comfortable seating options.

Welcome to our hotel lobby, featuring a high ceiling, polished floors, and a modern reception desk.

Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area

4.0 star property

Lake Buena Vista

8.8 out of 10, Excellent, (2690)

8.8/10

Excellent

(2690)

"We’ve stayed here many times and always love it. "

The price is NZ$235

NZ$235

includes taxes & fees

6 Aug - 7 Aug

Wyndham Lake Buena Vista – Disney Springs® Area

Experience the grandeur of this iconic hotel, set amidst beautifully maintained gardens and lush greenery.

Experience the grandeur of Gaylor Palms, featuring a symmetrical facade with a central entrance and a mix of classical and modern architecture.

Enjoy the serene view of the lush courtyard from this balcony.

Surrounded by lush greenery, this serene atrium features a central water feature and a glass dome structure.

Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

4.0 star property

Kissimmee

9.0 out of 10, Wonderful, (1245)

9.0/10

Wonderful

(1245)

"What an awesome place to enjoy as a family!"

The price is NZ$551

NZ$551

includes taxes & fees

1 Aug - 2 Aug

Gaylord Palms Resort & Convention Center

Relax by the pool surrounded by lounge areas and amenities like a water slide and lazy river.

Enjoy a unique dining experience in this eclectic restaurant with a mix of booths and tables, a vibrant mural, and exposed wooden beams.

Enjoy cooking in this well-equipped kitchen with a sink, refrigerator, microwave, and oven.

Enjoy a pleasant dining experience on the covered patio with comfortable seating.

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4.0 star property

Kissimmee

8.0 out of 10, Very good, (1673)

8.0/10

Very good

(1673)

"Excellent service, clean, beautiful and fancy place to stay"

The price is NZ$221

NZ$221

includes taxes & fees

3 Aug - 4 Aug

Westgate Vacation Villas Resort

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Great weekend hotel deals in Osceola County, FL

Showing deals for:8 Aug - 10 Aug

Image gallery for Villas at Fortune Place

Welcome to our hotel, where a tranquil entrance sets the tone for a relaxing stay.

Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Kids can play on the playground's slide, climbing elements, and shelter.

Relax by the serene water feature surrounded by lounge chairs and a picturesque view.

Villas at Fortune Place

3.0 star property

Kissimmee

8.8/10Excellent (136 reviews)

10% off

Price is NZ$731

NZ$731

NZ$366 per night

includes taxes & fees

Villas at Fortune Place

Image gallery for Encore Resort and Water Park At Reunion by Rentyl

Sleep under the stars in this cozy retreat with a large bed and a smaller bed, a TV, and a ceiling fan.

Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Classic hotel with a central entrance, symmetrical wings, and a clock tower.

Relax in this stylish living space with a comfortable sofa, flat-screen TV, and modern kitchen area.

VIP Access

Encore Resort and Water Park At Reunion by Rentyl

5.0 star property

Kissimmee

8.4/10Very good (1,002 reviews)

15% off

Price is NZ$1,655

NZ$1,655

NZ$828 per night

includes taxes & fees

Encore Resort and Water Park At Reunion by Rentyl

Image gallery for Kapp and Kappy B&B

Cozy retreat with a nightstand, clock, and window overlooking a patterned rug.

Relax on the porch with comfortable seating and enjoy the serene surroundings.

Relax in a cozy living space with a comfortable seating area, TV, and kitchenette.

Stunning two-story residence with a central entrance, surrounded by lush greenery and Spanish moss-covered roof.

Kapp and Kappy B&B

3.5 star property

Kissimmee

9.8/10Exceptional (121 reviews)

23% off

Price is NZ$650

NZ$650

NZ$325 per night

includes taxes & fees

Kapp and Kappy B&B

Image gallery for Westgate Town Center Resort

Enjoy a warm and inviting dining experience in our restaurant with a mix of traditional and modern seating options.

Relax by the pool surrounded by lounge areas and amenities, including a water slide and lazy river.

Relax in the serene patio area with a sofa, chairs, and table, surrounded by lush greenery and twinkling string lights.

Stunning hotel with balconies and windows overlooking a serene body of water.

Westgate Town Center Resort

4.0 star property

Kissimmee

8.0/10Very good (1,304 reviews)

43% off

Price is NZ$488

NZ$488

NZ$244 per night

includes taxes & fees

Westgate Town Center Resort

Image gallery for Parkway International Resort

Condo, 2 Bedrooms, Kitchen | Private kitchen

Terrace/patio

Dining

Exterior

Parkway International Resort

3.0 star property

Kissimmee

9.4/10Exceptional (1,946 reviews)

Member Price available

Price is NZ$503

NZ$503

NZ$252 per night

includes taxes & fees

Sign in for Member Price

Parkway International Resort

Image gallery for FantasyWorld Resort

Compact kitchen with a granite countertop, wooden cabinets, and modern appliances, including a refrigerator, microwave, and oven.

Relax by the pool surrounded by lush tropical plants and palm trees.

Playground area with a slide and climbing structure under a shaded canopy.

Enjoy a serene view of the beautifully landscaped garden from the comfort of your room.

VIP Access

FantasyWorld Resort

4.0 star property

Kissimmee

8.6/10Excellent (1,011 reviews)

9% off

Price is NZ$738

NZ$738

NZ$369 per night

includes taxes & fees

FantasyWorld Resort

Image gallery for Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Relax by the pool surrounded by palm trees and lounge chairs.

Relax by the pool or on the beach, with multiple pools and a dock offering a range of amenities.

Enjoy cooking in this well-equipped kitchen with stainless steel appliances, a microwave, oven, and dishwasher.

Relax in this stylish living space with a neutral-toned sofa, coffee table, and dining area.

VIP Access

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4.0 star property

Kissimmee

9.0/10Wonderful (1,000 reviews)

31% off

Price is NZ$1,378

NZ$1,378

NZ$689 per night

includes taxes & fees

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Image gallery for Club Wyndham Cypress Palms

Stroll along the lakeside pathway, taking in the serene views of the surrounding trees and sky.

Relax by the inviting pool surrounded by lounge chairs and umbrellas, with stunning views from the hotel's spacious balconies.

Relax in a serene outdoor space surrounded by lush greenery and vibrant flowers.

Guests can enjoy balconies with outdoor space on each floor.

Club Wyndham Cypress Palms

3.5 star property

Kissimmee

9.0/10Wonderful (1,780 reviews)

20% off

Price is NZ$489

NZ$489

NZ$245 per night

includes taxes & fees

Club Wyndham Cypress Palms

Image gallery for Champions Gate condos by UNE

Relax in this serene outdoor space with a bench, table, and potted plant, surrounded by glass doors leading to a balcony with a scenic view.

Relax by the resort pool surrounded by lounge chairs and umbrellas, with a view of the Mediterranean-style architecture.

Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a dining area with a table and chairs.

Enjoy cooking in this well-lit kitchen with a large island, stainless steel sink, dishwasher, and a view of the backyard.

VIP Access

Champions Gate condos by UNE

4.0 star property

Davenport

9.0/10Wonderful (22 reviews)

16% off

Price is NZ$743

NZ$743

NZ$372 per night

includes taxes & fees

Champions Gate condos by UNE

Image gallery for Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Enjoy cooking in this well-lit kitchen with a refrigerator, microwave, and dishwasher.

Experience a luxurious atmosphere in our spacious lobby, surrounded by palm trees, large plants, and vibrant bird murals.

Experience the grandeur of our lobby, featuring a high ceiling, reception desk, and comfortable seating areas.

Relax in a serene atrium with lush greenery, artistic murals, and comfortable seating areas.

VIP Access

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property

Kissimmee

8.8/10Excellent (1,522 reviews)

7% off

Price is NZ$1,446

NZ$1,446

NZ$723 per night

includes taxes & fees

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Image gallery for Vacation Home Near Disney

Stunning two-story home with a central staircase and arched windows.

Enjoy cooking in this well-equipped kitchen with a refrigerator, stove, and sink.

Enjoy a serene retreat with a swimming pool and tennis court surrounded by lush landscaping and two-story buildings with a unique architectural style.

Enjoy meals in the kitchen and dining area, featuring a double sink, pedestal sink, and a wooden table with four chairs.

Vacation Home Near Disney

3.0 star property

Kissimmee

9.2/10Wonderful (12 reviews)

7% off

Price is NZ$941

NZ$941

NZ$470 per night

includes taxes & fees

Vacation Home Near Disney

Image gallery for Reunion Resort & Golf Club

Relax in style with wicker furniture and a central fire feature, surrounded by palm trees and a stunning view.

Surrounded by lush greenery and palm trees, this resort offers multiple pools and a lazy river.

Enjoy cooking in this well-equipped kitchen with oven, dishwasher, and refrigerator.

Experience the grandeur of our lobby, featuring a stunning chandelier, elegant fountain, and grand piano.

VIP Access

Reunion Resort & Golf Club

5.0 star property

Kissimmee

8.8/10Excellent (1,363 reviews)

30% off

Price is NZ$814

NZ$814

NZ$407 per night

includes taxes & fees

Reunion Resort & Golf Club

Image gallery for Westgate Vacation Villas Resort

Enjoy a pleasant dining experience on the covered patio with comfortable seating.

Relax by the pool surrounded by lounge areas and amenities like a water slide and lazy river.

Enjoy a unique dining experience in this eclectic restaurant with a mix of booths and tables, a vibrant mural, and exposed wooden beams.

Enjoy cooking in this well-equipped kitchen with a sink, refrigerator, microwave, and oven.

Westgate Vacation Villas Resort

4.0 star property

Kissimmee

8.0/10Very good (1,673 reviews)

43% off

Price is NZ$457

NZ$457

NZ$229 per night

includes taxes & fees

Westgate Vacation Villas Resort

Image gallery for Comfort Suites Maingate East

Two beds with wooden headboards and white bedding, a large window with sheer curtains, and a wall-mounted air conditioning unit.

Relax by the pool surrounded by lush greenery and palm trees.

Guests can enjoy stunning views from the balconies of this modern hotel, surrounded by lush greenery and tropical plants.

Welcome to our lobby, featuring a reception area with a counter and seating, a beverage fridge, and lush greenery.

Comfort Suites Maingate East

3.0 star property

Kissimmee

8.6/10Excellent (2,143 reviews)

15% off

Price is NZ$462

NZ$462

NZ$231 per night

includes taxes & fees

Comfort Suites Maingate East

Image gallery for Margaritaville Resort Orlando with H2O Waterpark

Enjoy the serene view from this balcony with a pair of Adirondack chairs and a small table.

Relax in our spacious lobby, featuring a high ceiling, potted plants, and a central fountain.

Relax in the hotel's spacious atrium, surrounded by lush greenery and vibrant murals.

Experience the warm and inviting atmosphere of our lobby, featuring a high ceiling, comfortable seating, and lush tropical plants.

VIP Access

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property

Kissimmee

9.0/10Wonderful (3,480 reviews)

18% off

Price is NZ$1,150

NZ$1,150

NZ$575 per night

includes taxes & fees

Margaritaville Resort Orlando with H2O Waterpark

Image gallery for Calypso Cay Vacation Villas

Relax in a serene outdoor space surrounded by lush greenery and comfortable seating.

Relax by the resort pool surrounded by palm trees and lounge chairs.

Enjoy cooking in this fully equipped kitchen with a refrigerator, toaster, and kettle.

Enjoy meals in this kitchen with a central island, sink, and dining table for four.

Calypso Cay Vacation Villas

3.5 star property

Kissimmee

8.0/10Very good (1,002 reviews)

37% off

Price is NZ$506

NZ$506

NZ$253 per night

includes taxes & fees

Calypso Cay Vacation Villas

Image gallery for Club Wyndham Star Island

Stunning building with arched windows and a red-tiled roof, set amidst lush greenery and classic architecture.

Relax by the pool surrounded by palm trees and enjoy the serene atmosphere.

Enjoy a meal at the dining table, relax on the sofa, or unwind with entertainment options.

Enjoy a serene view of the lush landscape from this balcony, featuring two comfortable chairs and a table.

Club Wyndham Star Island

3.5 star property

Kissimmee

8.2/10Very good (432 reviews)

20% off

Price is NZ$581

NZ$581

NZ$291 per night

includes taxes & fees

Club Wyndham Star Island

Image gallery for Hilton Vacation Club Mystic Dunes Orlando

Enjoy cooking in this well-equipped kitchen with a central island, sink, and seating, flanked by cabinets and stainless steel appliances.

Relax by the serene pool surrounded by a natural rock formation.

Relax in our spacious lobby, featuring a central round table, sofas, and chairs, alongside a reception desk and stone accent wall.

Hotel building with a flat roof and balconies, set amidst a well-maintained lawn.

Hilton Vacation Club Mystic Dunes Orlando

4.0 star property

Kissimmee

9.0/10Wonderful (4,176 reviews)

12% off

Price is NZ$491

NZ$491

NZ$246 per night

includes taxes & fees

Hilton Vacation Club Mystic Dunes Orlando

Image gallery for Barefoot'n Resort Kissimmee Orlando

Children can play on the slide and climbing structure in this playground area surrounded by trees and a sandy play space.

Stunning two-story home with a vibrant facade, front porch, and blue-trimmed door.

Relax by the pool surrounded by comfortable lounge chairs and umbrellas.

Relax in a serene outdoor space with a shaded area, bench, and grill, surrounded by lush greenery and tropical plants.

Barefoot'n Resort Kissimmee Orlando

2.5 star property

Kissimmee

9.0/10Wonderful (131 reviews)

9% off

Price is NZ$462

NZ$462

NZ$231 per night

includes taxes & fees

Barefoot'n Resort Kissimmee Orlando

Image gallery for Spectrum Resort Villas Orlando and Water Parks, Ascend Hotel Collection

Relax in style on this serene balcony with modern lounge chairs and a small table.

Relax by the multi-level pool surrounded by palm trees and lounge chairs.

Two beds with grey headboards, a bedside table, and a large window offering a view of the building's exterior.

Relax in this stylish living room with a comfortable sofa and large rug, featuring a sliding door to a balcony.

Spectrum Resort Villas Orlando and Water Parks, Ascend Hotel Collection

4.0 star property

Kissimmee

9.2/10Wonderful (677 reviews)

13% off

Price is NZ$1,164

NZ$1,164

NZ$582 per night

includes taxes & fees

Spectrum Resort Villas Orlando and Water Parks, Ascend Hotel Collection

Image gallery for Kompose Boutique Resort at Theme Parks

Stylish building with rooms or suites, featuring large glass sliding doors and a wooden deck.

Relax in style with a view of the outdoor pool from our spacious lobby, featuring a stunning chandelier and unique sculpture.

Welcome to our reception area, featuring a stylish desk and shelves showcasing local treats and gifts.

Relax in style with comfortable seating and a grand chandelier.

VIP Access

Kompose Boutique Resort at Theme Parks

4.0 star property

Kissimmee

9.4/10Exceptional (865 reviews)

14% off

Price is NZ$507

NZ$507

NZ$253 per night

includes taxes & fees

Kompose Boutique Resort at Theme Parks

Image gallery for Orbit One Vacation Villas

Sports facility

Balcony

Fridge, microwave, oven, stovetop

Exterior

Orbit One Vacation Villas

3.0 star property

Kissimmee

9.4/10Exceptional (1,408 reviews)

Member Price available

Price is NZ$474

NZ$474

NZ$237 per night

includes taxes & fees

Sign in for Member Price

Orbit One Vacation Villas

Image gallery for Hilton Vacation Club Polynesian Isles Kissimmee

Relax by the serene pool surrounded by lush greenery and a modern building.

Welcome to our lobby, featuring a high ceiling, central fan, and comfortable seating area.

Enjoy meals in the kitchen with a dishwasher and large sink, opening into a dining area with a backyard view.

Relax in a spacious lobby with comfortable seating and lush greenery.

Hilton Vacation Club Polynesian Isles Kissimmee

3.0 star property

Kissimmee

9.8/10Exceptional (1,920 reviews)

14% off

Price is NZ$601

NZ$601

NZ$300 per night

includes taxes & fees

Hilton Vacation Club Polynesian Isles Kissimmee

Image gallery for The Inn at Celebration, Autograph Collection

Enjoy the expansive indoor space with a high ceiling and ceiling fan, featuring large windows with a striped pattern and a view of the outdoor pool and lush surroundings.

Enjoy breathtaking views from the hotel's tower, surrounded by a serene waterfront setting and lush gardens.

Relax in this inviting lounge area with a sofa, armchairs, and a small table, surrounded by potted plants and large windows.

Relax by the water's edge in this serene outdoor seating area, featuring plush sofas and tables.

The Inn at Celebration, Autograph Collection

4.0 star property

Celebration

8.8/10Excellent (851 reviews)

Member Price available

Price is NZ$618

NZ$618

NZ$309 per night

includes taxes & fees

Sign in for Member Price

The Inn at Celebration, Autograph Collection

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Top Osceola County Hotel Reviews

Holiday Inn Resort Kissimmee By The Parks by IHG

Holiday Inn Resort Kissimmee By The Parks by IHG

10/10 Excellent

"Na"

Ayana 3-night trip

Posted 13 hours ago

Holiday Inn Resort Kissimmee By The Parks by IHG

Comfort Inn & Suites Kissimmee by the Parks

Comfort Inn & Suites Kissimmee by the Parks

10/10 Excellent

"The bed was super comfortable especially after a long day at Magic Kingdom. The breakfast was plentiful and offered a great variety! My 2 issues were that my room was missing a curtain on 1 side of the window, so I had the bright lights from the nearby store’s & restaurants shining in all night, and my bathroom had 2 Conditioners but no Shampoo… luckily I had a Shampoo from a past trip in my bag."

Susan 1-night trip

Posted 1 day ago

Comfort Inn & Suites Kissimmee by the Parks

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

10/10 Excellent

"I didn't like the fact I asked for early check in a month in advance got there they said they will call when it's ready and they called at 4 that's normal check in time "

Reshia 3-night trip

Posted 2 days ago

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Seasons Florida Resort

Seasons Florida Resort

10/10 Excellent

"The property was easy to get to. The lady at the front desk was very nice and answered all questions that I had. The room was clean and it was a pleasure to stay at for the few days we were there. "

Mike 4-night trip

Posted 2 days ago

Seasons Florida Resort

Legacy Vacation Resorts - Kissimmee/Orlando

Legacy Vacation Resorts - Kissimmee/Orlando

10/10 Excellent

"Great customer service, got upgraded no additional charge due to A/C issues in original room. They have 3 pools and the area and cleanliness is great. Had a great mini weekend vacation "

Kimberly 2-night trip

Posted 2 days ago

Legacy Vacation Resorts - Kissimmee/Orlando

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

10/10 Excellent

"😉"

Alexandra 6-night trip

Posted 2 days ago

Palazzo Lakeside Hotel

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"Best place to stay. Clean pool, comfortable bed location was amazing. Resort unbelievable."

Tanya 3-night trip

Posted 2 days ago

Hilton Vacation Club Mystic Dunes Orlando

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Everything it was excellent. "

Oscar 8-night trip

Posted 3 days ago

Kompose Boutique Resort at Theme Parks

Magic Moment Resort and Kids Club

Magic Moment Resort and Kids Club

10/10 Excellent

"Very close by to the parks, good playgrounds for kids."

Jonatham 4-night trip

Posted 3 days ago

Magic Moment Resort and Kids Club

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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Top Osceola County Destinations

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Top Osceola County Destinations

Kissimmee Hotels
Celebration Hotels
St. Cloud Hotels
Poinciana Hotels
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Yeehaw Junction Hotels

Hotels near popular Attractions

Hotels near Old Town
Hotels near ESPN Wide World of Sports Complex
Hotels near Reunion Resort Golf Course
Hotels near Medieval Times

Which hotels are closest to the Osceola County airport?

Orlando Melbourne Intl. Airport Hotels
Orlando Intl. Airport Hotels
Orlando Sanford Intl. Airport Hotels
Avon Park Executive Airport Hotels

Explore more hotels

Kompose Boutique Resort at Theme Parks
Vacation Village at Parkway
Holiday Inn Resort Kissimmee By The Parks by IHG
Palazzo Lakeside Hotel
Hilton Vacation Club Mystic Dunes Orlando
Margaritaville Resort Orlando with H2O Waterpark
Staybridge Suites Orlando Royale Parc Suites by IHG
Ramada by Wyndham Hotel & Water Park
Magic Moment Resort and Kids Club
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

See a list of all hotels in Osceola County

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