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Find 5 Star Hotels in Winter Haven, FL from AED 485

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Check availability on Winter Haven 5 Star Hotels

Tonight
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Winter Haven 5-star hotels

A pool area with lounge chairs and umbrellas, surrounded by tropical plants.
A woman sitting on a white sofa reading a magazine in a modern room with a mannequin in the background.
A man in a white suit standing in a room with a marble countertop and a hanging black lamp.
A person in a white bathrobe sitting at a breakfast table with plates of food, a teapot, and a cup.

1. ette hotel Orlando

ette hotel Orlando
Kissimmee
United States
Manuel
AED 1,084
AED 1,230 total
includes taxes & fees
8 Oct - 9 Oct
ette hotel Orlando
Water park
A modern kitchen with white cabinets, stainless steel appliances, and a marble island with four bar stools.
A spacious lobby with a central reception desk, a staircase, and a view of the outside.
A spacious lobby with a high ceiling, a unique wooden chandelier, a large arched glass door leading outside, and potted plants.

2. Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
Kissimmee
United States
Tara
AED 902
AED 2,983 total
includes taxes & fees
15 Oct - 16 Oct
Encore Resort and Water Park at Reunion by Rentyl
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.
A spacious lobby with a grand chandelier, a piano, and a reception desk.
A spacious lobby with a grand chandelier, a fountain, and a grand piano.
A multi-story hotel with a central courtyard, a bell tower, and a covered entrance.

3. Reunion Resort & Golf Club

Reunion Resort & Golf Club
Reunion
United States
RYAN
AED 1,088
AED 1,409 total
includes taxes & fees
12 Oct - 13 Oct
Reunion Resort & Golf Club
A modern living room with a sofa, a TV mounted on the wall, and a balcony with glass doors.
A large rock with the words "HIDDEN FOREST" engraved on it, surrounded by colorful flowers.
A covered outdoor area with a pool, two lounge chairs, and a view of trees.
A modern living room with a glass coffee table, a black sofa, and a dining area with a TV displaying a castle.

4. Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Clermont
Canada
Angela
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Water park
A modern kitchen with a central island, bar stools, and a dining area with a sofa and chairs.
A hotel room with a wooden console table, a round mirror, a globe, and a small plant.
A covered outdoor dining area with multiple tables and chairs, a kitchen counter, and a ceiling fan.

5. Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
Davenport
United States
Emmanuel
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
A rectangular swimming pool with a tiled edge, surrounded by a brick patio. There are lounge chairs and a small table near the pool.
A living room with a sofa, coffee table, TV, and decorative items.
A spacious dining area with a long table, multiple chairs, and a large mirror on the wall.
A modern kitchen with dark wood cabinets, stainless steel appliances, and a large island with bar stools.

6. Wonderful 8Bd w/ Pool & GameRoom @ Encore 461

Wonderful 8Bd w/ Pool & GameRoom @ Encore 461
Kissimmee
United States
Bronte
Wonderful 8Bd w/ Pool & GameRoom @ Encore 461
A modern open-plan living area with a kitchen, grey leather sofas, a glass coffee table, and a ceiling fan.
A modern kitchen with grey cabinets, stainless steel appliances, a central island, and a dining area with wooden chairs.
A poolside area with a covered seating area, lounge chairs, and a bar.
A dining room with a dark wooden table, six upholstered chairs, and a chandelier.

7. Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access

Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
Kissimmee
United States
Tameko
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
An aerial view of a resort with a central swimming pool, surrounded by lounge chairs and palm trees, with a body of water and buildings in the background.
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.
A covered patio area with a round table and four cushioned chairs, large arched windows, and a ceiling fan.
A modern living room with a sofa, armchair, coffee table, and a small side table.

8. Amazing 4Bd Screened Pool Close to Disney 4572

Amazing 4Bd Screened Pool Close to Disney 4572
Bellavida
United States
Charlene
Amazing 4Bd Screened Pool Close to Disney 4572
A pirate-themed water play area with a ship structure, slides, and a crocodile float.
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table set for four.
A modern hotel room with a sofa, two beds, a TV, and a dining area with chairs and a table.
A modern kitchen with white cabinets, stainless steel appliances, a central island with bar stools, and pendant lighting.

9. Cozy 3Bd Close to Disney @ Enclaves at Festival 808

Cozy 3Bd Close to Disney @ Enclaves at Festival 808
Festival
United States
Brittany
Cozy 3Bd Close to Disney @ Enclaves at Festival 808
A resort with a large swimming pool, palm trees, and a boat-shaped water feature.
A neatly made bed with a wooden tray, white bedding, and a wall-mounted floral artwork.
A spacious restaurant with high ceilings, wooden tables and chairs, a bar area, and a large window providing natural light.
A water play area with a pirate ship, palm trees, and outdoor seating.

10. Charming 3Bd Close to Disney @ Festival 1026

Charming 3Bd Close to Disney @ Festival 1026
Festival
United States
Jianzhuang
Charming 3Bd Close to Disney @ Festival 1026
A resort with a large central pool, palm trees, and a slide.
A spacious hotel lobby with a bar area, seating arrangements, and a modern ceiling design.
A residential house with a two-story design, a brick driveway, and a well-maintained garden with palm trees.
A covered outdoor dining area with a pool, lounge chairs, and a table set with food and drinks.

11. Anchor Cove Villa

Anchor Cove Villa
Solterra Resort
United States
Jessica
Anchor Cove Villa
A modern kitchen with a stainless steel refrigerator, a built-in oven, a coffee maker, and a toaster.
A residential area with houses, a swimming pool, and a small lake.
A modern dining area with a round table, six chairs, and a blue accent wall.
A swimming pool with a glass enclosure, lounge chairs, and a patio area.

12. Jasmine 4 Bedrooms

Jasmine 4 Bedrooms
Seasons
United States
Jose Antonio
Jasmine 4 Bedrooms
A resort with a central swimming pool, multiple tennis courts, and a variety of outdoor seating areas.
An aerial view of a resort with a central swimming pool, a covered area with seating, and a water slide.
A dining room with a central table, six chairs, and a chandelier.
An aerial view of a residential area with a basketball court, a swimming pool, and a playground.

13. 7 Bedroom Villa, Private Pool, Resort Amenities

7 Bedroom Villa, Private Pool, Resort Amenities
Kissimmee
Canada
LLoyd
7 Bedroom Villa, Private Pool, Resort Amenities
A resort with multiple swimming pools, palm trees, and lounge areas.
A golf course with bunkers, a pond, and residential buildings in the background.
A modern living room with a sofa, a coffee table, and a potted plant.
A modern living room with a sofa, a coffee table, and a plant.

14. Family Friendly 2 Bd Close to Disney @ Champions Gate 8899

Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
Davenport
United States
Donald Lester
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
A clear blue pool with a waterfall feature surrounded by lush greenery and palm trees.
A spacious lobby with a grand chandelier, a fountain, and a grand piano.
A multi-story hotel with a central entrance, surrounded by palm trees and a well-maintained lawn.
An outdoor seating area with wicker furniture, a fire feature, and palm trees.

15. Reunion Resort & Golf Club

Reunion Resort & Golf Club
Reunion
United States
Anonymous traveler
AED 803
AED 1,092 total
includes taxes & fees
7 Nov - 8 Nov
Reunion Resort & Golf Club
A bedroom with a brick wall, a large bed with red bedding, two bedside lamps, a nightstand, a potted plant, and a red door.
Tuscan Hills sign with a landscaped entrance featuring palm trees and a hedge.
An indoor swimming pool with a glass ceiling, surrounded by greenery and a clear view of palm trees.
A dining area with a round wooden table, six chairs, and a chandelier.

16. Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills

Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
Tuscan Hills
United States
Tiffany
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
An aerial view of a resort with a large central pool, multiple water slides, and sun loungers.
Mini-golf
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

17. Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Davenport
Canada
Rudi
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Outdoor pool
A modern living room with a grey sofa, a wooden coffee table, and a kitchen area with white cabinets and a black trash bin.
Restaurant
A covered outdoor dining area with multiple tables and chairs, a kitchen counter, and a ceiling fan.

18. WonderFull 4Bd with Pool at Champions Gate 1174

WonderFull 4Bd with Pool at Champions Gate 1174
Davenport
United States
Anonymous traveler
WonderFull 4Bd with Pool at Champions Gate 1174
A modern two-story house with a garage, a balcony, and a well-maintained garden.
A modern kitchen with grey cabinets, stainless steel appliances, and a central island with bar stools.
A modern living room with a sectional sofa, a coffee table, and a dining area with chairs.
A modern outdoor pool area with lounge chairs, a pergola, and a view of palm trees against a sunset sky.

19. The Bear's Den Resort Orlando

The Bear's Den Resort Orlando
Reunion
United States
Lauren
The Bear's Den Resort Orlando
An aerial view of a resort with multiple swimming pools surrounded by palm trees and resort buildings.
A modern kitchen with a central island, bar stools, and pendant lighting.
A modern dining area with a long table set for four, a chandelier, and a view of the kitchen and living area in the background.
A modern kitchen with a central island, bar stools, pendant lighting, and a dining area with a high chair.

20. Luxury 5Bd Close To Disney With Pool At Windsor Cay 1285

Luxury 5Bd Close To Disney With Pool At Windsor Cay 1285
Clermont
United Kingdom
Kyle
Luxury 5Bd Close To Disney With Pool At Windsor Cay 1285
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winter Haven.
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue Winter Garden FL
AED 642
AED 925 total
5 Nov - 6 Nov
includes taxes & fees
8/10 Very Good! (10,926 reviews)
The Grove Resort & Water Park Orlando
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane Kissimmee FL
AED 317
AED 485 total
14 Oct - 15 Oct
includes taxes & fees
9/10 Wonderful! (4,811 reviews)
Hilton Vacation Club Mystic Dunes Orlando
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy Kissimmee FL
AED 440
AED 661 total
8 Oct - 9 Oct
includes taxes & fees
8.8/10 Excellent! (3,378 reviews)
Holiday Inn Club Vacations at Orange Lake Resort by IHG
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Learn more about Winter Haven

Glide through LEGOLAND's colorful rides before cooling off at their water park on hot Florida afternoons. Chain of Lakes offers peaceful kayaking spots where you can paddle between waterways and spot wildlife at your own pace.

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A LEGO-themed welcome sign with 'LEGO FLORIDA' and 'WELCOME' in large letters, surrounded by greenery.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winter Haven?
How much you pay for a 5-star hotel in Winter Haven depends on factors such as when you plan to go and the length of your stay. Our top tip for scoring the best deal? Use our pricing filters to check out the available hotels for your preferred dates.
  • Search for the lowest price per night from AED 485
What makes a hotel 5 stars in Winter Haven?
Flawless guest service is at the heart of every 5-star hotel in Winter Haven. From the minute you arrive, staff attend to your every whim, whether recommending activities and tours or providing a nightly turn-down service. Plus, hotels have to feature superior amenities to be eligible for a 5-star rating. These can include luxury bathrooms, a wellness center, pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winter Haven?
Our filter tool is the easiest way to search for exactly what you want. Select "5-star" and "All inclusive" to show the finest properties in Winter Haven where your room, meals, activities and entertainment are included in the upfront price. At these getaways, your vacation is pure indulgence from the moment you enter the lobby.