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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 350 Resorts in Winter Haven with updated reviews, rates, and availability.

The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (7148)
"Great place to stay at! Nice and clean in general (just wished the floors were cleaner), otherwise an excellent spot! "
The price is AED 607
AED 866 total
includes taxes & fees
24 Mar - 25 Mar
The Grove Resort & Water Park Orlando
Margaritaville Resort Orlando with H2O Waterpark
Lobby

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3267)
"Beautiful pool and property. Very relaxing vacation. "
The price is AED 684
AED 959 total
includes taxes & fees
16 Apr - 17 Apr
Margaritaville Resort Orlando with H2O Waterpark
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Exterior

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.6 out of 10, Excellent, (1786)
"It’s was really fun. So many option it owns up to its name. Staff were so nice and funny."
The price is AED 639
AED 881 total
includes taxes & fees
9 Apr - 10 Apr
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Westgate Town Center Resort
Water park

Westgate Town Center Resort

4.0 star property
7.8 out of 10, Good, (1193)
"This property is awesome the only negative would be the water park. if your not an owner you have to pay $25.00 per person to go in. they have shuttles from buildings to buildings within the resort but no separate golf cart rentals. Watch out for the town shares people, there out to get you lol. Also no shuttles to the airport either but free parking and remember there is a resort fee as well. "
The price is AED 385
AED 562 total
includes taxes & fees
30 Mar - 31 Mar
Westgate Town Center Resort
Westgate Vacation Villas Resort
Water park

Westgate Vacation Villas Resort

4.0 star property
7.8 out of 10, Good, (1526)
"Westgate Vacation Villas Resort in Kissimmee is a great vacation spot with a welcoming environment. It’s a lovely place with everything you need as a vacationer. Loved the instructed yoga practice classes too. Thanks! Don Hatcher"
The price is AED 378
AED 555 total
includes taxes & fees
30 Mar - 31 Mar
Westgate Vacation Villas Resort
Embassy Suites By Hilton Orlando Sunset Walk
Egyptian cotton sheets, premium bedding, down comforters, in-room safe

Embassy Suites By Hilton Orlando Sunset Walk

3.5 star property
9.0 out of 10, Wonderful, (143)
"Beautiful and quiet property with plenty of shopping and dinning nearby. "
The price is AED 559
AED 801 total
includes taxes & fees
23 Mar - 24 Mar
Embassy Suites By Hilton Orlando Sunset Walk
Encore Resort and Water Park At Reunion by Rentyl
50-inch flat-screen TV with cable channels, TV

Encore Resort and Water Park At Reunion by Rentyl

5.0 star property
8.4 out of 10, Very Good, (936)
"Perfect place to relax and enjoy the surroundings! The house was beautiful with plenty of room for everyone. We loved lounging around the pool and enjoying the quiet area. The staff was very friendly and helpful. We had a couple of small glitches which were resolved in a very short time. We would love to go back in the future."
Encore Resort and Water Park At Reunion by Rentyl
WorldMark Reunion
10 outdoor pools, cabanas (surcharge), pool umbrellas

WorldMark Reunion

4.0 star property
9.4 out of 10, Exceptional, (498)
"Our stay was great. Waterpark was very fun. Highly recommend"
WorldMark Reunion
Celebration Suites
Reception

Celebration Suites

3.0 star property
8.6 out of 10, Excellent, (1000)
"No need for the extra room but good if more people with you "
Celebration Suites
Designer Renovated Condo in Gorgeous Tropical Setting
Outdoor pool, a heated pool

Designer Renovated Condo in Gorgeous Tropical Setting

9.6 out of 10, Exceptional, (152)
"Great neighborhood, great host and a very cosy condo made for a stress free stay."
Designer Renovated Condo in Gorgeous Tropical Setting
Disney 2 miles w/Heated Pool, water park, basketball tennis courts, game room
Outdoor pool, a heated pool

Disney 2 miles w/Heated Pool, water park, basketball tennis courts, game room

8.6 out of 10, Excellent, (13)
"This property was in a perfect location, we have enjoyed staying at Windsor Hills in the past & this was no different. the home was very clean and ready for us at check-in. The added amenities included while we traveled with a baby were very helpful so we did not need to pack extra items. Thank you!"
Disney 2 miles w/Heated Pool, water park, basketball tennis courts, game room
Alhambra Villas
Pool

Alhambra Villas

2.0 star property
8.4 out of 10, Very Good, (11)
"Very nice property! Rooms were clean and fully stocked with everything one needs, Very quiet. Pool was crystal clear and warm considering the chilly weather that popped up out of nowhere. It’s a great location for day trips to both sides of the peninsula! 2 hours to St. Pete on the Gulf, 2 hours to Cocoa Beach on the Atlantic! I also recommend Jetty Park for an Atlantic day trip! I’ll definitely stay here again! "
Alhambra Villas
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY
Outdoor pool, a heated pool

AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY

9.0 out of 10, Wonderful, (88)
"It was a two night get away. We were in a brand new renovated studio. It was wonderful and had everything we would need. The gym is wonderful. Only went to one pool and it was nice but the bar was closed. Would come back again."
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY
Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++
Outdoor pool, a heated pool

Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++

10.0 out of 10, Exceptional, (16)
"Well maintained, freshly painted,clean and everything supplied for a great vacation."
Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
Outdoor pool, a heated pool

Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath

9.6 out of 10, Exceptional, (50)
"This unit was very clean and perfect for our family of four. Mark answered any questions I had very quickly. We loved the location. Near entrance and pool. This was close to most parks and we truly enjoyed our stay!"
The price is AED 294
AED 859 total
includes taxes & fees
18 Mar - 19 Mar
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!
Pool

Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!

9.6 out of 10, Exceptional, (21)
"Was absolutely wonderful "
Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!
LUXURY RESORT 2 BEDROOM CONDO NEAR DISNEY
Fridge, microwave, oven, stovetop

LUXURY RESORT 2 BEDROOM CONDO NEAR DISNEY

8.6 out of 10, Excellent, (44)
"Love my stay"
LUXURY RESORT 2 BEDROOM CONDO NEAR DISNEY
Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins
Pool

Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins

10.0 out of 10, Exceptional, (24)
"Loved this condo. Beautiful grounds and easy commute to parks. Great host communication! Will definitely stay here again!"
Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins
Impressive Condo Newly Renovated 2+2 Near Disney
Outdoor pool, a heated pool

Impressive Condo Newly Renovated 2+2 Near Disney

9.4 out of 10, Exceptional, (26)
"Everything about the stay here was wonderful. I couldn't wait to leave a 5 star plus review. we all feel very fortunate to have found this place."
Impressive Condo Newly Renovated 2+2 Near Disney
Villatel Village at Solterra Resort
Outdoor pool, a heated pool, sun loungers

Villatel Village at Solterra Resort

4.5 star property
Villatel Village at Solterra 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.
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Other property types in Winter Haven

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1765)
"Everything was excellent except the mattress was wore out"
The price is AED 380
AED 494 total
includes taxes & fees
17 Mar - 18 Mar
Vacation Village at Parkway
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1256)
"Great little cottage for my daughter and I Bathrooms could use shelves in showers and towel bars Clearer insteuctions on check out would be great Otherwise qe will definitely be back"
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5230)
"Excellent property, extremely accessible, exciting, clean, pool areas fantastic. Property is situated on the quiet end of the 192 highway but still close to all shopping. "
The price is AED 413
AED 581 total
includes taxes & fees
30 Mar - 31 Mar
Summer Bay Orlando by Exploria Resorts
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.

Frequently asked questions

What is Winter Haven like for a resort vacation?
Longing for a relaxing escape? You deserve the luxuries and comforts of a resort, where you can find everything you need for your vacation from tasty food and drink options to entertainment and shopping. Browse the resorts in the area and discover the best one for you, whether you see yourself kicking back in a luxury suite or hitting the golf course for an afternoon game.
What's the best resort for my stay in Winter Haven?
Our top-rated resorts near Winter Haven: The Grove Resort & Water Park Orlando - Family-friendly resort. 23.9 mi (38.4 km) from Winter Haven. Features 5 outdoor pools, 3 restaurants, and 3 poolside bars. Guests love the pool. Margaritaville Resort Orlando - Family-friendly resort. 23.4 mi (37.6 km) from Winter Haven. Has 3 outdoor pools, 3 restaurants, and 3 bars. Popular for its pool. Holiday Inn Club Vacations at Orange Lake Resort by IHG - Family-friendly resort. 23.8 mi (38.4 km) from Winter Haven. Highly rated for its pool. Enjoy the 7 outdoor pools, 8 restaurants, and 2 poolside bars. Westgate Town Center Resort - Family-friendly resort. 22.7 mi (36.6 km) from Winter Haven. Amenities include 14 outdoor pools, 4 restaurants, and 3 bars. Westgate Vacation Villas Resort - Family-friendly resort. 22.8 mi (36.8 km) from Winter Haven. Highly rated for its proximity to shopping. Access to 14 outdoor pools, 4 restaurants, and 2 bars.
How many resorts can I expect to find in Winter Haven?
Take your pick from Expedia’s 21 resort hotels in Winter Haven where you can enjoy onsite spas, fantastic guest rooms, and more.
What can I do in Winter Haven?
Travelers enjoy exploring the gardens, and also like the baseball games and other sporting events. Grab your golf clubs for a game at Willowbrook Golf Course and Lake Region Golf Club, or take the whole family to LEGOLAND® Florida and Indigo’s Family Fun Center. For more to see in the area, you can spend time at Theatre Winter Haven or Chain of Lakes Park.
What's the seasonal weather like in Winter Haven?
The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What's the best way to get to and around Winter Haven?
Fly into Lakeland Intl. Airport (LAL), which is located 17.3 mi (27.8 km) from the city center. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 26 mi (41.9 km) away. To venture out into the surrounding area, hop on a train at Winter Haven Station.