Search Best Resorts in Winter Haven

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
18 July - 20 July
In two weeks
25 July - 27 July
In one month
8 Aug - 10 Aug
In two months
5 Sept - 7 Sept

Featured Resort in Winter Haven

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, (8058)
"Great stay"
The price is AU$336
includes taxes & fees
10 July - 11 July
The Grove Resort & Water Park Orlando
Kompose Boutique Resort at Theme Parks
Reception

Kompose Boutique Resort at Theme Parks

4.0 star property
9.6 out of 10, Exceptional, (554)
"Great stay and perfect place for the whole family! "
The price is AU$154
includes taxes & fees
7 Aug - 8 Aug
Kompose Boutique Resort at Theme Parks
Margaritaville Resort Orlando with H2O Waterpark
Lobby

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3412)
"Lots to do and eat in the area."
The price is AU$332
includes taxes & fees
29 July - 30 July
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, (2147)
"Great weekend getaway"
The price is AU$247
includes taxes & fees
10 July - 11 July
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Westgate Town Center Resort
Water park

Westgate Town Center Resort

4.0 star property
8.0 out of 10, Very good, (1277)
"Great stay as always "
The price is AU$207
includes taxes & fees
3 Aug - 4 Aug
Westgate Town Center Resort
Embassy Suites By Hilton Orlando Sunset Walk
Egyptian cotton sheets, premium bedding, down duvets, in-room safe

Embassy Suites By Hilton Orlando Sunset Walk

3.5 star property
9.2 out of 10, Wonderful, (261)
"Beautiful property and great staff, "
The price is AU$238
includes taxes & fees
27 July - 28 July
Embassy Suites By Hilton Orlando Sunset Walk
Westgate Vacation Villas Resort
Aerial view

Westgate Vacation Villas Resort

4.0 star property
7.8 out of 10, Good, (1649)
"Excellent service, clean, beautiful and fancy place to stay"
The price is AU$200
includes taxes & fees
3 Aug - 4 Aug
Westgate Vacation Villas Resort
Encore Resort and Water Park At Reunion by Rentyl
Outdoor pool, a heated pool, pool cabanas (surcharge), pool umbrellas

Encore Resort and Water Park At Reunion by Rentyl

5.0 star property
8.4 out of 10, Very good, (1000)
"Excellent property and amenities"
Encore Resort and Water Park At Reunion by Rentyl
WorldMark Reunion
10 outdoor pools, pool cabanas (surcharge), pool umbrellas

WorldMark Reunion

4.0 star property
9.4 out of 10, Exceptional, (548)
"Staff was friendly and helpful "
WorldMark Reunion
Celebration Suites
Bar (on property)

Celebration Suites

3.0 star property
8.8 out of 10, Excellent, (1000)
"I have been staying here for years and I’ve never been disappointed, old town and fun spot, so close to everything enjoyable for people of all ages "
Celebration Suites
Alhambra Villas
Pool

Alhambra Villas

2.0 star property
8.4 out of 10, Very good, (15)
"Very nice place to stay "
Alhambra Villas
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, (27)
"A great place without all the character themed rooms. Definitely a nice change from the typical Florida rentals. The pool and spa area was the icing on the cake. "
Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!
Luxury home at Windsor Resort - Kissimme
Outdoor pool

Luxury home at Windsor Resort - Kissimme

2.0 star property
8.8 out of 10, Excellent, (3)
"Well, the only toilet paper was what was left on the roll, in each bathroom. Paper towels were one half used roll, no more. Not near enough towels, no hand towels in kitchen. The whole thing lacked necessities majorly. No salt and pepper. In the bath they had lovely conditioner, shampoo and body gel dispensers that were all totally empty. "
Luxury home at Windsor Resort - Kissimme
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

9.2 out of 10, Wonderful, (94)
"Great property with great service. Property very convenient to Disney parks. Traffic at times are heavy but overall its a fabulous resort to stay."
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY
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, (162)
"Great neighborhood, great host and a very cosy condo made for a stress free stay."
Designer Renovated Condo in Gorgeous Tropical Setting
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

9.8 out of 10, Exceptional, (34)
"Really enjoyed our stay very nice and clean if im ever back in orlando thats the place for me"
Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins
STUNNING 2 BEDROOM AT THE TOWN CENTER RESORT NEAR DISNEY
Fridge, microwave, oven, stovetop

STUNNING 2 BEDROOM AT THE TOWN CENTER RESORT NEAR DISNEY

8.6 out of 10, Excellent, (47)
"We loved it!"
STUNNING 2 BEDROOM AT THE TOWN CENTER RESORT NEAR DISNEY
AMAZING 2 BEDROOM AT WESTGATE TOWN CENTER & SPA RESORT NEAR DISNEY
Exterior

AMAZING 2 BEDROOM AT WESTGATE TOWN CENTER & SPA RESORT NEAR DISNEY

9.0 out of 10, Wonderful, (95)
"This place was absolutely amazing and beautiful!!!"
AMAZING 2 BEDROOM AT WESTGATE TOWN CENTER & SPA RESORT NEAR DISNEY
Unforgettable Family Getaways Await at Wyndham Reunion Resort 3 Bedroom Deluxe
Pool

Unforgettable Family Getaways Await at Wyndham Reunion Resort 3 Bedroom Deluxe

9.6 out of 10, Exceptional, (5)
Unforgettable Family Getaways Await at Wyndham Reunion Resort 3 Bedroom Deluxe
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, (28)
"Perfect place for our family to visit for a couple days. Cute spot with an amazing pool area. Also, great communication, will definitely be back again if ever in Orlando "
Impressive Condo Newly Renovated 2+2 Near Disney
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

What is Winter Haven like for a resort holiday?
Longing for a relaxing escape? Treat yourself to all the comforts and luxuries of a resort, where you can find everything you need for your holiday---from tasty food and drink options to activities and entertainment. Browse the resorts in the area and discover the best one for you, whether you picture yourself kicking back in a suite with stunning views or heading to the spa for a deep-tissue massage.
What's a favourite resort for my stay in Winter Haven?
Here are our top-rated resorts around Winter Haven: Kompose Boutique Resort at Theme Parks - 23.3 mi (37.5 km) from Winter Haven. Features 2 hot tubs, a 24-hour fitness centre and a snack bar/deli. The Grove Resort & Water Park Orlando - Family-friendly resort. 23.9 mi (38.4 km) from Winter Haven. Has 6 outdoor pools, 3 restaurants and 3 poolside bars. Highly rated for its pool. Margaritaville Resort Orlando with H2O Waterpark - Family-friendly resort. 23.4 mi (37.6 km) from Winter Haven. Highly rated for its pool. Enjoy the 3 outdoor pools, 3 restaurants and 3 bars. Holiday Inn Club Vacations at Orange Lake Resort by IHG - Family-friendly resort. 23.8 mi (38.4 km) from Winter Haven. Amenities include 7 outdoor pools, 8 restaurants and 2 poolside bars. Popular for its pool. Westgate Town Center Resort - Family-friendly resort. 22.7 mi (36.6 km) from Winter Haven. Access to 14 outdoor pools, 2 restaurants and 3 bars.
How many resorts will I find in Winter Haven?
Choose from Expedia's 21 resorts in Winter Haven, where you can enjoy on-site spas, spacious guest rooms and more.
What can I do in Winter Haven?
Travellers enjoy exploring the gardens, and also like the baseball games and other sporting events. Grab your golf clubs for a round at Baytree Golf Club and Cypresswood Golf and Country Club, or take the whole family to LEGOLAND® Florida and Indigo's Family Fun Center. If you want more to do in the area, you can spend time at Theatre Winter Haven or Chain of Lakes Park.
What's the weather like in Winter Haven?
The hottest months are usually August and July, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Haven are August, July, September and June, with each month seeing an average of 211 mm 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 centre. You can also search for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 26 mi (41.9 km) away. If you want to venture outside the area, hop on a train at Winter Haven Station.