Book a Lakeland - Winter Haven Resort

    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
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Resorts in Lakeland - Winter Haven

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (7934)
"Great place to stay!"
The price is ¥23,200
¥32,666 total
includes taxes & fees
Jun 26 - Jun 27
The Grove Resort & Water Park Orlando

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3386)
"Loved the resort will definitely will stay again."
The price is ¥23,229
¥33,652 total
includes taxes & fees
Jul 6 - Jul 7
Margaritaville Resort Orlando with H2O Waterpark

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.6 out of 10, Excellent, (2086)
"Great place for family."
The price is ¥14,445
¥22,671 total
includes taxes & fees
Jun 25 - Jun 26
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Westgate Town Center Resort

4.0 star property
8.0 out of 10, Very Good, (1271)
"Nice place for the family!!"
The price is ¥14,883
¥21,857 total
includes taxes & fees
Jul 13 - Jul 14
Westgate Town Center Resort

Embassy Suites By Hilton Orlando Sunset Walk

3.5 star property
9.2 out of 10, Wonderful, (242)
"Beautiful property and great staff, "
The price is ¥16,225
¥25,039 total
includes taxes & fees
Jul 6 - Jul 7
Embassy Suites By Hilton Orlando Sunset Walk

Westgate Vacation Villas Resort

4.0 star property
7.8 out of 10, Good, (1645)
"Property was comfortable staff was friendly"
The price is ¥14,635
¥21,576 total
includes taxes & fees
Jul 13 - Jul 14
Westgate Vacation Villas Resort

Encore Resort and Water Park At Reunion by Rentyl

5.0 star property
8.4 out of 10, Very Good, (1000)
"Can’t wait to come back, our family loved our stay, close enough to all the major parks, plazas and airport and then a touch of home when you get back and relax with the privacy of the yard "
Encore Resort and Water Park At Reunion by Rentyl

Westgate River Ranch Resort & Rodeo

3.5 star property
8.0 out of 10, Very Good, (353)
"Great experience. Now that they open a water park the kids had a blast. Fully recommended for the entire family."
The price is ¥14,858
¥24,811 total
includes taxes & fees
Jun 25 - Jun 26
Westgate River Ranch Resort & Rodeo

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!

9.6 out of 10, Exceptional, (26)
"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!

AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY

9.0 out of 10, Wonderful, (92)
"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

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

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

9.8 out of 10, Exceptional, (31)
"Compared to a few other units we visited while out here. This place has it all. Updated, very clean and everything we needed. Screened in porch with dining set was an excellent treat. Will be back next year for watching college baseball teams. "
Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins

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

9.0 out of 10, Wonderful, (94)
"We love Westgate Town Center! It's convenient, centrally located, staff is friendly ...is always great when we stay here."
AMAZING 2 BEDROOM AT WESTGATE TOWN CENTER & SPA RESORT NEAR DISNEY

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

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

9.6 out of 10, Exceptional, (58)
"The place was beautifully decorated and very clean. Great location with lots of places to eat nearby. Beautiful pool. Bathrooms were a little worn and water. Pressure was not great. Communication with owner wasn’t great either."
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath

Modern|Spacious|10br|Sleeps 20|10mintoDisney|PrivatePool|Villa

10.0 out of 10, Exceptional, (3)
"We had an amazing stay at this property!! Excellent service, spacious home, will be Back soon!"
Modern|Spacious|10br|Sleeps 20|10mintoDisney|PrivatePool|Villa

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

8.8 out of 10, Excellent, (18)
"We absolutely loved the stay at your placeThanksDan"
Disney 2 miles w/Heated Pool, water park, basketball tennis courts, game room

Solara Condominium

9.8 out of 10, Exceptional, (8)
"My vacation with my family was great the house was beautiful, great location, very spacious and beautiful we will book again in near future..the host was very helpful overall 5 stars"
Solara Condominium
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

Frequently asked questions

What can I expect from a resort vacation in Lakeland - Winter Haven?
Longing for a relaxing escape? Indulge in all the comforts of a resort, where you can find everything you need for your stay---from convenient food and drink options to activities and entertainment. Pick from 22 resorts in Lakeland - Winter Haven and discover the one that's best for you, whether you envision yourself sitting down to fine dining or heading to the spa for a deep-tissue massage.
What's a top resort for my stay in Lakeland - Winter Haven?
Westgate River Ranch Resort & Rodeo - Family-friendly property with a 3.5-star rating. Features a marina, an outdoor pool, and a restaurant. Room enough for everyone! Steps from LEGOLAND, Free Breakfast & Parking - Located just 10 minutes from Legoland Florida. Has a water park, free breakfast, and concierge services. Steps From Legoland, Free Breakfast & Parking - Situated just 10 minutes away from Legoland Florida. Enjoy the water park and concierge services. Fun Filled Vacation! Multiple Units, Pool, Play Areas, LEGOLAND, Golf nearby - Situated just 10 minutes away from Legoland Florida. Amenities include a water park, free breakfast, and concierge services. Room enough for everyone! Steps from LEGOLAND, Free Breakfast & Parking - Situated just 10 minutes away from Legoland Florida. Access to a water park, free breakfast, and concierge services.
What can I do in Lakeland - Winter Haven?
Travelers come to Lakeland - Winter Haven for shopping and other popular activities, and say that there are lots of great restaurants here. Grab your golf clubs for a game at Southern Dunes Golf and Country Club and City of Bartow Golf Course, or take the whole family to Legoland Florida and Safari Wilderness. Other top attractions you can add to your list are Bok Tower Gardens and Lakeside Village.
What's the seasonal weather like in Lakeland - Winter Haven?
The hottest months are usually July and August with an average temp of 82°F, while the coldest months are January and December with an average of 65°F. The rainiest months in Lakeland - Winter Haven are July, August, June, and September, with each month seeing an average of 8 inches of rainfall.
What's the best way to get to and around Lakeland - Winter Haven?
Fly into Tampa Intl. Airport (TPA), which is located 52.1 mi (83.9 km) away. You can also search for flights into Tampa, FL (TPF-Peter O. Knight), which is 46.5 mi (74.8 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.