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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 29 Resorts in Lakeland - 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, (7418)
"The Grove Resort was an excellent facility! I enjoyed the property completely. The rooms were spacious and modernly styled. There were so many activities for our kids to get involved in. My only complaints: food on the resort are over priced. The check-in process is horrible!!"
The price is AED 562
AED 839 total
includes taxes & fees
12 May - 13 May
The Grove Resort & Water Park Orlando
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, (1894)
"It's a wonderful place to stay with your family we enjoy it"
The price is AED 511
AED 736 total
includes taxes & fees
29 Apr - 30 Apr
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Margaritaville Resort Orlando with H2O Waterpark
Lobby

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3342)
"We had a great stay for our first time at Margaritaville! All the staff were friendly and knowledgeable. We were able to buy our Disney tickets at the resort and utilized the free shuttle service. It was extremely close to a ton of restaurants and stores. There was a little ant problem the first day but after cleaning up the space a bit it went away. The shower is also a little complicated to use, but other than that, no other issues. Would stay there again! "
The price is AED 591
AED 855 total
includes taxes & fees
7 May - 8 May
Margaritaville Resort Orlando with H2O Waterpark
Westgate Town Center Resort
Water park

Westgate Town Center Resort

4.0 star property
7.8 out of 10, Good, (1227)
"It was very clean, staffs was very nice and helpful "
The price is AED 327
AED 496 total
includes taxes & fees
27 Apr - 28 Apr
Westgate Town Center Resort
Westgate Vacation Villas Resort
Water park

Westgate Vacation Villas Resort

4.0 star property
7.8 out of 10, Good, (1535)
"Overall we had a good stay "
The price is AED 312
AED 479 total
includes taxes & fees
27 Apr - 28 Apr
Westgate Vacation Villas Resort
Encore Resort and Water Park At Reunion by Rentyl
Outdoor pool, a heated 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, (960)
"Beautiful property, convenient to parks, restaurants & amenities. Gorgeous homes in great shape & the water park is perfect for the family to relax. ❤️"
Encore Resort and Water Park At Reunion by Rentyl
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, (160)
"Staff friendliness and care"
The price is AED 467
AED 697 total
includes taxes & fees
20 Apr - 21 Apr
Embassy Suites By Hilton Orlando Sunset Walk
Westgate River Ranch Resort & Rodeo
Horseback riding

Westgate River Ranch Resort & Rodeo

3.5 star property
8.0 out of 10, Very Good, (338)
"Had a great time with the family. Only thing I didn’t like was the distance from the closest store. "
The price is AED 358
AED 504 total
includes taxes & fees
4 May - 5 May
Westgate River Ranch Resort & Rodeo
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, (89)
"From beginning to end the process was easy and smooth. Easy and affordable booking. Check in was fast. No long wait time. Nice clean room. Property is just as amazing and clean. Lots to do on the property if you don't want to go out. No charge for parking. No additional resort fee, all included in booking. Will be returning. "
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, (155)
"This was our second year staying at this property and enjoyed it as much as the first time. Very clean and convienent location. "
Designer Renovated Condo in Gorgeous Tropical Setting
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, (52)
"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."
The price is AED 257
AED 803 total
includes taxes & fees
27 Apr - 28 Apr
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
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, (26)
"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
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

8.8 out of 10, Excellent, (15)
"Time to enjoy FL sunshine"
Disney 2 miles w/Heated Pool, water park, basketball tennis courts, game room
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, (17)
"Great location and accommodations. Condo was wonderful and ground very well kept. The pool can’t be beat. Minimal issues but Louie made sure everything was quickly taken care off. We’re coming back next year. "
Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++
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
GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY
Outdoor pool, a heated pool

GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY

9.2 out of 10, Wonderful, (61)
"Very spacious and clean will definitely stay again if in Orlando "
GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY
Luxury Resort Villa. Fun, family style!
Terrace/patio

Luxury Resort Villa. Fun, family style!

2.0 out of 10, (2)
"It was infested with bed bugs and we were not able to find another house last minute because they were all booked. The owner is not replying about refunding my money anymore and blaming it on the cleaning company. "
Luxury Resort Villa. Fun, family style!
PROMO 10% WEEKLY DISCOUNT! Fun-Filled Family Getaways Near the Magic of Disney
Outdoor pool

PROMO 10% WEEKLY DISCOUNT! Fun-Filled Family Getaways Near the Magic of Disney

9.6 out of 10, Exceptional, (26)
"First time renting from Vrbo, we enjoyed our stay the house was clean and comfortable, we felt very safe in the gated community. My granddaughter enjoyed the pool and lazy river. We will definitely be back."
PROMO 10% WEEKLY DISCOUNT! Fun-Filled Family Getaways Near the Magic of Disney
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, (43)
"We decided to take a very last min trip and ended up in paradise. Wonderful staff everywhere around every corner. Lovely meeting other friendly guest and absolutely gorgeous property with endless activities which the kiddos cried for all the way home. We chose good and will absolutely be back."
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, (90)
"This place was absolutely amazing and beautiful!!!"
AMAZING 2 BEDROOM AT WESTGATE TOWN CENTER & SPA RESORT 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.
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Other property types in Lakeland - Winter Haven

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, (5331)
"Went for spring break two years in a row. A few issues but overall we liked our stay. "
The price is AED 441
AED 612 total
includes taxes & fees
21 Apr - 22 Apr
Summer Bay Orlando by Exploria Resorts
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, (1332)
"Everything was great overall. Hard to get room services at the cottages since phone rings and no answer. "
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1738)
"This was an beautiful resort. The rooms are spacious, and lovely inside. The beds were very comfortable, and the kids loved their room. Very nice movie theater, swimming pools, and gym. We definitely will be booking here again."
The price is AED 528
AED 635 total
includes taxes & fees
1 May - 2 May
The Berkley, Orlando
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 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 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.