Search Vacation Homes in Lakeland - Winter Haven

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Compare 977 Vacation Homes in Lakeland - Winter Haven with updated reviews, rates, and availability.

The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1595)
"Great location and extra space in the rooms at this place. We’ve stayed there several times this year. "
The Berkley, Orlando
"Enchanted Escape" - 4 Massage Chairs & Peloton
10.0 out of 10, Exceptional, (15)
"Everything was exactly as advertised. I was a total bridezilla prior to check in and Russ was exceptionally communicative, helpful, and patient. Will definitely book again next time!"
"Enchanted Escape" - 4 Massage Chairs & Peloton
Kissimmee Maingate Area Pool Homes by SVV
3.5 star property
8.6 out of 10, Excellent, (335)
"Beautiful home and very comfortable for our holiday! Very happy and looking forward to booking again soon! "
Kissimmee Maingate Area Pool Homes by SVV
6 Bed, 4 Bath, Private Pool, Hot tub, Gated entry near Theme Parks
9.6 out of 10, Exceptional, (17)
"Beautiful house with a nice sized pool and a hot tub. Beds were comfortable. They were easy to work with. "
6 Bed, 4 Bath, Private Pool, Hot tub, Gated entry near Theme Parks
Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure
10.0 out of 10, Exceptional, (8)
"Everything was great today n the inside of the house!"
Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure
Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (128)
"The place is beautiful, clean and Romy for a big family"
Formosa Valley Resort by UNE Homes
Stunning Home with Private Pool/Pool Spa, Golf Course View, & Home Theater
9.0 out of 10, Wonderful, (92)
"We've stayed here for the last 2 years now. Great location and big house that suits our needs well. There are several areas that are in need of what I'd consider general and routine maintenance that have not been done. Curtain rods falling out of walls, dishwasher not leaking (a lot), toilet paper holders broken, bathroom floors not clean, an advertised video room with circa 1995 video and NO sound system. In general, proper maintenance on a periodic basis is all that's needed. Our team of...
Stunning Home with Private Pool/Pool Spa, Golf Course View, & Home Theater
NEW Luxury Villa Near Disney w/ Pool & Spa!
9.8 out of 10, Exceptional, (39)
"Hot tub was great after a long day at Disney ! Great location ! Very comfortable staying here!"
NEW Luxury Villa Near Disney w/ Pool & Spa!
Game Room+Themed BRs+Outdoor Theater+Pool/Spa
10.0 out of 10, Exceptional, (93)
"Great home base for a theme park vacation"
Game Room+Themed BRs+Outdoor Theater+Pool/Spa
Welcome to Hollywood Villa, 3 miles from Disney World, southfacing pool/spa
9.4 out of 10, Exceptional, (210)
"Great location right next to parks and lots of stores "
Welcome to Hollywood Villa, 3 miles from Disney World, southfacing pool/spa
DREAM ACRES - Private Pool and Spa. Free BBQ Grill!
9.4 out of 10, Exceptional, (35)
"The house had everything that you would need or want. We all enjoyed the home. The home theater was great watching the Bills game. This home is good for all ages."
DREAM ACRES - Private Pool and Spa. Free BBQ Grill!
The Only Disney Theme 8BR Resort Villa With FREE Heated Pool/Spa Near Disney!
9.4 out of 10, Exceptional, (44)
"My family and I had a nice time. It was very clean. The pool was really warm in October!! Thank you so much. "
The price is AED 915
AED 3,933 total
includes taxes & fees
2 Dec - 3 Dec
The Only Disney Theme 8BR Resort Villa With FREE Heated Pool/Spa Near Disney!
Minutes from Disney! Clean family size Townhouse with a private pool.
9.2 out of 10, Wonderful, (55)
"I surprised my daughter and her friends with a 21st birthday celebration. The property was large enough to accommodate everyone. There were 8 extra people including myself. The pool was an added plus as they went swimming at night and enjoyed hanging out by the pool. The ease of check-in was a plus and we were able to come and go without any problems. I would reserve this space again if I were to have another small gathering."
Minutes from Disney! Clean family size Townhouse with a private pool.
Gorgeous Stay 4BR/3BA with Heated Pool & BBQ Grill
10.0 out of 10, Exceptional, (5)
"Nice gated community. About 20 or so minutes to Disney. Nice house. Victor was great to communicate to. "
Gorgeous Stay 4BR/3BA with Heated Pool & BBQ Grill
Welcome to The Elegant Dream Villa, 3 miles from Disney World, southfacing pool
9.2 out of 10, Wonderful, (199)
"The house was clean when we arrived and looked exactly like photos and description "
Welcome to The Elegant Dream Villa, 3 miles from Disney World, southfacing pool
Winter Haven Home w/ Pool Near Legoland!
9.6 out of 10, Exceptional, (4)
"N/A"
Winter Haven Home w/ Pool Near Legoland!
VERY CLOSE TO DISNEY! Fabulous 5 bed Home! Sleeps 12, Pool, Spa, Theater, Gated
9.8 out of 10, Exceptional, (52)
"We tagged along on a work trip to Orlando to have some fun in the sun and a day at the Disney parks. This house was perfect for both! We had 2 families with kids aged 4-9. There was plenty of space to spread out, and so many activities for the kids! We spent a day at the parks, and the rest of the time at the house playing games, swimming, and shooting pool. The house was close to everything, super clean, and had everything we needed! Will definitely stay again next one we are in Orlando....
VERY CLOSE TO DISNEY! Fabulous 5 bed Home! Sleeps 12, Pool, Spa, Theater, Gated
Big villa with private pool, game room! 3 Miles to Disney - Enhanced Cleaning
8.8 out of 10, Excellent, (115)
"Everything was what we needed for our short stay. Wish we could've stayed longer."
The price is AED 621
AED 2,285 total
includes taxes & fees
18 Nov - 19 Nov
Big villa with private pool, game room! 3 Miles to Disney - Enhanced Cleaning
Close to Disney 4 Bedrooms private pool and spa gated security Resort of Solana
10.0 out of 10, Exceptional, (21)
"We felt just at home in this beautiful house. Came with so many amenities. Our children and parents really enjoyed their time here. Thank you! "
Close to Disney 4 Bedrooms private pool and spa gated security Resort of Solana
Luxury 6 Bedroom 5 bath pool Home 243
9.8 out of 10, Exceptional, (9)
"We needed a place to weather Hurricane Milton, and this place truly fit the bill. Plenty of room for everyone to be comfortable and have their own space. The game room provided hours of indoor fun while the weather outside was less than ideal. While the kitchen could be a little better equipped with newer pans, utensils, and some basic spices & condiments, we found the accommodations to be sufficient for cooking meals. Overall, this place met our needs and we would absolutely stay here again!...
Luxury 6 Bedroom 5 bath pool Home 243
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

Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (1083)
"We had an excellent experience. The cottage was clean, spacious and well-maintained. We had everything we needed including a full-size washer and dryer to do our laundry while we stayed a week visiting Disney World!"
Margaritaville Resort Orlando Cottages by Rentyl
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very Good, (5020)
"Great stay! Property is very clean, so many different pool options water slides and different parcs. It’s the perfect destination for kids. The condo itself is huge (1300 SF) with 2 big bedrooms and balcony. It’s the 2nd time that I have stayed at this property and I would definitely stay here again. "
The price is AED 413
AED 581 total
includes taxes & fees
1 Dec - 2 Dec
Summer Bay Orlando by Exploria Resorts
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1595)
"Great location and extra space in the rooms at this place. We’ve stayed there several times this year. "
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.