Search Vacation Homes in Lakeland - 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
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct
The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1876)
"Very nice property for family vacation)"
The price is HK$764
HK$949 total
includes taxes & fees
12 Aug - 13 Aug
The Berkley, Orlando
Formosa Valley Resort by UNE Homes
Relax by the pool surrounded by a spacious deck and comfortable seating.

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (164)
"We loved our stay in UNE HOMES! Very spacious, clean, bathroom in everyroom, big rooms, BIG KITCHEN! Will be back for sure."
Formosa Valley Resort by UNE Homes
Amazing, Brand New 10BD/8BR for Up to 28 Guests
10 bedrooms, iron/ironing board, travel cot, free WiFi

Amazing, Brand New 10BD/8BR for Up to 28 Guests

3.0 star property
10.0 out of 10, Exceptional, (5)
"Loved every moment of it"
Amazing, Brand New 10BD/8BR for Up to 28 Guests
The Grand Village 4BR Pool Home near Disney Parks
Relax in this spacious living area with a modern kitchen and sliding glass door to a poolside area.

The Grand Village 4BR Pool Home near Disney Parks

The Grand Village 4BR Pool Home near Disney Parks
Luxury 6BR near Disney, Pool, Jacuzzi, Game & Theme Room
Relax by the central pool surrounded by lounge areas and multiple water slides.

Luxury 6BR near Disney, Pool, Jacuzzi, Game & Theme Room

9.8 out of 10, Exceptional, (21)
"This place is everything you want. Easy to find and got everything you need to make your vacation a dream. Close to the parks, places to eat and shop. Uber-eats is also an option. I had a great time! "
Luxury 6BR near Disney, Pool, Jacuzzi, Game & Theme Room
2Pool Home Water Park Disney 2 m Universal Sea World! By Mystic Dunes golf !
Relax by the pool surrounded by palm trees and lounge chairs.

2Pool Home Water Park Disney 2 m Universal Sea World! By Mystic Dunes golf !

9.0 out of 10, Wonderful, (12)
"Great"
2Pool Home Water Park Disney 2 m Universal Sea World! By Mystic Dunes golf !
Uncover One-of-a-Kind Wonderland! Themed Rooms + Free Pool Heat & Magical Perks!
Relax by the pool surrounded by palm trees and a thatched-roof structure.

Uncover One-of-a-Kind Wonderland! Themed Rooms + Free Pool Heat & Magical Perks!

10.0 out of 10, Exceptional, (107)
"We had such a wonderful stay and can’t wait to come back next year! This house was a dream for all 4 families!"
Uncover One-of-a-Kind Wonderland! Themed Rooms + Free Pool Heat & Magical Perks!
Brand New Home w/ Private Heated Pool & BBQ Grill
Fridge, microwave, oven, stovetop

Brand New Home w/ Private Heated Pool & BBQ Grill

9.0 out of 10, Wonderful, (20)
"Really enjoyed staying at this location. Great communication and very clean."
Brand New Home w/ Private Heated Pool & BBQ Grill
BEAUTIFUL HOUSE, CLOSE TO DISNEY, GATED RESORT COMMUNITY, FREE WIFI!!
Pool

BEAUTIFUL HOUSE, CLOSE TO DISNEY, GATED RESORT COMMUNITY, FREE WIFI!!

9.6 out of 10, Exceptional, (22)
"Location and proximity to parks was excellent. "
BEAUTIFUL HOUSE, CLOSE TO DISNEY, GATED RESORT COMMUNITY, FREE WIFI!!
Luxury 10 Bed w/Pool, Home Theater, & Gameroom!
Relax by the pool with a view of the surrounding neighborhood through large windows.

Luxury 10 Bed w/Pool, Home Theater, & Gameroom!

9.8 out of 10, Exceptional, (7)
"Beautiful large house. Owner put a lot of thought in decorating this house and amenities. Property manager was very responsive."
Luxury 10 Bed w/Pool, Home Theater, & Gameroom!
Spectacular 5⭐Villa -⛳Golf Course View, Salt💧Pool/Spa, Game Room, BBQ & Theater
Relax by the resort's large, winding pool surrounded by palm trees and lounge areas.

Spectacular 5⭐Villa -⛳Golf Course View, Salt💧Pool/Spa, Game Room, BBQ & Theater

10.0 out of 10, Exceptional, (47)
"We really enjoyed this home! Plenty of space for us to work and play while here for a convention!!! "
Spectacular 5⭐Villa -⛳Golf Course View, Salt💧Pool/Spa, Game Room, BBQ & Theater
Amazing-2 Movie Theaters!-Fun Game Room-Private Pool/Spa-Themed Bedrooms
Relax in style with leather recliners and a welcoming reception area.

Amazing-2 Movie Theaters!-Fun Game Room-Private Pool/Spa-Themed Bedrooms

9.8 out of 10, Exceptional, (85)
"This was our second year renting with this group and we always enjoy the homes. Lots of fun little details and the houses are always clean and well maintained. Cant wait to try another of their properties next year!"
Amazing-2 Movie Theaters!-Fun Game Room-Private Pool/Spa-Themed Bedrooms
Luxury resort mansion with swim up bar,pool slide,restaurants, golf, and Disney!
Relax by the tranquil pool surrounded by a natural rock formation and lush trees.

Luxury resort mansion with swim up bar,pool slide,restaurants, golf, and Disney!

9.6 out of 10, Exceptional, (37)
"We had a lovely time at this property. Plenty of space for our group of 10, ranging from 2 to 70. The property was as described and very nice. Could use a little upkeep as there were a few broken appliances, which didn't affect us much since there were multiple of each. The onsite property management company was helpful and responsive. Overall would stay again! "
Luxury resort mansion with swim up bar,pool slide,restaurants, golf, and Disney!
Disney Area Villa, 5 BDRM in Gated Aviana Resort with Pool, Spa, Wi-Fi
Relax by the pool surrounded by a checkered deck and lounge chairs.

Disney Area Villa, 5 BDRM in Gated Aviana Resort with Pool, Spa, Wi-Fi

9.4 out of 10, Exceptional, (129)
"I enjoyed my time staying at this house. It was exactly what I was looking for. I will definitely stay here again."
Disney Area Villa, 5 BDRM in Gated Aviana Resort with Pool, Spa, Wi-Fi
Newly Renovated 8BR Villa equipped with a heated pool / Spa Located near Disney
Relax by the resort pool surrounded by palm trees and lounge chairs.

Newly Renovated 8BR Villa equipped with a heated pool / Spa Located near Disney

9.6 out of 10, Exceptional, (106)
"Everything was as pictured! The host was helpful and quick to answer any questions! We loved this house and everything about it. It was beautiful and perfect for our family. "
Newly Renovated 8BR Villa equipped with a heated pool / Spa Located near Disney
Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities
Relax by the pool surrounded by shaded seating areas and lounge chairs.

Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities

9.8 out of 10, Exceptional, (95)
"From the beginning of our stay until the end, all was great!! Thank you!!"
Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities
Private fenced in Pool - Free wifi - Indian creek 3 miles to Disney
Enjoy meals in this cozy dining area with a table for four, a potted plant, and a view of the pool.

Private fenced in Pool - Free wifi - Indian creek 3 miles to Disney

9.8 out of 10, Exceptional, (93)
"The location was great and it was as advertised with no surprises. "
Private fenced in Pool - Free wifi - Indian creek 3 miles to Disney
Upstay: Renovated 9BR Home w Theater & Games Room
Relax in our spacious lobby, featuring a reception desk, comfortable seating area, and access to the Game Room.

Upstay: Renovated 9BR Home w Theater & Games Room

2.5 star property
9.6 out of 10, Exceptional, (4)
"Beautiful home. Close to the Clubhouse. Great communication with property manager. Amenities Galore! Highly Recommend! "
Upstay: Renovated 9BR Home w Theater & Games Room
Cozy 3Bd W/ Free Waterpark @ Enclaves At Festival 713
Relax by the resort's inviting pool surrounded by lush greenery and palm trees, with sun loungers and umbrellas providing ample shade.

Cozy 3Bd W/ Free Waterpark @ Enclaves At Festival 713

4.0 star property
Cozy 3Bd W/ Free Waterpark @ Enclaves At Festival 713
Gus & Gan's Orlando Vacation Villa - Family Friendly 20 Mins From Disney Parks
Relax by the pool surrounded by a lush lawn and serene views.

Gus & Gan's Orlando Vacation Villa - Family Friendly 20 Mins From Disney Parks

9.6 out of 10, Exceptional, (207)
"House was cosy and comfortable hot tub and pool were great. We definitely would stay there again."
Gus & Gan's Orlando Vacation Villa - Family Friendly 20 Mins From Disney Parks
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

Top Lakeland - Winter Haven Hotel Reviews

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

10/10 Excellent
"Really nice"
Arayvis 2-night trip
Posted 16 hours ago
Staybridge Suites Winter Haven Auburndale by IHG