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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Winter Haven holiday homes

Luxury House, 3 Bedrooms, Garden View | Living area | 50-inch Smart TV with digital channels, toys, heated floors

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (3 reviews)
"Great location. Great communication with host. "
United States
Reid
The price is £186
includes taxes & fees
25 May - 26 May
BlockHaven near Legoland & Disney
Interior

Cozy 1 bedroom home in Winter Haven perfect for your getaway.

Cozy 1 bedroom home in Winter Haven perfect for your getaway.
Winter Haven
10.0 out of 10, Exceptional, (3 reviews)
"Great get away for 2! Perfect size. Very clean and nicely decorated. The host was very responsive. Highly recommend this property. "
United States
Anonymous traveller
The price is £141
includes taxes & fees
15 May - 16 May
Cozy 1 bedroom home in Winter Haven perfect for your getaway.
Paper towels

Private/Spacious 1BR Central Near LegoLand 2 Miles

Private/Spacious 1BR Central Near LegoLand 2 Miles
Winter Haven
9.2 out of 10, Wonderful, (12 reviews)
"clean room"
United States
sandra
The price is £130
includes taxes & fees
13 May - 14 May
Private/Spacious 1BR Central Near LegoLand 2 Miles
Outdoor dining

Minutes to Legoland. Heated Pool and Private Hot Tub. Relaxation Awaits!

Minutes to Legoland. Heated Pool and Private Hot Tub. Relaxation Awaits!
Winter Haven
10.0 out of 10, Exceptional, (53 reviews)
"It was pet friendly. "
United States
Ibia
The price is £263
includes taxes & fees
13 May - 14 May
Minutes to Legoland. Heated Pool and Private Hot Tub. Relaxation Awaits!
Fridge, microwave, oven, stovetop

Historic, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events

Historic, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events
Winter Haven
9.8 out of 10, Exceptional, (32 reviews)
"The host was very attentive, and responsive to our questions and comments. "
United States
Matt O.
The price is £345
includes taxes & fees
15 May - 16 May
Historic, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events
Interior

Cheerful 4 Bed, 3 Bath Home with Screened Pool

Cheerful 4 Bed, 3 Bath Home with Screened Pool
Winter Haven
9.8 out of 10, Exceptional, (28 reviews)
"Excellent location, house was immaculate and beautiful. We stayed over xmas and there was even a tree for us. Highly recommend this place and would stay here again. "
United States
Eli R.
The price is £317
includes taxes & fees
18 May - 19 May
Cheerful 4 Bed, 3 Bath Home with Screened Pool
Interior

Large 3/1 Near DownTown and Dining

Large 3/1 Near DownTown and Dining
Winter Haven
7.2 out of 10, Good, (13 reviews)
"Clean, quiet and comfortable beds. "
United States
Jason
The price is £189
includes taxes & fees
13 May - 14 May
Large 3/1 Near DownTown and Dining
Terrace/patio

The Old Haven - An Enduring Piece of Nostalgia

The Old Haven - An Enduring Piece of Nostalgia
Winter Haven
9.8 out of 10, Exceptional, (14 reviews)
"Nice location, comfortable stay."
United States
Karthik D.
The price is £221
includes taxes & fees
13 May - 14 May
The Old Haven - An Enduring Piece of Nostalgia
4 bedrooms, free WiFi, bed sheets

Live Oak Oasis - Getaway Close to Legoland! Sleeps 8 Guests, Fenced yard, Games

Live Oak Oasis - Getaway Close to Legoland! Sleeps 8 Guests, Fenced yard, Games
Winter Haven
9.8 out of 10, Exceptional, (6 reviews)
"Wonderful stay in Winter Haven for our family Legoland trip, including our dog!The house was spotless, cozy, and easily accommodated all of us.Close to the park, would definitely stay again."
United States
Oscar G.
The price is £213
includes taxes & fees
13 May - 14 May
Live Oak Oasis - Getaway Close to Legoland! Sleeps 8 Guests, Fenced yard, Games
TV, fireplace

Spacious 4-bedroom house in pleasant Winter Haven with AC

Spacious 4-bedroom house in pleasant Winter Haven with AC
Winter Haven
9.6 out of 10, Exceptional, (4 reviews)
"An outstanding stay! The house was extremely clean, welcoming, and had all the amenities that made our family vacation unforgettable in our visit to Legoland park"
Mexico
Monica
The price is £320
includes taxes & fees
18 May - 19 May
Spacious 4-bedroom house in pleasant Winter Haven with AC
Fridge, microwave, oven, stovetop

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
Winter Haven
9.8 out of 10, Exceptional, (12 reviews)
"Very clean, welcoming home, close to the Wedding Venue 650. Close to Legoland as well. Host was very kind and accommodating. Will definitely stay again when going to this area!!"
United States
Cheryl G.
The price is £227
includes taxes & fees
14 May - 15 May
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
Smart TV, fireplace

Charming 3-bedroom 2 bathroom home in brilliant Winter Haven,pet friendly, WiFi

Charming 3-bedroom 2 bathroom home in brilliant Winter Haven,pet friendly, WiFi
Winter Haven
9.6 out of 10, Exceptional, (4 reviews)
"Everything was very clean! "
United States
Emilly D.
The price is £193
includes taxes & fees
18 May - 19 May
Charming 3-bedroom 2 bathroom home in brilliant Winter Haven,pet friendly, WiFi
Smart TV, fireplace, printers

Modern Comfort, Pet Friendly, 2 King Beds

Modern Comfort, Pet Friendly, 2 King Beds
Winter Haven
10.0 out of 10, Exceptional, (7 reviews)
"Great welcoming and answered every question I had. Highly recommend this lovely cottage. "
United States
Kristofer G.
The price is £191
includes taxes & fees
14 May - 15 May
Modern Comfort, Pet Friendly, 2 King Beds
4 bedrooms, desk, iron/ironing board, Internet

Legoland & Lakes Pool Home | Pet Friendly

Legoland & Lakes Pool Home | Pet Friendly
Winter Haven
Legoland & Lakes Pool Home | Pet Friendly
Living area

BlockHaven near Legoland, Disney, Universal Studios, Busch Gardens & SeaWorld !!

BlockHaven near Legoland, Disney, Universal Studios, Busch Gardens & SeaWorld !!
Winter Haven
10.0 out of 10, Exceptional, (1 review)
"Awesome quiet and cozy place The host is very communicative and the house had everything we need"
United States
Patricia M.
The price is £213
includes taxes & fees
31 May - 1 Jun
BlockHaven near Legoland, Disney, Universal Studios, Busch Gardens & SeaWorld !!
TV

Ricks's Retreat - Downtown Winter Haven Getaway, Near Chain of Lakes

Ricks's Retreat - Downtown Winter Haven Getaway, Near Chain of Lakes
Winter Haven
10.0 out of 10, Exceptional, (10 reviews)
"The host was very accommodating and responsive. The house is clean, roomy, cute, and comfortable. There is so much to see and do in Winter Haven - I’ll return and stay at Rick’s Retreat again!"
United States
Mary R.
The price is £265
includes taxes & fees
12 Jun - 13 Jun
Ricks's Retreat - Downtown Winter Haven Getaway, Near Chain of Lakes
TV, video games

Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn

Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn
Winter Haven
10.0 out of 10, Exceptional, (2 reviews)
"Nice place very convenient for us. Would stay again"
United States
John G.
The price is £216
includes taxes & fees
14 May - 15 May
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn
Interior

Lake, Pool, HotTub, Game Room, 8 Beds, Sleeps 17

Lake, Pool, HotTub, Game Room, 8 Beds, Sleeps 17
Winter Haven
10.0 out of 10, Exceptional, (4 reviews)
"Great home with lots of room and things to do. Everything was easy and we love staying here!"
United States
Megan D.
The price is £794
includes taxes & fees
25 May - 26 May
Lake, Pool, HotTub, Game Room, 8 Beds, Sleeps 17
Fridge, microwave, oven, stovetop

Family Friendly Lake House W/ Pool Near Legoland

Family Friendly Lake House W/ Pool Near Legoland
Winter Haven
10.0 out of 10, Exceptional, (5 reviews)
"We absolutely loved our stay and highly recommend this home, especially for families! The house was clean, quiet, and spacious, featuring a well-stocked kitchen with high-quality cookware, multiple coffee makers, and kids' essentials. When we weren't at Legoland, we spent our time enjoying the heated salt-water pool, game room, and the dock for fishing and kayaking. Catching the sunrise over the lake was absolutely gorgeous. The hosts were incredibly friendly, flexible, and communicative--adding...
United States
Matthew B.
The price is £6,780
includes taxes & fees
25 May - 26 May
Family Friendly Lake House W/ Pool Near Legoland
Interior

Kissimmee Retreat with Jacuzzi and Games

Kissimmee Retreat with Jacuzzi and Games
Kissimmee
The price is £178
includes taxes & fees
16 May - 17 May
Kissimmee Retreat with Jacuzzi and Games
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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Top Winter Haven Hotel Reviews

Legoland Florida Hotel

Legoland Florida Hotel

10/10 Excellent
"Highly recommended! We went for My 6 year old son’ birthday and he had such a blast. Staff was amazing at all times. We will be coming back very soon. 🙏❤️"
Joanna 2-night trip
Posted 1 hour ago
Legoland Florida Hotel

Find out more about Winter Haven

Winter Haven Holiday Homes information

Number of reviews
201
Accommodation
23127 Holiday Homes
Lowest Price
£130
Highest Price
£6,780