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Our top choices for Winter Haven holiday homes

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (1 review)
"House was great, perfect central location. Very quiet neighborhood nice farm outside peaceful back yard seating area. "
United States
Wade
The price is £201
includes taxes & fees
1 Mar - 2 Mar
BlockHaven near Legoland & Disney

Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Heated Pool and Hot tub-near Legoland, Disney, Theme parks
Winter Haven
9.8 out of 10, Exceptional, (44 reviews)
"We had a great stay!"
United States
Harper B.
The price is £281
includes taxes & fees
4 Mar - 5 Mar
Heated Pool and Hot tub-near Legoland, Disney, Theme parks

*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724

*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
Winter Haven
9.4 out of 10, Exceptional, (66 reviews)
"The accommodation at this property was exceptional. It felt safe, and was safe Parking was great, proximity to dinning and shopping was withing 5 minutes drive, and the location was peaceful and safe."
United States
Dwight
The price is £211
includes taxes & fees
17 Feb - 18 Feb
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724

Home Away from Home Winter Haven! Disney, Legoland, Bok Tower, Golf, Medical Ctr

Home Away from Home Winter Haven! Disney, Legoland, Bok Tower, Golf, Medical Ctr
Winter Haven
9.4 out of 10, Exceptional, (3 reviews)
"I'm town for family graduation party. Perfect place to stay"
United States
John S.
The price is £314
includes taxes & fees
10 Feb - 11 Feb
Home Away from Home Winter Haven! Disney, Legoland, Bok Tower, Golf, Medical Ctr

Spacious 4-bedroom house in pleasant Winter Haven with AC

Spacious 4-bedroom house in pleasant Winter Haven with AC
Winter Haven
10.0 out of 10, Exceptional, (3 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 £313
includes taxes & fees
18 Feb - 19 Feb
Spacious 4-bedroom house in pleasant Winter Haven with AC

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
10.0 out of 10, Exceptional, (3 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 £230
includes taxes & fees
12 Mar - 13 Mar
Live Oak Oasis - Getaway Close to Legoland! Sleeps 8 Guests, Fenced yard, Games

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, (26 reviews)
"Awesome look forward to future stay "
United States
cheryl d.
The price is £311
includes taxes & fees
10 Feb - 11 Feb
Historic, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
Winter Haven
9.8 out of 10, Exceptional, (7 reviews)
"Great location, clean and great communication with hosts "
United States
Angie Y.
The price is £226
includes taxes & fees
26 Feb - 27 Feb
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

Modern Comfort, Pet Friendly, 2 King Beds

Modern Comfort, Pet Friendly, 2 King Beds
Winter Haven
10.0 out of 10, Exceptional, (4 reviews)
"Great welcoming and answered every question I had. Highly recommend this lovely cottage. "
United States
Kristofer G.
The price is £208
includes taxes & fees
11 Feb - 12 Feb
Modern Comfort, Pet Friendly, 2 King Beds

Private/Spacious 1BR Central Near LegoLand 2 Miles

Private/Spacious 1BR Central Near LegoLand 2 Miles
Winter Haven
9.6 out of 10, Exceptional, (9 reviews)
"Location was great. Internet was great. Bed was good. Cleaned and comfortable.."
United States
Maria
The price is £130
includes taxes & fees
15 Feb - 16 Feb
Private/Spacious 1BR Central Near LegoLand 2 Miles

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, (1 review)
"Nice place very convenient for us. Would stay again"
United States
John G.
The price is £217
includes taxes & fees
15 Feb - 16 Feb
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn

Large 3/1 Near DownTown and Dining

Large 3/1 Near DownTown and Dining
Winter Haven
7.4 out of 10, Good, (10 reviews)
"Clean, quiet and comfortable beds. "
United States
Jason
The price is £193
includes taxes & fees
10 Feb - 11 Feb
Large 3/1 Near DownTown and Dining

Cozy 2-bedroom house in a beautiful Winter Haven area near Legoland and BokTower

Cozy 2-bedroom house in a beautiful Winter Haven area near Legoland and BokTower
Winter Haven
10.0 out of 10, Exceptional, (1 review)
"The host was amazing. Felt very welcomed! Great house to stay "
United States
Michelle M.
The price is £200
includes taxes & fees
17 Feb - 18 Feb
Cozy 2-bedroom house in a beautiful Winter Haven area near Legoland and BokTower

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, (1 review)
"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 £270
includes taxes & fees
10 Feb - 11 Feb
Ricks's Retreat - Downtown Winter Haven Getaway, Near Chain of Lakes

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
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful home "
United States
Joshlynn
The price is £167
includes taxes & fees
22 Feb - 23 Feb
Charming 3-bedroom 2 bathroom home in brilliant Winter Haven,pet friendly, WiFi

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

BlockHaven near Legoland, Disney, Universal Studios, Busch Gardens & SeaWorld !!
Winter Haven
The price is £229
includes taxes & fees
1 Mar - 2 Mar
BlockHaven near Legoland, Disney, Universal Studios, Busch Gardens & SeaWorld !!

Peaceful Lakeside Retreat

Peaceful Lakeside Retreat
Winter Haven
9.0 out of 10, Wonderful, (10 reviews)
"This property was very nice! It was very relaxing and provided me with a very nice host location for family that I was visiting in the area. The property manager was extremely professional and accommodating."
United States
Shelby R.
The price is £314
includes taxes & fees
1 Mar - 2 Mar
Peaceful Lakeside Retreat

Family Friendly Lake House W/ Pool Near Legoland

Family Friendly Lake House W/ Pool Near Legoland
Winter Haven
10.0 out of 10, Exceptional, (1 review)
"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 £348
includes taxes & fees
18 Feb - 19 Feb
Family Friendly Lake House W/ Pool Near Legoland

Discover Little Haven — a 3BR/2BA Winter Haven vacation home with a private pool and modern amenities. Minutes from LEGOLAND, a short drive to Disney and Universal, and close to lakes, scenic trails, dining, and family-friendly attractions.

Discover Little Haven — a 3BR/2BA Winter Haven vacation home with a private pool and modern amenities. Minutes from LEGOLAND, a short drive to Disney and Universal, and close to lakes, scenic trails, dining, and family-friendly attractions.
Winter Haven
The price is £352
includes taxes & fees
3 Mar - 4 Mar
Discover Little Haven — a 3BR/2BA Winter Haven vacation home with a private pool and modern amenities. Minutes from LEGOLAND, a short drive to Disney and Universal, and close to lakes, scenic trails, dining, and family-friendly attractions.

Large Family Home, Legoland, Pet Friendly, 7 Beds

Large Family Home, Legoland, Pet Friendly, 7 Beds
Winter Haven
10.0 out of 10, Exceptional, (22 reviews)
"Everything was very nice and comfortable. "
United States
Gary B.
The price is £320
includes taxes & fees
23 Feb - 24 Feb
Large Family Home, Legoland, Pet Friendly, 7 Beds
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

Find out more about Winter Haven

Winter Haven Holiday Homes information

Number of reviews
202
Accommodation
24619 Holiday Homes
Lowest Price
£130
Highest Price
£352