Holiday Homes in Winter Haven

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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, (2 reviews)
"House was great, perfect central location. Very quiet neighborhood nice farm outside peaceful back yard seating area. "
United States
Wade
The price is AU$384
includes taxes & fees
11 Mar - 12 Mar
BlockHaven near Legoland & Disney

Traveling workers w/ full kitchen and living space

Traveling workers w/ full kitchen and living space
Eagle Lake
Traveling workers w/ full kitchen and living space

Large Family Home, Legoland, Pet Friendly, 7 Beds

Large Family Home, Legoland, Pet Friendly, 7 Beds
Winter Haven
10.0 out of 10, Exceptional, (23 reviews)
"Everything was very nice and comfortable. "
United States
Gary B.
The price is AU$683
includes taxes & fees
2 Mar - 3 Mar
Large Family Home, Legoland, Pet Friendly, 7 Beds

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, (45 reviews)
"We had a great stay!"
United States
Harper B.
The price is AU$513
includes taxes & fees
4 Mar - 5 Mar
Heated Pool and Hot tub-near Legoland, Disney, Theme parks

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, (2 reviews)
"Yes the dogs liked it and they enjoyed walking in the neighborhood."
United States
John W.
The price is AU$269
includes taxes & fees
5 Mar - 6 Mar
Cozy 1 bedroom home in Winter Haven perfect for your getaway.

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, (27 reviews)
"Awesome look forward to future stay "
United States
cheryl d.
The price is AU$660
includes taxes & fees
2 Mar - 3 Mar
Historic, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events

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 AU$364
includes taxes & fees
2 Mar - 3 Mar
Large 3/1 Near DownTown and Dining

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 AU$245
includes taxes & fees
2 Mar - 3 Mar
Private/Spacious 1BR Central Near LegoLand 2 Miles

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 AU$711
includes taxes & fees
4 Mar - 5 Mar
Spacious 4-bedroom house in pleasant Winter Haven with AC

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
Winter Haven
9.8 out of 10, Exceptional, (9 reviews)
"Great location, clean and great communication with hosts "
United States
Angie Y.
The price is AU$442
includes taxes & fees
2 Mar - 3 Mar
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

Cheerful 4 Bed, 3 Bath Home with Screened Pool

Cheerful 4 Bed, 3 Bath Home with Screened Pool
Winter Haven
10.0 out of 10, Exceptional, (24 reviews)
"Very lovely place to stay for a family vacation."
United States
Charley L.
The price is AU$688
includes taxes & fees
23 Mar - 24 Mar
Cheerful 4 Bed, 3 Bath Home with Screened Pool

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 AU$508
includes taxes & fees
23 Mar - 24 Mar
Live Oak Oasis - Getaway Close to Legoland! Sleeps 8 Guests, Fenced yard, Games

The Old Haven - An Enduring Piece of Nostalgia

The Old Haven - An Enduring Piece of Nostalgia
Winter Haven
9.8 out of 10, Exceptional, (11 reviews)
"Home was charming and clean."
United States
Dave V.
The price is AU$419
includes taxes & fees
20 Mar - 21 Mar
The Old Haven - An Enduring Piece of Nostalgia

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, (3 reviews)
"Wonderful home "
United States
Joshlynn
The price is AU$355
includes taxes & fees
23 Mar - 24 Mar
Charming 3-bedroom 2 bathroom home in brilliant Winter Haven,pet friendly, WiFi

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, (1 review)
"Excellent property, rooms cleans, spacious. The game room beautifully. The backyard absolutely amazing. We give 20 starts to this property. Really recommend for a family trip, we enjoy our stay 100%"
United States
Mildrenys
The price is AU$1,834
includes taxes & fees
23 Mar - 24 Mar
Lake, Pool, HotTub, Game Room, 8 Beds, Sleeps 17

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 AU$506
includes taxes & fees
23 Mar - 24 Mar
Ricks's Retreat - Downtown Winter Haven Getaway, Near Chain of Lakes

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 AU$444
includes taxes & fees
23 Mar - 24 Mar
BlockHaven near Legoland, Disney, Universal Studios, Busch Gardens & SeaWorld !!

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 AU$1,121
includes taxes & fees
10 Mar - 11 Mar
Family Friendly Lake House W/ Pool Near Legoland

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 AU$407
includes taxes & fees
8 Mar - 9 Mar
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn

Luxury 3BR with Private POOL • 4 MIN to LEGOLAND • GAME ROOM & FULL KITCHEN.

Luxury 3BR with Private POOL • 4 MIN to LEGOLAND • GAME ROOM & FULL KITCHEN.
Winter Haven
The price is AU$751
includes taxes & fees
3 Mar - 4 Mar
Luxury 3BR with Private POOL • 4 MIN to LEGOLAND • GAME ROOM & FULL KITCHEN.
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

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Winter Haven Holiday Homes information

Number of reviews
147
Accommodation
24624 Holiday Homes
Lowest Price
AU$245
Highest Price
AU$1,121