Skip to main content

Villas in Winter Haven

Find the villas that appeal to you the most

The best villas in Winter Haven

Check out our pick of great villas in Winter Haven

Filter by:

Review score

BlockHaven near Legoland, Disney

Winter Haven

BlockHaven near Legoland, Disney is a recently renovated holiday home in Winter Haven, where guests can make the most of its garden and barbecue facilities.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 6 reviews
Price from
US$184.92
1 night, 2 adults

Kid-friendly Home w Pool & BBQ

Winter Haven

Located in Winter Haven, Kid-friendly Home w Pool & BBQ provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews
Price from
US$170
1 night, 2 adults

Getaway Clubhouse

Winter Haven

Set in Winter Haven, 5.6 km from Swanns Railroad Station (Historical) and 7 km from Legoland Florida, Getaway Clubhouse offers air-conditioned accommodation with a balcony and free WiFi.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 10 reviews
Price from
US$143
1 night, 2 adults

Peaceful Lakeside Retreat

Winter Haven

Situated in Winter Haven, 7.1 km from Swanns Railroad Station (Historical) and 10 km from Legoland Florida, Peaceful Lakeside Retreat offers a garden and air conditioning.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 7 reviews
Price from
US$210
1 night, 2 adults

Cozy Lakefront Home w/ Pool -7 mins from Legoland

Winter Haven

Boasting air-conditioned accommodation with a private pool, lake view and a patio, Cozy Lakefront Home w/ Pool -7 mins from Legoland is situated in Winter Haven.

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 8 reviews
Price from
US$237.50
1 night, 2 adults

Adams Estate

Lake Alfred (Near Winter Haven)

Set in Lake Alfred, Adams Estate provides a private pool. There is a private entrance at the holiday home for the convenience of those who stay.

C
Cal
From
Cayman Islands
We loved the comfortable beds and quality linen. Check in was effortless and the rooms were a good size. The grounds and lake were beautiful and picturesque.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 10 reviews
Price from
US$245
1 night, 2 adults

3Bed 2Bath Spacious-LakeHomeAceLoc4milesLEGOLAND

Cypress Gardens (Near Winter Haven)

Situated in Cypress Gardens, 7 km from Legoland Florida and 7.9 km from Swanns Railroad Station (Historical), 3Bed 2Bath Spacious-LakeHomeAceLoc4milesLEGOLAND features spacious air-conditioned...

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 6 reviews
Price from
US$112.50
1 night, 2 adults

Slice of Paradise 2.0- Golf Course View Villa

Haines City (Near Winter Haven)

Featuring air-conditioned accommodation with a private pool, Slice of Paradise 2.0- Golf Course View Villa is located in Haines City.

E
ELIZABETH
From
United Kingdom
Well located. Like that there is security at the entrance. The house was lovely with lots of homely touches. Has everything you might need. I managed to leave something behind, but no problem, it is being sent to me in the uk! Fantastic service.😍
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews
Price from
US$135.95
1 night, 2 adults

Brand New Home by LegoLandPeppa Pig Park!

Lake Wales (Near Winter Haven)

Set in Lake Wales, 11 km from Legoland Florida and 24 km from Swanns Railroad Station (Historical), Brand New Home by LegoLandPeppa Pig Park! offers air conditioning.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 10 reviews
Price from
US$256.50
1 night, 2 adults

Happy Days at Two Oaks 4BD Home Minutes From Beautiful Lake Hollingsworth

Lakeland (Near Winter Haven)

A recently renovated holiday home located in Lakeland, Happy Days at Two Oaks 4BD Home Minutes From Beautiful Lake Hollingsworth features a garden.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 17 reviews
Price from
US$104.37
1 night, 2 adults
All villas in Winter Haven

Looking for a villa?

Perfect for families, groups or couples who enjoy luxury and independence while travelling. Enjoy the space and privacy of these fully-furnished, self-standing mansions — travellers can cook, lounge and explore at their leisure. Note that in Bali, a resort will also be called a villa.

Most booked villas in Winter Haven and surroundings in the past month

See all

Popular with guests booking villas in Winter Haven

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 7 reviews

Popular with guests booking villas in Winter Haven

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 4 reviews

Popular with guests booking villas in Winter Haven

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 10 reviews

Popular with guests booking villas in Winter Haven

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 6 reviews

Popular with guests booking villas in Winter Haven

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 17 reviews

Popular with guests booking villas in Winter Haven

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews

Popular with guests booking villas in Winter Haven

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 6 reviews

Popular with guests booking villas in Winter Haven

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 14 reviews

Popular with guests booking villas in Winter Haven

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 10 reviews

Travelling by car? These villas in Winter Haven and nearby offer free parking

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 6 reviews

Situated in Cypress Gardens, 7 km from Legoland Florida and 7.9 km from Swanns Railroad Station (Historical), 3Bed 2Bath Spacious-LakeHomeAceLoc4milesLEGOLAND features spacious air-conditioned...

From US$220.41 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 7 reviews

2Bed 1Bath CentralLocation 2 Mile LEGOLAND and Dining is situated in Cypress Gardens, 17 km from Phosmico Railroad Station (Historical), 19 km from Conshul Railroad Station, as well as 21 km from...

From US$192.36 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 10 reviews

Set in Lake Alfred, Adams Estate provides a private pool. There is a private entrance at the holiday home for the convenience of those who stay.

From US$557.76 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 7 reviews

Situated in Winter Haven, 7.1 km from Swanns Railroad Station (Historical) and 10 km from Legoland Florida, Peaceful Lakeside Retreat offers a garden and air conditioning.

From US$371.76 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

3.6 km from Swanns Railroad Station (Historical), Historic home lake access, near parks and venues is a recently renovated property located in Winter Haven and provides air-conditioned rooms with free...

From US$295.98 per night

Boasting accommodation with a private pool, Pool 9min Legoland Disney Universal 40 Min is situated in Cypress Gardens. Guests staying at this holiday home have access to a patio.

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 8 reviews

Boasting air-conditioned accommodation with a private pool, lake view and a patio, Cozy Lakefront Home w/ Pool -7 mins from Legoland is situated in Winter Haven.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 15 reviews

Situated in Winter Haven in the Florida region, Spacious 4-bedroom 2-bath Abode features a patio.

Great access to the city centre. Check these villas in Winter Haven and nearby

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Winter Haven, 4.9 km from Swanns Railroad Station (Historical) and 9.3 km from Legoland Florida, 6 Mi to Legoland Retreat with Pool and Fenced Yard offers spacious air-conditioned accommodation...

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 3 reviews

Set in Winter Haven, 5.4 km from Swanns Railroad Station (Historical), Lanai and Pool Elegant Villa in Winter Haven!

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Located in Winter Haven, 5.3 km from Swanns Railroad Station (Historical) and 10 km from Legoland Florida, Lakefront Winter Haven Retreat Hot Tub and Patio! offers air conditioning.

Situated in Winter Haven, 5.3 km from Legoland Florida and 7.5 km from Swanns Railroad Station (Historical), 4 Mi to Legoland Poolside Paradise!

Located in Winter Haven, 11 km from Legoland Florida and 13 km from Carters Railroad Station, Waterfront Vacation Rental on Lake Mirror! offers air conditioning.

Located in Winter Haven, 11 km from Legoland Florida and 13 km from Carters Railroad Station, Serene Lake Views Winter Haven Home offers air conditioning.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 12 reviews

Set in Winter Haven, 10 km from Legoland Florida and 15 km from Carters Railroad Station, Hook, Line and Leisure Lakefront Gem with Porch! offers air conditioning.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a heated pool, Waterfront Winter Haven Home with Dock and Hot Tub! is located in Winter Haven.

Enjoy breakfast in Winter Haven and nearby

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 7 reviews

Bright Cypress Gardens Home Near Legoland! is located in Cypress Gardens, 10 km from Swanns Railroad Station (Historical), 15 km from Phosmico Railroad Station (Historical), and 17 km from Conshul...

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 4 reviews

Set in Eagle Lake, 9.1 km from Legoland Florida and 10 km from Phosmico Railroad Station (Historical), Eagle Lake Home Less Than 7 Mi to Legoland! offers air conditioning.

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 6 reviews

Set in Winter Haven, 3.4 km from Legoland Florida and 10 km from Swanns Railroad Station (Historical), Winter Haven Retreat with Private Pool!

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 14 reviews

Stylish-N-Private 1BR Retreat 2 Miles to LegoLand is set in Winter Haven, 19 km from Conshul Railroad Station, 21 km from Dearborn Railroad Station, and 23 km from Tanco Railroad Station.

From US$159.27 per night

Set in Eagle Lake, 12 km from Swanns Railroad Station (Historical) and 13 km from Legoland Florida, 9 Mi to Legoland Family Gem with Games Galore! offers air conditioning.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 4 reviews

Featuring air-conditioned accommodation with a patio, Modern 3 Bed 2 Bath Home 3 minutes from Legoland is set in Winter Haven. Located 1.6 km from Legoland Florida, the property provides a garden.

Boasting garden views, Luxury 3BR with Private POOL & GAME ROOM, only 4 MIN to LEGOLAND features accommodation with a bar and a patio, around 3.6 km from Legoland Florida.

Situated in Winter Haven, 2.7 km from Legoland Florida and 14 km from Swanns Railroad Station (Historical), Lakefront Retreat In Winterset offers air conditioning. A hot tub is available for guests.

Villas with swimming pools in Winter Haven and nearby

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 1 review

Set in Winter Haven, 5.8 km from Legoland Florida and 17 km from Swanns Railroad Station (Historical), Playground Access Winter Haven Getaway with Patio!

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 3 reviews

Set in Winter Haven, 4.9 km from Legoland Florida and 17 km from Swanns Railroad Station (Historical), The Luxury Lakehouse offers air conditioning.

FAQ about villas in Winter Haven