Vacation rentals in Winter Haven

with the largest selection, best availability, and unbeatable prices

United States

Florida

Winter Haven

1-15 of 15 places to stay

Central Private King Suit Washer Dryer 2 Miles To Hospital
Central Private King Suit Washer Dryer 2 Miles To Hospital

Apartment

2 mi to the city center
1401 Avenue K Northeast, Winter Haven, United States

Excellent

(51 reviews)

8.6

To enjoy your vacation in Winter Haven, stay at the 1-room Central Private King Suit Washer Dryer 2 Miles To Hospital Winter Haven apartment, which is around a 10-minute drive from Inman Park and…

starts from

US$ 81 per one night

View hotel
Stylish-N-Private 1Br Retreat 2 Miles To Legoland
Stylish-N-Private 1Br Retreat 2 Miles To Legoland

Holiday home

2.9 mi to the city center
806 Wakulla Drive, Winter Haven, United States

Offering a location 3.6 km from the Y-shaped natural freshwater River Lake, Stylish-N-Private 1Br Retreat 2 Miles To Legoland Villa Winter Haven gives access to various tourist spots in the area.

View hotel
Lakeside Lofts At Lake Martha
Lakeside Lofts At Lake Martha

Villa

3937 ft to the city center
433 Ave C Ne, Winter Haven, United States

Excellent

(22 reviews)

9.2

Staying at the 2-bedroom Lakeside Lofts At Lake Martha Winter Haven villa, guests can visit Rotary Park, which is a mere 0.6 km away.

starts from

US$ 182 per one night

View hotel
Large 3Bedrooms 1 Bath Near Downtown Dining
Large 3Bedrooms 1 Bath Near Downtown Dining

Holiday home

1.1 mi to the city center
677 Ave F Se, Winter Haven, United States

Excellent

(18 reviews)

8.8

Situated just a 6-minute walk from A Personal Touch, the 1-bedroom Large 3Bedrooms 1 Bath Near Downtown Dining Winter Haven villa invites guests to relax at a terrace.

View hotel
Winter Haven Home With Pool Near Legoland!
Winter Haven Home With Pool Near Legoland!

Holiday home

1.9 mi to the city center
919 Ave S Se, Winter Haven, United States

Located 10 minutes' drive from Sertoma Park, the welcoming Winter Haven Home With Pool Near Legoland! gives access to various tourist sites in the vicinity.

View hotel
Unique Cozy Studio
Unique Cozy Studio

Apartment

3609 ft to the city center
602 Julia Street Southeast, Winter Haven, United States

Excellent

(14 reviews)

9.6

The 45 m² Unique Cozy Studio Winter Haven offers easy entry to such city sights as First Baptist Church, situated just 6 minutes' walk away.

starts from

US$ 88 per one night

View hotel
Getaway Clubhouse
Getaway Clubhouse

Holiday home

3281 ft to the city center
144 Avenue East Southeast, Winter Haven, United States

Excellent

(13 reviews)

9.4

Situated just 6 minutes' stroll from First Baptist Church, the 3-bedroom Getaway Clubhouse Villa Winter Haven offers quick access to numerous city landmarks nearby.

View hotel
Peaceful Lakeside Retreat
Peaceful Lakeside Retreat

Holiday home

1.2 mi to the city center
46 Lake Howard Drive Southwest, Winter Haven, United States

Excellent

(10 reviews)

9.6

Offering a location 2.8 km from Ridge Art Association, the 2-bedroom Peaceful Lakeside Retreat Winter Haven villa gives access to various tourist spots in the area.

starts from

US$ 155 per one night

View hotel
Serene Lakeside Retreat- 3 Bdr Romantic Getaway
Serene Lakeside Retreat- 3 Bdr Romantic Getaway

Holiday home

5 mi to the city center
4840 Old Lucerne Park Road, Winter Haven, United States

Excellent

(6 reviews)

8.6

The 2-bedroom Serene Lakeside Retreat- 3 Bdr Romantic Getaway Winter Haven villa is located within 3 km of Willowbrook Golf Course, giving access to various tourist spots nearby.

starts from

US$ 206 per one night

View hotel
Blockhaven Near Legoland, Disney
Blockhaven Near Legoland, Disney

Holiday home

4.5 mi to the city center
404 Red Hawk Loop, Winter Haven, United States

Excellent

(20 reviews)

9.6

Situated approximately 10 minutes by car from the Lake Shipp Park, the 1-bedroom Blockhaven Near Legoland, Disney Winter Haven villa features a terrace with views of the garden. Offering a swimming…

View hotel
John Shirleys Retreat
John Shirleys Retreat

Holiday home

4.8 mi to the city center
1037 Mockingbird Circle, Winter Haven, United States

Excellent

(10 reviews)

9

John Shirleys Retreat Villa Winter Haven is located 10 minutes' drive from the non-denominational Winter Haven Worship Center Church and provides a swimming pool, ensuring a relaxing stay.

View hotel
Kid-Friendly Home W Pool & Bbq
Kid-Friendly Home W Pool & Bbq

Holiday home

1.6 mi to the city center
2414 West Central Avenue, Winter Haven, United States

Excellent

(6 reviews)

10

Kid-Friendly Home W Pool & Bbq Winter Haven is located 10 minutes' drive from The Garden Ballroom and provides a private swimming pool, ensuring a relaxing stay.

View hotel
5 Bedroom Home With Pool And Outdoor Fun
5 Bedroom Home With Pool And Outdoor Fun

Holiday home

3.5 mi to the city center
120 Lincoln Rd, Winter Haven, United States

Excellent

(11 reviews)

9.2

Situated 2.5 km from Calvary Baptist Church, the 2-bedroom 5 Bedroom Home With Pool And Outdoor Fun Winter Haven entices guests to explore various tourist attractions in the area.

View hotel
Cozy Cove Stay
Cozy Cove Stay

Apartment

2.9 mi to the city center
1137 Carefree Cove Drive, Winter Haven, United States

Excellent

(28 reviews)

8.6

To enjoy your vacation in Winter Haven, stay at the 60 m² Cozy Cove Stay Winter Haven apartment, which is an 18-minute walk from Lake Conine and 3.5 km from Willowbrook Golf Course. The apartment…

starts from

US$ 91 per one night

View hotel
Spacious 4-Bedroom 2-Bath Abode
Spacious 4-Bedroom 2-Bath Abode

Holiday home

2.2 mi to the city center
1216 Lysiloma Avenue, Winter Haven, United States

Good

(14 reviews)

7.2

Located within a 4-km distance of Beymer United Methodist Church, the 2-bedroom Spacious 4-Bedroom 2-Bath Abode Winter Haven villa provides access to various tourist attractions in the vicinity.

starts from

US$ 265 per one night

View hotel

Central Private King Suit Washer Dryer 2 Miles To Hospital

Apartment

2 mi to the city center

1401 Avenue K Northeast, Winter Haven, United States

Excellent

(51 reviews)

8.6

To enjoy your vacation in Winter Haven, stay at the 1-room Central Private King Suit Washer Dryer 2 Miles To Hospital Winter Haven apartment, which is around a 10-minute drive from Inman Park and…

starts from

US$ 81 per one night

View hotel

Stylish-N-Private 1Br Retreat 2 Miles To Legoland

Holiday home

2.9 mi to the city center

806 Wakulla Drive, Winter Haven, United States

Offering a location 3.6 km from the Y-shaped natural freshwater River Lake, Stylish-N-Private 1Br Retreat 2 Miles To Legoland Villa Winter Haven gives access to various tourist spots in the area.

View hotel

Lakeside Lofts At Lake Martha

Villa

3937 ft to the city center

433 Ave C Ne, Winter Haven, United States

Excellent

(22 reviews)

9.2

Staying at the 2-bedroom Lakeside Lofts At Lake Martha Winter Haven villa, guests can visit Rotary Park, which is a mere 0.6 km away.

starts from

US$ 182 per one night

View hotel

Large 3Bedrooms 1 Bath Near Downtown Dining

Holiday home

1.1 mi to the city center

677 Ave F Se, Winter Haven, United States

Excellent

(18 reviews)

8.8

Situated just a 6-minute walk from A Personal Touch, the 1-bedroom Large 3Bedrooms 1 Bath Near Downtown Dining Winter Haven villa invites guests to relax at a terrace.

View hotel

Winter Haven Home With Pool Near Legoland!

Holiday home

1.9 mi to the city center

919 Ave S Se, Winter Haven, United States

Located 10 minutes' drive from Sertoma Park, the welcoming Winter Haven Home With Pool Near Legoland! gives access to various tourist sites in the vicinity.

View hotel

Unique Cozy Studio

Apartment

3609 ft to the city center

602 Julia Street Southeast, Winter Haven, United States

Excellent

(14 reviews)

9.6

The 45 m² Unique Cozy Studio Winter Haven offers easy entry to such city sights as First Baptist Church, situated just 6 minutes' walk away.

starts from

US$ 88 per one night

View hotel

Getaway Clubhouse

Holiday home

3281 ft to the city center

144 Avenue East Southeast, Winter Haven, United States

Excellent

(13 reviews)

9.4

Situated just 6 minutes' stroll from First Baptist Church, the 3-bedroom Getaway Clubhouse Villa Winter Haven offers quick access to numerous city landmarks nearby.

View hotel

Peaceful Lakeside Retreat

Holiday home

1.2 mi to the city center

46 Lake Howard Drive Southwest, Winter Haven, United States

Excellent

(10 reviews)

9.6

Offering a location 2.8 km from Ridge Art Association, the 2-bedroom Peaceful Lakeside Retreat Winter Haven villa gives access to various tourist spots in the area.

starts from

US$ 155 per one night

View hotel

Serene Lakeside Retreat- 3 Bdr Romantic Getaway

Holiday home

5 mi to the city center

4840 Old Lucerne Park Road, Winter Haven, United States

Excellent

(6 reviews)

8.6

The 2-bedroom Serene Lakeside Retreat- 3 Bdr Romantic Getaway Winter Haven villa is located within 3 km of Willowbrook Golf Course, giving access to various tourist spots nearby.

starts from

US$ 206 per one night

View hotel

Blockhaven Near Legoland, Disney

Holiday home

4.5 mi to the city center

404 Red Hawk Loop, Winter Haven, United States

Excellent

(20 reviews)

9.6

Situated approximately 10 minutes by car from the Lake Shipp Park, the 1-bedroom Blockhaven Near Legoland, Disney Winter Haven villa features a terrace with views of the garden. Offering a swimming…

View hotel

John Shirleys Retreat

Holiday home

4.8 mi to the city center

1037 Mockingbird Circle, Winter Haven, United States

Excellent

(10 reviews)

John Shirleys Retreat Villa Winter Haven is located 10 minutes' drive from the non-denominational Winter Haven Worship Center Church and provides a swimming pool, ensuring a relaxing stay.

View hotel

Kid-Friendly Home W Pool & Bbq

Holiday home

1.6 mi to the city center

2414 West Central Avenue, Winter Haven, United States

Excellent

(6 reviews)

Kid-Friendly Home W Pool & Bbq Winter Haven is located 10 minutes' drive from The Garden Ballroom and provides a private swimming pool, ensuring a relaxing stay.

View hotel

5 Bedroom Home With Pool And Outdoor Fun

Holiday home

3.5 mi to the city center

120 Lincoln Rd, Winter Haven, United States

Excellent

(11 reviews)

9.2

Situated 2.5 km from Calvary Baptist Church, the 2-bedroom 5 Bedroom Home With Pool And Outdoor Fun Winter Haven entices guests to explore various tourist attractions in the area.

View hotel

Cozy Cove Stay

Apartment

2.9 mi to the city center

1137 Carefree Cove Drive, Winter Haven, United States

Excellent

(28 reviews)

8.6

To enjoy your vacation in Winter Haven, stay at the 60 m² Cozy Cove Stay Winter Haven apartment, which is an 18-minute walk from Lake Conine and 3.5 km from Willowbrook Golf Course. The apartment…

starts from

US$ 91 per one night

View hotel

Spacious 4-Bedroom 2-Bath Abode

Holiday home

2.2 mi to the city center

1216 Lysiloma Avenue, Winter Haven, United States

Good

(14 reviews)

7.2

Located within a 4-km distance of Beymer United Methodist Church, the 2-bedroom Spacious 4-Bedroom 2-Bath Abode Winter Haven villa provides access to various tourist attractions in the vicinity.

starts from

US$ 265 per one night

View hotel

[ { "HotelID": 23041592, "Latitude": 28.033259, "Longitude": -81.70344 , "Price": 81 }, { "HotelID": 22802837, "Latitude": 28.007429, "Longitude": -81.688793 }, { "HotelID": 22246892, "Latitude": 28.025193, "Longitude": -81.721582 , "Price": 182 }, { "HotelID": 22816448, "Latitude": 28.016086, "Longitude": -81.717732 }, { "HotelID": 20601881, "Latitude": 28.0029, "Longitude": -81.71133 }, { "HotelID": 22949713, "Latitude": 28.015758, "Longitude": -81.725611 , "Price": 88 }, { "HotelID": 22953998, "Latitude": 28.01624, "Longitude": -81.72537 }, { "HotelID": 22084172, "Latitude": 28.02236, "Longitude": -81.751825 , "Price": 155 }, { "HotelID": 22952074, "Latitude": 28.081164, "Longitude": -81.685558 , "Price": 206 }, { "HotelID": 23864761, "Latitude": 27.983622, "Longitude": -81.790642 }, { "HotelID": 23394200, "Latitude": 27.991615, "Longitude": -81.662664 }, { "HotelID": 23461032, "Latitude": 28.022385, "Longitude": -81.75755 }, { "HotelID": 23753879, "Latitude": 27.998132, "Longitude": -81.681708 }, { "HotelID": 23727720, "Latitude": 28.062659, "Longitude": -81.730274 , "Price": 91 }, { "HotelID": 13600975, "Latitude": 28.009883, "Longitude": -81.765969 , "Price": 265 } ]

Transport

Metro

Vacation rentals (15)

15 properties found

Show on map

Sort by:

Holiday homes

Central Private King Suit Washer Dryer 2 Miles To Hospital
Central Private King Suit Washer Dryer 2 Miles To Hospital

Apartment

2 mi to the city center
1401 Avenue K Northeast, Winter Haven, United States

Excellent

(51 reviews)

8.6

To enjoy your vacation in Winter Haven, stay at the 1-room Central Private King Suit Washer Dryer 2 Miles To Hospital Winter Haven apartment, which is around a 10-minute drive from Inman Park and…

starts from

US$ 81 per one night

View hotel
Stylish-N-Private 1Br Retreat 2 Miles To Legoland
Stylish-N-Private 1Br Retreat 2 Miles To Legoland

Holiday home

2.9 mi to the city center
806 Wakulla Drive, Winter Haven, United States

Offering a location 3.6 km from the Y-shaped natural freshwater River Lake, Stylish-N-Private 1Br Retreat 2 Miles To Legoland Villa Winter Haven gives access to various tourist spots in the area.

View hotel
Lakeside Lofts At Lake Martha
Lakeside Lofts At Lake Martha

Villa

3937 ft to the city center
433 Ave C Ne, Winter Haven, United States

Excellent

(22 reviews)

9.2

Staying at the 2-bedroom Lakeside Lofts At Lake Martha Winter Haven villa, guests can visit Rotary Park, which is a mere 0.6 km away.

starts from

US$ 182 per one night

View hotel
Large 3Bedrooms 1 Bath Near Downtown Dining
Large 3Bedrooms 1 Bath Near Downtown Dining

Holiday home

1.1 mi to the city center
677 Ave F Se, Winter Haven, United States

Excellent

(18 reviews)

8.8

Situated just a 6-minute walk from A Personal Touch, the 1-bedroom Large 3Bedrooms 1 Bath Near Downtown Dining Winter Haven villa invites guests to relax at a terrace.

View hotel
Winter Haven Home With Pool Near Legoland!
Winter Haven Home With Pool Near Legoland!

Holiday home

1.9 mi to the city center
919 Ave S Se, Winter Haven, United States

Located 10 minutes' drive from Sertoma Park, the welcoming Winter Haven Home With Pool Near Legoland! gives access to various tourist sites in the vicinity.

View hotel
Unique Cozy Studio
Unique Cozy Studio

Apartment

3609 ft to the city center
602 Julia Street Southeast, Winter Haven, United States

Excellent

(14 reviews)

9.6

The 45 m² Unique Cozy Studio Winter Haven offers easy entry to such city sights as First Baptist Church, situated just 6 minutes' walk away.

starts from

US$ 88 per one night

View hotel
Getaway Clubhouse
Getaway Clubhouse

Holiday home

3281 ft to the city center
144 Avenue East Southeast, Winter Haven, United States

Excellent

(13 reviews)

9.4

Situated just 6 minutes' stroll from First Baptist Church, the 3-bedroom Getaway Clubhouse Villa Winter Haven offers quick access to numerous city landmarks nearby.

View hotel
Peaceful Lakeside Retreat
Peaceful Lakeside Retreat

Holiday home

1.2 mi to the city center
46 Lake Howard Drive Southwest, Winter Haven, United States

Excellent

(10 reviews)

9.6

Offering a location 2.8 km from Ridge Art Association, the 2-bedroom Peaceful Lakeside Retreat Winter Haven villa gives access to various tourist spots in the area.

starts from

US$ 155 per one night

View hotel
Serene Lakeside Retreat- 3 Bdr Romantic Getaway
Serene Lakeside Retreat- 3 Bdr Romantic Getaway

Holiday home

5 mi to the city center
4840 Old Lucerne Park Road, Winter Haven, United States

Excellent

(6 reviews)

8.6

The 2-bedroom Serene Lakeside Retreat- 3 Bdr Romantic Getaway Winter Haven villa is located within 3 km of Willowbrook Golf Course, giving access to various tourist spots nearby.

starts from

US$ 206 per one night

View hotel
Blockhaven Near Legoland, Disney
Blockhaven Near Legoland, Disney

Holiday home

4.5 mi to the city center
404 Red Hawk Loop, Winter Haven, United States

Excellent

(20 reviews)

9.6

Situated approximately 10 minutes by car from the Lake Shipp Park, the 1-bedroom Blockhaven Near Legoland, Disney Winter Haven villa features a terrace with views of the garden. Offering a swimming…

View hotel
John Shirleys Retreat
John Shirleys Retreat

Holiday home

4.8 mi to the city center
1037 Mockingbird Circle, Winter Haven, United States

Excellent

(10 reviews)

9

John Shirleys Retreat Villa Winter Haven is located 10 minutes' drive from the non-denominational Winter Haven Worship Center Church and provides a swimming pool, ensuring a relaxing stay.

View hotel
Kid-Friendly Home W Pool & Bbq
Kid-Friendly Home W Pool & Bbq

Holiday home

1.6 mi to the city center
2414 West Central Avenue, Winter Haven, United States

Excellent

(6 reviews)

10

Kid-Friendly Home W Pool & Bbq Winter Haven is located 10 minutes' drive from The Garden Ballroom and provides a private swimming pool, ensuring a relaxing stay.

View hotel
5 Bedroom Home With Pool And Outdoor Fun
5 Bedroom Home With Pool And Outdoor Fun

Holiday home

3.5 mi to the city center
120 Lincoln Rd, Winter Haven, United States

Excellent

(11 reviews)

9.2

Situated 2.5 km from Calvary Baptist Church, the 2-bedroom 5 Bedroom Home With Pool And Outdoor Fun Winter Haven entices guests to explore various tourist attractions in the area.

View hotel
Cozy Cove Stay
Cozy Cove Stay

Apartment

2.9 mi to the city center
1137 Carefree Cove Drive, Winter Haven, United States

Excellent

(28 reviews)

8.6

To enjoy your vacation in Winter Haven, stay at the 60 m² Cozy Cove Stay Winter Haven apartment, which is an 18-minute walk from Lake Conine and 3.5 km from Willowbrook Golf Course. The apartment…

starts from

US$ 91 per one night

View hotel
Spacious 4-Bedroom 2-Bath Abode
Spacious 4-Bedroom 2-Bath Abode

Holiday home

2.2 mi to the city center
1216 Lysiloma Avenue, Winter Haven, United States

Good

(14 reviews)

7.2

Located within a 4-km distance of Beymer United Methodist Church, the 2-bedroom Spacious 4-Bedroom 2-Bath Abode Winter Haven villa provides access to various tourist attractions in the vicinity.

starts from

US$ 265 per one night

View hotel

Stadiums

Chain of Lakes Park

Golf Course

Cypresswood Golf Country Club

Popular attractions

LEGOLAND Florida Resort

Change your search parameters to find the hotel you want.

Vacation rentals in Winter Haven

Price in US$:

Hotel name

Hotels by class

Review rating

Attractions

Room facilities

Hotel facilities

Thematic hotels

Looking for the perfect place to stay?