Winter Haven vacation rentals

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Winter Haven

1-12 of 12 places to stay

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

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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.

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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

(22 reviews)

9.4

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…

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John Shirleys Retreat
John Shirleys Retreat

Holiday home

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

Excellent

(12 reviews)

8.8

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.

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Large Family Home, Legoland, Pet Friendly, 7 Beds
Large Family Home, Legoland, Pet Friendly, 7 Beds

Holiday home

1.2 mi to the city center
2140 West Central Avenue, Winter Haven, United States

Excellent

(5 reviews)

10

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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.

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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

(12 reviews)

9.4

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.

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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

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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

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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.

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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.

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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.

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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

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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.

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Blockhaven Near Legoland, Disney

Holiday home

4.5 mi to the city center

404 Red Hawk Loop, Winter Haven, United States

Excellent

(22 reviews)

9.4

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…

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John Shirleys Retreat

Holiday home

4.8 mi to the city center

1037 Mockingbird Circle, Winter Haven, United States

Excellent

(12 reviews)

8.8

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.

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Large Family Home, Legoland, Pet Friendly, 7 Beds

Holiday home

1.2 mi to the city center

2140 West Central Avenue, Winter Haven, United States

Excellent

(5 reviews)

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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.

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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

(12 reviews)

9.4

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.

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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

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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

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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.

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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.

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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.

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Transport

Metro

Vacation rentals (12)

12 properties found

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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
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
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

(22 reviews)

9.4

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

(12 reviews)

8.8

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
Large Family Home, Legoland, Pet Friendly, 7 Beds
Large Family Home, Legoland, Pet Friendly, 7 Beds

Holiday home

1.2 mi to the city center
2140 West Central Avenue, Winter Haven, United States

Excellent

(5 reviews)

10

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

(12 reviews)

9.4

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
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
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
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
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
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.

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Popular attractions

LEGOLAND Florida Resort

Stadiums

Chain of Lakes Park

Golf Course

Cypresswood Golf Country Club

Change your search parameters to find the hotel you want.

Hotels in Winter Haven

Winter Haven offers 69 hotels catering to a variety of tastes. Primarily, you'll find charming 3-star hotels in the bustling downtown area, averaging $120 per night, perfect for budget travelers. For those seeking luxury, the 5-star options around Lake Eloise average $300 per night, offering breathtaking views. Recently, a new eco-friendly boutique hotel opened, emphasizing sustainability and unique design elements. Explore and book your ideal stay with confidence on our platform.

Where to stay in Winter Haven - a guide to the best areas and neighbourhoods

Hotel Name

Description

Legoland Florida Resort

Legoland Beach Retreat

* The Resort District is ideal for families with children due to its proximity to Legoland Florida and Peppa Pig Theme Park.

* The area offers family-friendly amenities, including themed accommodation options such as Legoland Florida Resort.

* Numerous dining options cater to young appetites, ensuring everyone finds something they love.

Families will love the Resort District for its proximity to Legoland Florida.

Holiday Inn Winter Haven, An Ihg Hotel

* The Downtown District is perfect for business travelers due to its access to key business centers and amenities.

* Accommodations like the Holiday Inn Winter Haven provide the necessary business facilities and comfortable meeting spaces.

* Efficient transport links make it easy to commute to other parts of the city.

Business travelers should consider the Downtown District for its convenience.

Travel Inn Winter Haven

* The Central District is great for solo travelers seeking a lively atmosphere with shopping, dining, and entertainment options nearby.

* Safe and walkable, the area allows for exploration without the need for transportation.

* Affordable accommodations, such as Travel Inn Winter Haven, cater to budget-conscious solo travelers.

Solo travelers can enjoy the Central District for its vibrant atmosphere.

Lake Ida Beach Resort

* The Lake District offers picturesque views and a serene environment, perfect for couples seeking a romantic escape.

* Enjoy leisurely strolls around the lake or dine at intimate lakefront restaurants.

* Lake Ida Beach Resort provides charming accommodations with stunning views.

Couples on a romantic getaway should look to the Lake District for its scenic views.

Econo Lodge Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes

* The Chain of Lakes District offers budget travelers affordable accommodations like Econo Lodge and Rodeway Inn & Suites.

* Proximity to the lakes provides free outdoor recreation opportunities, such as hiking and picnicking.

* The area is accessible to public transportation for easy travel without a car.

Budget travelers will find the Chain of Lakes District appealing for its affordability.

Winter Haven Tips You Must Know

* Book your stay during the shoulder seasons (late fall and early spring) to secure the best deals and avoid the winter and summer peak tourist crowds.

* Avoid visiting during major events like the Chain of Lakes Festival in July and during school holidays when hotel prices and availability are heavily impacted.

* Utilize the Winter Haven Area Transit for affordable local travel; it costs only $2 per ride or grab a day pass for unlimited travel at $5.

* Save money by dining at local diners and food trucks rather than touristy spots, and check for discount tickets online for attractions like Legoland.

* Exercise caution in less populated areas at night, particularly around industrial districts and poorly lit streets.

Frequently asked question

Which hotels in Winter Haven offer the best lake views?

Lake Ida Beach Resort is known for its stunning panoramic lake views.

Are there any hotels near Legoland Florida for easy access?

Legoland Florida Resort and Legoland Beach Retreat are both conveniently located near the park.

Which hotels are best for a family-friendly adventure in Winter Haven?

The Resort District, particularly Legoland Pirate Island Hotel, offers themed adventures suitable for families.

When is the best time to book hotels in Winter Haven to avoid the crowds?

Booking in late fall or early spring helps avoid the summer and winter rush.

Do any Winter Haven hotels offer direct beach access?

Lake Ida Beach Resort provides direct beach access, making it a great choice for beach lovers.

Winter Haven vacation rentals

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Hotels in Winter Haven

Where to stay in Winter Haven - a guide to the best areas and neighbourhoods

Winter Haven Tips You Must Know

Frequently asked question

Which hotels in Winter Haven offer the best lake views?

Are there any hotels near Legoland Florida for easy access?

Which hotels are best for a family-friendly adventure in Winter Haven?

When is the best time to book hotels in Winter Haven to avoid the crowds?

Do any Winter Haven hotels offer direct beach access?