B&B and Vacation Rentals
B&B and Vacation Rentals
B&B and Vacation Rentals
Choose the right place for you

FACILITIES

  • Pets Allowed
  • Pool
  • Wi-Fi

REVIEWS

  • 9+ Exceptional
  • 8+ Fabulous
  • 7+ Very Good

DISTANCE FROM CENTRE

  • Less than 1 km
  • Less than 3 km
  • Less than 5 km

Holiday rental deals in Winter Haven

We have selected the best vacation rentals in Winter Haven. Save money with Bluepillow by comparing the best deals from major travel websites in Winter Haven

  • Private Entrance Suite near State Farm & Legoland

    • 3 Guests · 1Bedroom
    10 Exceptional (13)
    This apartment is located in Winter Haven. LEGOLAND® Florida and Chain Of Wakes are local attractions and those in the mood for shopping can visit Northgate Shopping Center and Eagle Ridge Mall. Indigo's ...
  • Private Entrance Suite near State Farm & Legoland

    • 3 Guests · 1Bedroom
    10 Exceptional (33)
    This apartment is located in Winter Haven. Baytree Golf Club and Cypresswood Golf and Country Club are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit ...
  • Soak up the charm of this cozy, recently remodel studio.

    • 2 Guests · 1Bedroom
    6.8 Pleasant (47)
    Located in Winter Haven, this apartment is on a lake. The area's natural beauty can be seen at The Circle B Bar Reserve and Inman Park, while Theatre Winter Haven and Water Ski Museum and Hall of Fame ...
  • View Container 5*Centrally Located*Private Bed/Bath

    • 5 Guests · 1Bedroom
    10 Exceptional (5)
    This apartment is located in Winter Haven. Baytree Golf Club and Cypresswood Golf and Country Club are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit ...
  • *CentralLocated*PrivateKingSuitew/Bath, Washer&Dryer(Eagle)

    • 3 Guests · 1Bedroom
    9.2 Exceptional (5)
    This apartment is located in Winter Haven. Baytree Golf Club and Cypresswood Golf and Country Club are worth checking out if an activity is on the agenda, while those looking for area attractions can visit ...
  • View Container 5*Centrally Located*Private Bed/Bath

    • 5 Guests · 1Bedroom
    9.5 Exceptional (13)
    This apartment is located in Winter Haven. Theatre Winter Haven and Polk County Historical Museum are cultural highlights, and some of the area's attractions include LEGOLAND® Florida and Indigo's Family ...
  • Serenity Retreat, Confidently Clean

    • 3 Guests · 1Bedroom
    9.9 Exceptional (38)
    Located in Winter Haven, this apartment is in the city center and on a lake. The area's natural beauty can be seen at The Circle B Bar Reserve and Inman Park, while Theatre Winter Haven and Water Ski Museum ...
  • Confidently Clean, Quint & Cozy Apartment

    • 3 Guests · 1Bedroom
    9.9 Exceptional (60)
    Located in Winter Haven, this apartment is in the city center and on a river. Willowbrook Golf Course and Baytree Golf Club are worth checking out if an activity is on the agenda, while those wishing to ...
  • *CentralLocated*PrivateKingSuitew/Bath, Washer&Dryer(Eagle)

    • 3 Guests · 1Bedroom
    9.1 Exceptional (11)
    This apartment is located in Winter Haven. Baytree Golf Club and Cypresswood Golf and Country Club are worth checking out if an activity is on the agenda, while those looking for area attractions can visit ...
  • Haven at WH

    • 4 Guests · 1Bedroom
    This apartment is located in Winter Haven. Theatre Winter Haven and Polk County Historical Museum are cultural highlights, and some of the area's activities can be experienced at Willowbrook Golf Course ...
  • Waterfront Winter Haven Home with Dock and Hot Tub!

    • 30 Guests · 10Bedrooms
    9.8 Exceptional (124)
  • Haven at WH

    • 4 Guests · 1Bedroom
    This apartment is located in Winter Haven. Theatre Winter Haven and Polk County Historical Museum are cultural highlights, and some of the area's activities can be experienced at Willowbrook Golf Course ...
  • Winter Haven Abode Near Lakes and Attractions

    • 7 Guests · 2Bedrooms
    Located in Winter Haven, 6.1 km from Swanns Railroad Station (historical) and 6.3 km from Legoland Florida, Winter Haven Abode Near Lakes and Attractions provides accommodation with amenities such as free ...
  • Cozy Family Getaway Perfect for Staycation

    • 6 Guests · 1Bedroom
    Located in Winter Haven, 9.3 km from Legoland Florida and 16 km from Carters Railroad Station, Cozy Family Getaway Perfect for Staycation offers air conditioning. Set 3. ...
  • *2/1*Central*Location**2-Mile LEGOLAND&Dining*

    • 5 Guests · 1Bedroom
    9.8 Exceptional (15)
    Located 17 km from Phosmico Railroad Station (historical), 19 km from Conshul Railroad Station and 21 km from Dearborn Railroad Station, *2/1*Central*Location**2-Mile LEGOLAND&Dining* provides accommodation ...
  • Nice Spacious 2bd with indoor fireplace near Legoland

    • 6 Guests · 2Bedrooms
    4 Pleasant (3)
    Nice Spacious 2bd with indoor fireplace near Legoland is set in Winter Haven, 12 km from Swanns Railroad Station (historical), 12 km from Phosmico Railroad Station (historical), as well as 14 km from Conshul ...
  • Winter Haven - Alachua

    • 6 Guests · 0Bedroom
    Set in Winter Haven, Winter Haven - Alachua offers accommodation with a private pool. The property is 3.6 km from Winter Haven Mall and 6 km from Village Square. ...
  • Auburndale House with Private Porch and Gas Grill!

    • 8 Guests · 3Bedrooms
    Boasting lake views, Auburndale House with Private Porch and Gas Grill! features accommodation with a terrace and a patio, around 10 km from Carters Railroad Station. ...
  • Cozy Family Getaway 12 minutes from Legoland

    • 6 Guests · 1Bedroom
    Situated in Winter Haven, 1.2 km from Village Square and 2.8 km from Winter Haven Mall, Cozy Family Getaway 12 minutes from Legoland offers air conditioning. Located 6 km from Legoland Florida, the property ...
  • Spacious 4-bedroom 2-bath Abode

    • 10 Guests · 4Bedrooms
    10 Exceptional (11)
    Spacious 4-bedroom 2-bath Abode, a property with a garden, is set in Winter Haven, 12 km from Legoland Florida, 13 km from Phosmico Railroad Station (historical), as well as 15 km from Conshul Railroad ...

Save on Bed & Breakfast in Winter Haven

Are you looking for an accommodation in Winter Haven and do you want to save money? Choose from 2 Bed & Breakfasts in Winter Haven

  • Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL

    • 2 Guests · 1Bedroom
    10 Exceptional (1)
    Located in Winter Haven, this guesthouse is near theme parks. Baytree Golf Club and Willowbrook Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping ...
  • Private Entrance Suite near Legoland & State Farm

    • 3 Guests · 1Bedroom
    Situated in Winter Haven, within 1.6 km of Legoland Florida and 12 km of Swanns Railroad Station (historical), Private Entrance Suite near Legoland & State Farm features accommodation with a terrace and ...

Farmhouse or Hotel? Choose from the best offers

Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?

Hotels in Winter Haven, our top selection just for you

Are you looking for hotels in Winter Haven? Here is a selection of the best hotels in Winter Haven

  • Holiday Inn Winter Haven, an IHG Hotel

    • Hotel
    8.8 Fabulous (1464)
    Located in Winter Haven, Holiday Inn Winter Haven, an IHG Hotel is in the city center. Willowbrook Golf Course and Cypresswood Golf and Country Club are worth checking out if an activity is on the agenda, ...
  • LEGOLAND® Florida Resort

    • Hotel
    8.7 Fabulous (1734)
    LEGOLAND® Florida Resort offers three themed accommodation options: the LEGOLAND® Florida Hotel, located 130 steps from the LEGOLAND® Florida theme park entrance, and the LEGOLAND® Beach Retreat, with ...
  • Econo Lodge Winter Haven Chain of Lakes

    • Hotel
    5.2 Pleasant (2631)
    Set in a prime location of Winter Haven (FL), Econo Lodge Winter Haven puts everything the city has to offer just outside your doorstep. Offering a variety of facilities and services, the property provides ...
  • Lake Ida Beach Resort

    • Hotel
    8 Fabulous (446)
    This Winter Haven, Florida Lake Ida Beach Resort holiday park features free WiFi. Southern Dunes Golf Course is 18 km away. A lake view, full kitchen with a microwave and a refrigerator, and cable TV are ...
  • Economy Suites

    • Hotel
    4.2 Pleasant (475)
    Economy Suites is located in Winter Haven. Cypresswood Golf and Country Club and Willowbrook Golf Course are worth checking out if an activity is on the agenda, while those looking for area attractions ...
  • Howard Johnson by Wyndham Winter Haven FL

    • Hotel
    6.9 Pleasant (2289)
    The Howard Johnson Winter Haven is located 4 miles from Legoland and 15 minutes’ drive from Bok Tower and Gardens. This hotel offers free Wi-Fi and an outdoor pool on site. ...
  • Lake Roy Beach Inn - Winter Haven

    • Hotel
    6.7 Pleasant (1796)
    Located off Highway 540, this Winter Haven hotel is 1.7 miles from Legoland. It features a private beach with fishing dock, an outdoor pool and rooms with a refrigerator. Free Wi-Fi is available in all ...
  • Winter Haven Gardens Inn

    • Hotel
    5.9 Pleasant (4075)
    Winter Haven Gardens Inn offers rooms with free WiFi and a cable TV. It features an outdoor pool and is just 6 km from Willowbrook Golf Course. Offering simple decor, all rooms at the Winter Haven Gardens ...
  • Magnuson Grand Conference Hotel

    • Hotel
    6.2 Pleasant (25)
    Magnuson Grand Conference Hotel is perfectly located for both business and leisure guests in Winter Haven (FL). Both business travelers and tourists can enjoy the hotel's facilities and services. Facilities ...
  • Rodeway Inn & Suites Winter Haven Chain of Lakes

    • Hotel
    5.5 Pleasant (575)
    Featuring 3-star accommodation, Rodeway Inn & Suites Winter Haven Chain of Lakes is situated in Winter Haven, 2.5 km from Legoland Florida and 10 km from Swanns Railroad Station (historical). ...
  • Hampton Inn Winter Haven

    • Hotel
    8.8 Fabulous (3178)
    Located in Winter Haven, Hampton Inn Winter Haven is in the city center and near a train station. Willowbrook Golf Course and Cypresswood Golf and Country Club are worth checking out if an activity is ...
  • Courtyard by Marriott Winter Haven

    • Hotel
    9.4 Exceptional (1479)
    Courtyard Winter Haven offers a tranquil space for the entire family to relax after a fun-filled day in the city. Overlooking Lake Dexter, our-new hotel offers unparalleled access to countless nearby destinations. ...
  • Travel Inn Winter Haven

    • Hotel
    4.6 Pleasant (116)
    This Winter Haven, Florida motel features an outdoor pool and free property-wide Wi-Fi. Legoland theme park is 10.4 km away. A cable TV, microwave, and small refrigerator are featured in every room at ...
  • Rose Motel

    • Hotel
    4.8 Pleasant (20)
    Rose Motel is located in Winter Haven. Polk County Historical Museum and Fantasy of Flight are cultural highlights, and some of the area's activities can be experienced at Willowbrook Golf Course and Cypresswood ...
  • Best Western Plus Winter Haven Inn & Suites 

    • Hotel
    0 Acceptable (1)
    With a stay at Best Western Plus Winter Haven Inn & Suites  in Winter Haven, you'll be minutes from LEGOLAND® Florida and close to Chain Of Wakes. This hotel is within close proximity of Baytree Golf ...
  • Quality Inn & Suites Conference Center

    • Hotel
    4.9 Pleasant (1108)
    Located in Winter Haven, Quality Inn & Suites Conference Center is connected to the convention center. Theatre Winter Haven and Polk County Historical Museum are cultural highlights, and some of the area's ...
  • Legoland Pirate Island Hotel

    • Hotel
    8 Fabulous (3)
    Legoland Pirate Island Hotel is located in Winter Haven. The area's natural beauty can be seen at Allen David Broussard Catfish Creek Preserve State Park and Rotary Park, while Theatre Winter Haven and ...
  • Legoland Beach Retreat

    • Hotel
    4.6 Pleasant (227)
    LEGOLAND® Beach Retreat isn't your average family vacation - retreat to this spacious, lake-view resort where the vibe is relaxed and easy and your kids can enjoy more fun in the sun! LEGOLAND Beach ...
  • Courtyard Winter Haven

    • Hotel
    9.5 Exceptional (4)
    This comfortable hotel is set in Winter Haven. Moreover, there is a wireless Internet connection at hand in communal areas. Everyone staying at this accommodation can enjoy the convenience of 24-hour reception. ...

The best hotels with swimming pool in Winter Haven

Book your relaxing holiday, by choosing the best deals at hotels with swimming pools in Winter Haven

  • Holiday Inn Winter Haven, an IHG Hotel

    • Hotel
    8.8 Fabulous (1464)
    Located in Winter Haven, Holiday Inn Winter Haven, an IHG Hotel is in the city center. Willowbrook Golf Course and Cypresswood Golf and Country Club are worth checking out if an activity is on the agenda, ...
  • LEGOLAND® Florida Resort

    • Hotel
    8.7 Fabulous (1734)
    LEGOLAND® Florida Resort offers three themed accommodation options: the LEGOLAND® Florida Hotel, located 130 steps from the LEGOLAND® Florida theme park entrance, and the LEGOLAND® Beach Retreat, with ...
  • Econo Lodge Winter Haven Chain of Lakes

    • Hotel
    5.2 Pleasant (2631)
    Set in a prime location of Winter Haven (FL), Econo Lodge Winter Haven puts everything the city has to offer just outside your doorstep. Offering a variety of facilities and services, the property provides ...
  • Lake Ida Beach Resort

    • Hotel
    8 Fabulous (446)
    This Winter Haven, Florida Lake Ida Beach Resort holiday park features free WiFi. Southern Dunes Golf Course is 18 km away. A lake view, full kitchen with a microwave and a refrigerator, and cable TV are ...
  • Economy Suites

    • Hotel
    4.2 Pleasant (475)
    Economy Suites is located in Winter Haven. Cypresswood Golf and Country Club and Willowbrook Golf Course are worth checking out if an activity is on the agenda, while those looking for area attractions ...
  • Howard Johnson by Wyndham Winter Haven FL

    • Hotel
    6.9 Pleasant (2289)
    The Howard Johnson Winter Haven is located 4 miles from Legoland and 15 minutes’ drive from Bok Tower and Gardens. This hotel offers free Wi-Fi and an outdoor pool on site. ...
  • Lake Roy Beach Inn - Winter Haven

    • Hotel
    6.7 Pleasant (1796)
    Located off Highway 540, this Winter Haven hotel is 1.7 miles from Legoland. It features a private beach with fishing dock, an outdoor pool and rooms with a refrigerator. Free Wi-Fi is available in all ...
  • Winter Haven Gardens Inn

    • Hotel
    5.9 Pleasant (4075)
    Winter Haven Gardens Inn offers rooms with free WiFi and a cable TV. It features an outdoor pool and is just 6 km from Willowbrook Golf Course. Offering simple decor, all rooms at the Winter Haven Gardens ...
  • Magnuson Grand Conference Hotel

    • Hotel
    6.2 Pleasant (25)
    Magnuson Grand Conference Hotel is perfectly located for both business and leisure guests in Winter Haven (FL). Both business travelers and tourists can enjoy the hotel's facilities and services. Facilities ...
  • Rodeway Inn & Suites Winter Haven Chain of Lakes

    • Hotel
    5.5 Pleasant (575)
    Featuring 3-star accommodation, Rodeway Inn & Suites Winter Haven Chain of Lakes is situated in Winter Haven, 2.5 km from Legoland Florida and 10 km from Swanns Railroad Station (historical). ...
  • Hampton Inn Winter Haven

    • Hotel
    8.8 Fabulous (3178)
    Located in Winter Haven, Hampton Inn Winter Haven is in the city center and near a train station. Willowbrook Golf Course and Cypresswood Golf and Country Club are worth checking out if an activity is ...
  • Courtyard by Marriott Winter Haven

    • Hotel
    9.4 Exceptional (1479)
    Courtyard Winter Haven offers a tranquil space for the entire family to relax after a fun-filled day in the city. Overlooking Lake Dexter, our-new hotel offers unparalleled access to countless nearby destinations. ...
  • Travel Inn Winter Haven

    • Hotel
    4.6 Pleasant (116)
    This Winter Haven, Florida motel features an outdoor pool and free property-wide Wi-Fi. Legoland theme park is 10.4 km away. A cable TV, microwave, and small refrigerator are featured in every room at ...
  • Rose Motel

    • Hotel
    4.8 Pleasant (20)
    Rose Motel is located in Winter Haven. Polk County Historical Museum and Fantasy of Flight are cultural highlights, and some of the area's activities can be experienced at Willowbrook Golf Course and Cypresswood ...
  • Best Western Plus Winter Haven Inn & Suites 

    • Hotel
    0 Acceptable (1)
    With a stay at Best Western Plus Winter Haven Inn & Suites  in Winter Haven, you'll be minutes from LEGOLAND® Florida and close to Chain Of Wakes. This hotel is within close proximity of Baytree Golf ...
  • Quality Inn & Suites Conference Center

    • Hotel
    4.9 Pleasant (1108)
    Located in Winter Haven, Quality Inn & Suites Conference Center is connected to the convention center. Theatre Winter Haven and Polk County Historical Museum are cultural highlights, and some of the area's ...
  • Legoland Pirate Island Hotel

    • Hotel
    8 Fabulous (3)
    Legoland Pirate Island Hotel is located in Winter Haven. The area's natural beauty can be seen at Allen David Broussard Catfish Creek Preserve State Park and Rotary Park, while Theatre Winter Haven and ...
  • Legoland Beach Retreat

    • Hotel
    4.6 Pleasant (227)
    LEGOLAND® Beach Retreat isn't your average family vacation - retreat to this spacious, lake-view resort where the vibe is relaxed and easy and your kids can enjoy more fun in the sun! LEGOLAND Beach ...
  • Courtyard Winter Haven

    • Hotel
    9.5 Exceptional (4)
    This comfortable hotel is set in Winter Haven. Moreover, there is a wireless Internet connection at hand in communal areas. Everyone staying at this accommodation can enjoy the convenience of 24-hour reception. ...

B&Bs and holiday homes Winter Haven: the best accommodation solutions

Winter Haven is a very appreciated destination by the world's tourists. The 10,687 reviews written for all the accommodation in the area are the proof: 2,876 reviews with a score of 10.0 Excellent and 1,777 reviews with a score of 8.0 Very Good. Reading these opinions you can learn which are the best accommodations with the best reviews in Winter Haven.
The best solutions for accommodation available in the area are many. Over a total of 213 accommodation, it is possible to distinguish 151 apartments, 26 hotels, 136 independent homes, 6 villas and much more. Amongst these you will be able to find the best offers for the best solution for your needs, wether you decide to go alone, for a romantic get-away, or with a group of friends. The end goal is an unforgettable holiday in Winter Haven.
Every type of accommodation at this destination displays a range of services that will adapt perfectrly to your requests: Pets Allowed, Pool, Kitchen, Spa, Parking and much more. The choice is yours.

Winter Haven: How much does accommodation cost?

How much does holiday accommodation cost in Winter Haven? On average in Winter Haven it is possible to find accommodation solutions for an average cost of 201 pounds per night.

The main interest points and what to see in Winter Haven during your stay

The best accommodation in Winter Haven can be found near the main interest points.

Not far from the centre you can find 213 accommodation available with the best offers: 151 Apartments, B&Bs, 26 Hotels, and much more.
Below you can find the best apartments near the centre.

Winter Haven: Which is the ideal month for a holiday?

Winter Haven: when to go? Whether you love the heat or the cold, if you're planning a trip here, it could be useful for you to know: May, has temperatures that can reach 32°C, it's the hottest month at this touristic destination. January instead is the coldest month, where temperatures can trop to 21°C.