Compare bed and breakfast in Winter Haven from 100+ sites!
55 available b&b offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
55 Bed and Breakfast and Inn in Winter Haven
10 20 reviews
Winter Haven
12/01 – 02/28
$90/nighttotal: $8010 (89 )
Cute & Cozy 1 Bedroom Guesthouse Located In Winter Haven Fl
1 2
B&B , Winter Haven
This smoke-free guesthouse is conveniently located in Winter Haven, within a mile of several attractions including a hospital, family entertainment center, bowling alley, park, and theater. It has earned excellent user ratings, making it a popular choice for travelers. This charming bed and breakfast can accommodate up to two guests in one bedroom and one bathroom. It offers a range of amenities for a comfortable stay, including a kitchen with a fridge and microwave, air conditioning, a swimming pool, a terrace or balcony, a garden, and parking.
Winter Haven
07/10 – 07/11
$991/nightfor 1 night
Legoland Florida, 2 Adventure Rooms W/ Pool Fun
2 4
B&B , Winter Haven
This B&B is located near Lake Dexter, 11 miles from Historic Bok Tower Gardens, and offers a family-friendly, LEGO-themed adventure. Each of the two rooms in this bed and breakfast provides 398 sq. ft. of space, complimentary toiletries, HD TVs, and access to a year-round heated outdoor shared pool, with shuttle service available to LEGOLAND Theme Park, Water Park, and Peppa Pig Theme Park.
Winter Haven
07/10 – 07/11
$1053/nightfor 1 night
Family Stay 2 Pirate Theme Rooms | Pool Access
2 4
B&B , Winter Haven
This LEGO-themed bed and breakfast near Lake Dexter in Winter Haven, Florida, is conveniently located 11 miles from Historic Bok Tower Gardens. The two-bedroom, two-bathroom inn offers a king bed in each room, bunk beds and trundle beds for kids, LEGO building bricks, a heated pool, water park, playgrounds, LEGO play areas, mini golf, and a welcome LEGO treasure hunt, accommodating up to 10 guests.
9.4 16 reviews
Winter Haven
06/25 – 06/29
$160/nighttotal: $640 (4 )
The Lake Alfred Citruswood Cabin
1 5
B&B , Lake Alfred
Escape to the serene Lake Alfred Citruswood Cabin, where lush greenery and a private outdoor dining area create a secluded oasis. Situated just 4.7 miles from historical railroad stations and 8.9 miles from Legoland Florida, this highly-rated cabin offers easy access to local attractions. The well-equipped cabin features one bedroom, one bathroom, and a spacious layout with a separate living area. Guests can enjoy modern amenities such as free Wi-Fi, air conditioning, and a flat-screen TV. The cabin's kitchen is fully equipped for home-cooked meals, and the garden provides a peaceful retreat for relaxation.
Winter Haven
07/10 – 07/11
$991/nightfor 1 night
Lego At Your Door Step, Outdoor Pool, 2 Units
2 4
B&B , Winter Haven
This LEGO-themed bed and breakfast is located near Lake Dexter in Winter Haven, Florida, an 11-mile drive from Historic Bok Tower Gardens. The two-bedroom, two-bathroom inn sleeps up to 10 guests in two LEGO-themed rooms, each with a king bed, bunk beds, a trundle bed, and on-site amenities including a heated pool, water park, playgrounds, LEGO play areas, and mini golf.
Winter Haven
07/10 – 07/11
$991/nightfor 1 night
Stay In Legoland's Kingdom-themed Room, 2 Units
2 4
B&B , Winter Haven
This LEGO-themed bed and breakfast is located near Lake Dexter in Winter Haven, Florida, conveniently situated 11 miles from Historic Bok Tower Gardens. Offering two themed suites, each with a king bed, bunk beds, a trundle, and LEGO bricks, this family-friendly inn sleeps up to 10 guests and features a heated pool, water park, playgrounds, LEGO play areas, mini golf, and free parking.
Winter Haven
07/10 – 07/11
$102/nightfor 1 night
Fairbridge Inn Express Dundee 2 Queen Bed
1 4
B&B , Dundee
This Dundee bed and breakfast offers a one-bedroom, one-bathroom guest house sleeping up to four guests, with convenient amenities including air conditioning and a TV. The pet-friendly inn features daily housekeeping, safety measures such as a fire extinguisher and CCTV, and a sanitized environment; its exact location in Dundee is unspecified.
Winter Haven
07/10 – 07/11
$1053/nightfor 1 night
Pirate Theme At Legoland Pirate Island, 2 Rooms
2 4
B&B , Winter Haven
This LEGO-themed bed and breakfast near Lake Dexter in Winter Haven, Florida, is conveniently located 11 miles from Historic Bok Tower Gardens. Two themed rooms, each with a king bed, bunk beds, a trundle bed, and LEGO bricks, accommodate up to 10 guests and include a heated pool, water park, playgrounds, LEGO play areas, and mini golf on-site.
10 10 reviews
Winter Haven
12/01 – 02/28
$53/nighttotal: $4717 (89 )
Historic Touch Private Ensuite In Winter Haven
1 2
B&B , Winter Haven
This Winter Haven guesthouse is conveniently located near a sports complex, parks, walking trails, and Legoland Florida, offering easy access to local attractions. The two-bathroom, two-guest lakeside rental features a private master bedroom, shared kitchen, outdoor patio with BBQ grill, in-unit laundry, and self check-in; long-term stays are available.
8.5 32 reviews
Winter Haven
07/10 – 07/11
$204/nightfor 1 night
Hotel-style Private Suite-lake View-gardens
1 4
B&B , Lake Wales
This Lake Wales guesthouse is conveniently located 12 miles from Legoland Florida and near several train stations, providing easy access to area attractions. The one-bedroom, one-bathroom rental sleeps up to seven guests and features a private entrance, balcony, free Wi-Fi, free parking, and linens/towels are provided.
9.8 115 reviews
Winter Haven
12/01 – 02/28
$85/nighttotal: $7565 (89 )
Cute & Cozy In Winter Haven, Florida
1 2
B&B , Winter Haven
This Winter Haven guesthouse is ideally located 3 miles from LEGOLAND Florida and a 5-10 minute walk from Cypress Gardens Boulevard's shops and restaurants, offering easy access to both Orlando and Tampa. The private guest house features a queen-size bed (plus a twin air mattress), full kitchen with fridge, freezer, and microwave, a private patio, shared laundry facilities, and accommodates up to two guests.
9.8 27 reviews
Winter Haven
06/25 – 06/29
$131/nighttotal: $524 (4 )
Cozy Family Vacation Villa
1 5
B&B , Inwood
This Airbnb is located in Inwood, a neighborhood in northern Manhattan, close to Inwood Hill Park and the Harlem River. The house has excellent user, location, and cleanliness ratings. The home has three bedrooms and one bathroom, comfortably accommodating up to six guests. The property offers amenities like free cooking services, a full kitchen, laundry facilities, and mood lighting, as well as self check-in and ample parking.
Best Winter Haven bed and breakfasts with breakfast included
9.3 16 reviews
Winter Haven
07/10 – 07/11
$149/nightfor 1 night
The Scandinavian Contemporary Goud & Blauw
1 4
B&B , Lake Alfred
The Scandinavian Contemporary Goud is located in Lake Alfred, just a short drive from the historic Swanns Railroad Station and Carters Railroad Station, making it a great base for exploring this charming town. It has received very good ratings for cleanliness, user experience, and location. This one-bedroom, one-bathroom guesthouse provides 200 square feet of space for two guests. It features a Scandinavian contemporary design, a shared kitchen with modern appliances, a private parking space, an outdoor dining area, a sun terrace, and free Wi-Fi.
Best Winter Haven bed and breakfasts with a garden
9.6 17 reviews
Winter Haven
06/25 – 06/29
$177/nighttotal: $708 (4 )
Chain Of Lakes Cottage
1 5
B&B , Winter Haven
Chain of Lakes Cottage in Winter Haven offers a peaceful retreat near Legoland Florida (6.1 miles) and historic railroad stations. This 800-square-foot house features one bedroom, one bathroom, and a fully equipped kitchen, comfortably accommodating one guest and providing free Wi-Fi.
Winter Haven
07/10 – 07/11
$991/nightfor 1 night
2 Family Suites Adventure Near Theme Park
2 4
B&B , Winter Haven
This LEGO-themed bed and breakfast near Lake Dexter in Winter Haven, Florida, is conveniently located 11 miles from Historic Bok Tower Gardens. The two-bedroom, two-bathroom inn sleeps up to 10 guests in two LEGO-themed rooms, each with a king bed, bunk beds, a trundle bed, and includes on-site amenities such as a heated pool, water park, playgrounds, and mini golf.
Frequently Asked Questions about bed and breakfast in Winter Haven
What is the typical weather in Winter Haven, FL, and how does it affect outdoor plans?
Winter Haven has a humid subtropical climate, with warm temperatures year-round. Summers are hot and humid, while winters are mild and sunny. You can enjoy outdoor activities like hiking and boating most of the year, but be aware of the heat and humidity during the summer months.
What are the best bed and breakfasts in Winter Haven?
What are the best cultural activities and events in and around Winter Haven, FL?
The Winter Haven area has a vibrant arts and culture scene. The Polk Museum of Art features a diverse collection of art, and the Winter Haven Arts Center hosts various exhibitions and events. The Central Florida Jazz Society also puts on concerts throughout the year.
What are the best bed and breakfasts with a pool in Winter Haven?
Which hiking trails are recommended for exploring in and around Winter Haven, FL?
The Winter Haven area has some beautiful hiking trails. The Lake Wales Ridge State Forest offers a variety of trails, including the Florida Trail, which stretches across the state. The Bok Tower Gardens also has a scenic hiking trail with breathtaking views.
What are the best bed and breakfasts with a jacuzzi in Winter Haven?
What amenities are commonly offered in bed and breakfasts in Winter Haven, FL?
Bed and breakfasts in Winter Haven typically offer a variety of amenities, including complimentary breakfast, Wi-Fi, and private bathrooms. Some also offer swimming pools, hot tubs, and fire pits for guests to enjoy.
What are the best bed and breakfasts for families and kids in Winter Haven?
Top Bed and Breakfasts with Parking in Winter Haven
Park up and enjoy the city center, as every B&B in Winter Haven on this list comes with a free on-site parking spot.
9.3 16 reviews
Winter Haven
07/10 – 07/11
$149/nightfor 1 night
The Scandinavian Contemporary Goud & Blauw
1 4
B&B , Lake Alfred
The Scandinavian Contemporary Goud is located in Lake Alfred, just a short drive from the historic Swanns Railroad Station and Carters Railroad Station, making it a great base for exploring this charming town. It has received very good ratings for cleanliness, user experience, and location. This one-bedroom, one-bathroom guesthouse provides 200 square feet of space for two guests. It features a Scandinavian contemporary design, a shared kitchen with modern appliances, a private parking space, an outdoor dining area, a sun terrace, and free Wi-Fi.
9.4 16 reviews
Winter Haven
06/25 – 06/29
$160/nighttotal: $640 (4 )
The Lake Alfred Citruswood Cabin
1 5
B&B , Lake Alfred
Escape to the serene Lake Alfred Citruswood Cabin, where lush greenery and a private outdoor dining area create a secluded oasis. Situated just 4.7 miles from historical railroad stations and 8.9 miles from Legoland Florida, this highly-rated cabin offers easy access to local attractions. The well-equipped cabin features one bedroom, one bathroom, and a spacious layout with a separate living area. Guests can enjoy modern amenities such as free Wi-Fi, air conditioning, and a flat-screen TV. The cabin's kitchen is fully equipped for home-cooked meals, and the garden provides a peaceful retreat for relaxation.
8.5 32 reviews
Winter Haven
07/10 – 07/11
$204/nightfor 1 night
Hotel-style Private Suite-lake View-gardens
1 4
B&B , Lake Wales
This Lake Wales guesthouse is conveniently located 12 miles from Legoland Florida and near several train stations, providing easy access to area attractions. The one-bedroom, one-bathroom rental sleeps up to seven guests and features a private entrance, balcony, free Wi-Fi, free parking, and linens/towels are provided.
9.6 17 reviews
Winter Haven
06/25 – 06/29
$177/nighttotal: $708 (4 )
Chain Of Lakes Cottage
1 5
B&B , Winter Haven
Chain of Lakes Cottage in Winter Haven offers a peaceful retreat near Legoland Florida (6.1 miles) and historic railroad stations. This 800-square-foot house features one bedroom, one bathroom, and a fully equipped kitchen, comfortably accommodating one guest and providing free Wi-Fi.
Best Winter Haven bed and breakfasts with air conditioning
Winter Haven
07/10 – 07/11
$991/nightfor 1 night
2 Family Suites Adventure Near Theme Park
2 4
B&B , Winter Haven
This LEGO-themed bed and breakfast near Lake Dexter in Winter Haven, Florida, is conveniently located 11 miles from Historic Bok Tower Gardens. The two-bedroom, two-bathroom inn sleeps up to 10 guests in two LEGO-themed rooms, each with a king bed, bunk beds, a trundle bed, and includes on-site amenities such as a heated pool, water park, playgrounds, and mini golf.
9.8 115 reviews
Winter Haven
12/01 – 02/28
$85/nighttotal: $7565 (89 )
Cute & Cozy In Winter Haven, Florida
1 2
B&B , Winter Haven
This Winter Haven guesthouse is ideally located 3 miles from LEGOLAND Florida and a 5-10 minute walk from Cypress Gardens Boulevard's shops and restaurants, offering easy access to both Orlando and Tampa. The private guest house features a queen-size bed (plus a twin air mattress), full kitchen with fridge, freezer, and microwave, a private patio, shared laundry facilities, and accommodates up to two guests.
9.4 16 reviews
Winter Haven
06/25 – 06/29
$160/nighttotal: $640 (4 )
The Lake Alfred Citruswood Cabin
1 5
B&B , Lake Alfred
Escape to the serene Lake Alfred Citruswood Cabin, where lush greenery and a private outdoor dining area create a secluded oasis. Situated just 4.7 miles from historical railroad stations and 8.9 miles from Legoland Florida, this highly-rated cabin offers easy access to local attractions. The well-equipped cabin features one bedroom, one bathroom, and a spacious layout with a separate living area. Guests can enjoy modern amenities such as free Wi-Fi, air conditioning, and a flat-screen TV. The cabin's kitchen is fully equipped for home-cooked meals, and the garden provides a peaceful retreat for relaxation.
9.8 27 reviews
Winter Haven
06/25 – 06/29
$131/nighttotal: $524 (4 )
Cozy Family Vacation Villa
1 5
B&B , Inwood
This Airbnb is located in Inwood, a neighborhood in northern Manhattan, close to Inwood Hill Park and the Harlem River. The house has excellent user, location, and cleanliness ratings. The home has three bedrooms and one bathroom, comfortably accommodating up to six guests. The property offers amenities like free cooking services, a full kitchen, laundry facilities, and mood lighting, as well as self check-in and ample parking.