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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare B&B in Winter Haven with updated reviews, rates, and availability.

Hotel Styled Bedrooms in a Villa
Outdoor pool

Hotel Styled Bedrooms in a Villa

3.0 star property
5.6 out of 10, (5)
"I didnā€™t know it was a house being shared by like 6 other tenants and parking was a pain"
The price is AEDĀ 180
AEDĀ 454 total
includes taxes & fees
5 Apr - 6 Apr
Hotel Styled Bedrooms in a Villa
Movie Night in the Enchanted Forest - Resort Style Pool, Theater & Game Room!
Outdoor pool

Movie Night in the Enchanted Forest - Resort Style Pool, Theater & Game Room!

Movie Night in the Enchanted Forest - Resort Style Pool, Theater & Game Room!
Luxe Penthouse Suite at Opal Oaks Micro Resort
Outdoor pool

Luxe Penthouse Suite at Opal Oaks Micro Resort

3.0 star property
9.2 out of 10, Wonderful, (7)
"This is a very unique property with a variety of rooms to choose from similar to a bed and breakfast (minus the breakfast). The Penthouse Suite was as advertised, very spacious and luxurious. The bathroom and walk-in closet were impressive. Would stay here again!"
Luxe Penthouse Suite at Opal Oaks Micro Resort
Queen Room at Opal Oaks Micro Resort - Pool, Hot Tub, Sauna, Billiards
Outdoor pool

Queen Room at Opal Oaks Micro Resort - Pool, Hot Tub, Sauna, Billiards

2.5 star property
Queen Room at Opal Oaks Micro Resort - Pool, Hot Tub, Sauna, Billiards
A Cozy Home Minutes to I-4 Expressway to Tampa and Orlando
Fridge, microwave, oven, stovetop

A Cozy Home Minutes to I-4 Expressway to Tampa and Orlando

2.0 star property
10.0 out of 10, Exceptional, (3)
"Very clean and comfortable house. Plenty of room with 3 bedrooms and a large living room. Great back yard and having the grill to be able to BBQ was very nice plus the lawn chairs. We really relaxed and enjoyed our stay. Thank You!"
A Cozy Home Minutes to I-4 Expressway to Tampa and Orlando
šŸ›ļø Charming bedroom in pleasant Haines City with WiFi, AC
1 bedroom, iron/ironing board, WiFi, bed sheets

šŸ›ļø Charming bedroom in pleasant Haines City with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (1)
"Had a pleasant stay. Everything was clean and organized. Host had excellent communication. "
šŸ›ļø Charming bedroom in pleasant Haines City with WiFi, AC
Capernaum Lakeside Lodge
Terrace/patio

Capernaum Lakeside Lodge

3.5 star property
8.6 out of 10, Excellent, (139)
"New owner as of few weeks ago. Restoration work being done. Beautiful setting, Pecky cypress ceilings in main area. Wood floors with beautiful carpeting up stairways and through halls. Very clean. My room appeared to be recently painted. Very comfortable. Wi-fi iffy. Staff very pleasant & helpful. Continental breakfast. Apparently lightning strike on chimney has created some problems. Staff said that plans are to closed and complete repairs after June 17th. When that is done, this...
Capernaum Lakeside Lodge
Cozy private bedroom and private bathroom in Kissimmee. Pets are always welcome!
1 bedroom, WiFi, bed sheets

Cozy private bedroom and private bathroom in Kissimmee. Pets are always welcome!

Cozy private bedroom and private bathroom in Kissimmee. Pets are always welcome!
Charming 1-bedroom bed & breakfast in lovely Poinciana with WiFi, AC . Disney
Fridge, microwave, oven, stovetop

Charming 1-bedroom bed & breakfast in lovely Poinciana with WiFi, AC . Disney

Charming 1-bedroom bed & breakfast in lovely Poinciana with WiFi, AC . Disney
Is Simple, Safe, Comfortable and Cheap Rooms for Vacationers
1 bedroom, WiFi

Is Simple, Safe, Comfortable and Cheap Rooms for Vacationers

Is Simple, Safe, Comfortable and Cheap Rooms for Vacationers
Disney Vacation Home
Living area

Disney Vacation Home

Disney Vacation Home
Charming 1bed & breakfast in amazing Poinciana minutes to Disney.
Microwave, oven, stovetop, dishwasher

Charming 1bed & breakfast in amazing Poinciana minutes to Disney.

Charming 1bed & breakfast in amazing Poinciana minutes to Disney.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Winter Haven

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1895)
"Perfect spot and location for my son and I to take a quick weekend trip. "
The price is AEDĀ 403
AEDĀ 520 total
includes taxes & fees
5 May - 6 May
Vacation Village at Parkway
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5309)
"We had a blast staying at SummerBay for a week with 3 teenagers. The property is well landscaped and has beautiful pools. They have basketball and pickleball courts, pool table, and mini golf. The food was reasonably priced and the staff friendly. Anytime we needed something for our room, they quickly helped. Lots of local food nearby. We loved the food trucks across the street. We will definitely be back! "
The price is AEDĀ 477
AEDĀ 652 total
includes taxes & fees
6 Apr - 7 Apr
Summer Bay Orlando by Exploria Resorts
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1310)
"Excellent hotel,"
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Searching for B&Bs in Winter Haven?
If you want to find a place to stay with fewer rooms than a hotel and an intimate environment, a B&B may be the perfect thing for your vacation to Winter Haven. If youā€™re looking to play some golf while in Winter Haven, you can perfect your swing at Willowbrook Golf Course and Cypresswood Golf and Country Club.
How do you know if a B&B is the best choice for your stay?
Every B&B has a unique charm. Whether itā€™s a picturesque garden or a beautiful breakfast room, the quaint details are what make bed and breakfasts the perfect escape.
What are the best bed and breakfasts in Winter Haven?
You might be interested in one of these choices if youā€™re hoping to find a place to stay where breakfast is included with your stay: Howard Johnson by Wyndham Winter Haven FLBest Western Plus Winter Haven Inn & Suites Home2 Suites By Hilton Winter HavenStaybridge Suites Winter Haven Auburndale by IHGHampton Inn Winter Haven
What's the best time of year to book my B&B in Winter Haven?
When youā€™re planning your trip to Winter Haven, be sure to take into account the year-round temperatures. The hottest months are usually August and July with an average temp of 81Ā°F, while the coldest months are January and February with an average of 64Ā°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What is there to do in Winter Haven?
Travelers enjoy Winter Haven for its beautiful lakeside setting and array of dining options. Spend some time exploring The Circle B Bar Reserve and Rotary Park if youā€™re hoping to see some of the areaā€™s natural features. You might put LEGOLANDĀ® Florida and Indigoā€™s Family Fun Center on your list if you want to see more of the area.
How can I get to and around Winter Haven?
You can map out your trip in and around Winter Haven ahead of time with these transportation options. Fly into Lakeland Intl. Airport (LAL), which is located 17.3 mi (27.8 km) away from the heart of the city. You can also search for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 26 mi (41.9 km) away. If youā€™d like to explore around the area, consider renting a car to take in more sights.