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Check prices for these dates

Next weekend
18 Sep - 20 Sep
In two weeks
25 Sep - 27 Sep
In one month
9 Oct - 11 Oct
In two months
6 Nov - 8 Nov

Our top choices for Winter Haven bed & breakfast

Outdoor pool

1. Tempo Room Lodgings

Tempo Room Lodgings
3.0 star property
Kissimmee
The price is SAR 144
SAR 420 total
includes taxes & fees
17 Sep - 18 Sep
Tempo Room Lodgings
Exterior

2. Styled Bedrooms in a Resort

Styled Bedrooms in a Resort
2.0 star property
Solterra Resort
5.6 out of 10, (5 reviews)
"I was very comfortable with the people that were staying there. Very nice place. Would recommend anyone to stay."
United States
Jason
The price is SAR 201
SAR 435 total
includes taxes & fees
11 Sep - 12 Sep
Styled Bedrooms in a Resort
Outdoor pool

3. Hotel Styled Bedrooms in a Villa

Hotel Styled Bedrooms in a Villa
3.0 star property
Kissimmee
5.8 out of 10, (8 reviews)
"Parking was almost a mile away. Didn’t even get to stay there and wasted over $200 on the stay. Communication was bad. I tried to get a refund because of the parking situation, they never got back to me. "
United States
Chantal
The price is SAR 195
SAR 477 total
includes taxes & fees
14 Sep - 15 Sep
Hotel Styled Bedrooms in a Villa
Outdoor pool

4. The Gathering Place

The Gathering Place
2.0 star property
Kissimmee
5.0 out of 10, (2 reviews)
"clean room and bathroom"
United States
Matthew
The price is SAR 152
SAR 428 total
includes taxes & fees
11 Sep - 12 Sep
The Gathering Place
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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Top Winter Haven Hotel Reviews

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent
"I love the feeling when I walk into Margaritaville Orlando Resort. It has a refreshing beachy, relaxing"
Damaris 3-night trip
Posted 5 hours ago
Margaritaville Resort Orlando with H2O Waterpark

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 you're looking to play some golf while in Winter Haven, you can perfect your swing at Cypresswood Golf and Country Club and Willowbrook Golf Course.
How do you know if a B&B is the best choice for your stay?
Every B&B has a unique charm. Whether it'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?
Check out this B&B in the surrounding area: Styled Bedrooms in a Resort: 6 rooms. 16.8 mi (27 km) from the heart of downtown.
What's the best time of year to book my B&B in Winter Haven?
When you'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 81°F, while the coldest months are January and February with an average of 64°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 Inman Park if you're hoping to see some of the area's natural features. You might put LEGOLAND® Florida and Indigo'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 you'd like to explore around the area, consider renting a car to take in more sights.