Search B&B in Winter Haven

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Compare 10 B&B in Winter Haven with updated reviews, rates, and availability.

1 BDR, 1BA in gated community with pool/playground access

9.8 out of 10, Exceptional, (39)
"The stay was amazing! It had everything we needed. Neighborhood was nice, as well as the owners. Would stay again. "
The price is AED 220
AED 526 total
includes taxes & fees
24 Nov - 25 Nov
1 BDR, 1BA in gated community with pool/playground access

Luxe Penthouse Suite at the Manor House w/ Resort Style Pool & Game Room

3.0 star property
10.0 out of 10, Exceptional, (1)
Luxe Penthouse Suite at the Manor House w/ Resort Style Pool & Game Room

Disney Vacation Home

Disney Vacation Home

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

Is Simple, Safe, Comfortable and Cheap Rooms for Vacationers

Is Simple, Safe, Comfortable and Cheap Rooms for Vacationers

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

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

Vintage Vacation - Time Travel in a Retro Room w Resort Style Pool & Billiard

2.5 star property
Vintage Vacation - Time Travel in a Retro Room w Resort Style Pool & Billiard

Charming Cottage Minutes to I-4 Expressway Between Tampa and Orlando

2.0 star property
Charming Cottage Minutes to I-4 Expressway Between Tampa and Orlando

🛏️ 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. "
🛏️ Charming bedroom in pleasant Haines City with WiFi, AC

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

The price is AED 275
AED 547 total
includes taxes & fees
25 Nov - 26 Nov
Cozy private bedroom and private bathroom in Kissimmee. Pets are always welcome!
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

Seralago Hotel & Suites Main Gate East

3.0 star property
5.2 out of 10, (5565)
"I had to wait 20 minutes for the front counter lady to come in from smoking. The security guard was sitting in the lobby playing on his phone and he just kept saying she will be back soon.. Then she told me I had booked a double bed room and I said no I booked a family suite.. So I had to show her my email and she said well I don't know why they put you in another room, let me make sure I have a clean one.. After standing in the lobby for a total of 40 minutes (including her smoke break time), I...
The price is AED 144
AED 238 total
includes taxes & fees
24 Nov - 25 Nov
Seralago Hotel & Suites Main Gate East

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5025)
"Our unit was clean but in definite need of an update. The carpet was threadbare and torn in some areas. We still had a great stay and appreciated the prompt attention from security when we needed access to our unit."
The price is AED 479
AED 654 total
includes taxes & fees
8 Dec - 9 Dec
Summer Bay Orlando by Exploria Resorts

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1084)
"This is our third time staying at Margaritaville (cottage the first time, villas the second and third time); I must say this villa was the least taken care of. It wasn’t super clean and the slider had some damage regarding opening/closing the blinds and locking/unlocking the sliding glass door. The front door didn’t have a safety lock at all (it looked to have been removed) so that made us a little uneasy. Our bed (queen) was very bouncy and it seemed to cave a little in the middle. Overall, it...
Margaritaville Resort Orlando Cottages 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 you’re looking to play some golf while in Winter Haven, you can perfect your swing at Baytree Golf Club 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 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?
You might be interested in one of these choices if you’re hoping to find a place to stay where breakfast is included with your stay: Best Western Plus Winter Haven Inn & Suites Howard Johnson by Wyndham Winter Haven FLThe Block215Staybridge Suites Winter Haven Auburndale, an IHG HotelHampton Inn Winter Haven
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 Inman Park and The Circle B Bar Reserve if you’re hoping to see some of the area’s natural features. You might put LEGOLAND® Florida and Theatre Winter Haven 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 Kissimmee, FL (ISM-Kissimmee Gateway), which is located 26 mi (41.9 km) away from the heart of the city. You can also search for flights into Avon Park, FL (AVO-Avon Park Executive), which is 32.1 mi (51.7 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.