Find beach hotels in Winter Haven, FL from CA $134

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Top Winter Haven Beach Hotel

Fridge, microwave, oven, stovetop
LAKE HOUSE WITH PRIVATE Free HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
10.0 out of 10, Exceptional, (46)
"Inside was immaculate, outside needed a bit of touch up but that didn't really impact our stay. Game room was a nice addition, both kids and adults loved it. Location was great...it really is that close to Legoland and stores and such!"
LAKE HOUSE WITH PRIVATE Free HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
Aerial view
Lakefront Lego Land Estate
10.0 out of 10, Exceptional, (14)
"The house was very spacious and the kids really liked fishing from the dock and the pool. The pool table was also a nice touch."
Lakefront Lego Land Estate
Exterior
Historic 5 Bedroom 3 Bath Plantation Home Near Sports Complex with lake access.
10.0 out of 10, Exceptional, (5)
"Me and friends stayed 4 nights while at the annual airshow. The house was wonderful and the host was always prompt to answer questions. We enjoy cooking out nightly rather than fighting restaurants and that worked out well. No complaints and will definitely stay there again!"
Historic 5 Bedroom 3 Bath Plantation Home Near Sports Complex with lake access.
Pool
Winter Haven, FL Pet Friendly Residential Retreat
10.0 out of 10, Exceptional, (45)
"This property is amazing!!! Beautiful, very clean, every thing you need in kitchen, beautiful pool, and close to everything. Owners are just as amazing! Friendly, helpful, and easy to get in touch with. We will definitely use this property again!"
Winter Haven, FL Pet Friendly Residential Retreat
Exterior
Kid & Pet friendly home w/ Pool and BBQ
10.0 out of 10, Exceptional, (1)
"This property is just the cutest. It has everything you could possibly need or want. My favorite part is how updated it is and the cleanliness- it’s spotless! We enjoyed the pool and outdoor area for meals. Laundry was a perk. Owners are very communicative and accommodating. If you’re considering staying here.. book it!"
The price is CA $239
CA $596 total
includes taxes & fees
May 19 - May 20
Kid & Pet friendly home w/ Pool and BBQ
Pool
Waterfront Winter Haven Home with Dock & Hot Tub!
10.0 out of 10, Exceptional, (52)
"We thoroughly enjoyed our stay. The house is comfortable, well maintained and in a great location. The location is ideal for day trips to both Tampa and Orlando plus Legoland is right around the corner."
Waterfront Winter Haven Home with Dock & Hot Tub!
Interior
Serenity Retreat, Confidently Clean
9.8 out of 10, Exceptional, (24)
"The extras like coffee station, salt ,pepper and appliances where the best. Great host"
Serenity Retreat, Confidently Clean
Fridge, microwave, stovetop, dishwasher
Elegant Winter Haven Villa w/ Dock & Lanai!
9.2 out of 10, Wonderful, (5)
"We stayed during a work trip to Sun n Fun. Super comfortable, very large and well kept. We looked forward to coming back to the house each evening after work as the pool and surrounding neighborhood made for an incredibly comfortable stay. Thank you so much!"
Elegant Winter Haven Villa w/ Dock & Lanai!
Property grounds
Lake Roy Beach Inn
2.0 star property
6.8 out of 10, (886)
"The lake area & lake front. Would have chosen lake view suite if I had my wife with me. But I took the road side because I was attending Sun-n- Fun Aerospace Event."
The price is CA $134
CA $150 total
includes taxes & fees
May 15 - May 16
Lake Roy Beach Inn
Smart TV
Adult-Only love hotel with mermaid pool.
The price is CA $355
CA $706 total
includes taxes & fees
May 27 - May 28
Adult-Only love hotel with mermaid pool.
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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.

Popular beach getaways

Most booked beach stays in Winter Haven in 2024

Frequently asked questions

What is Winter Haven like for travelers who love the beach?
Known for its entertainment choices and baseball games, Winter Haven offers a lot for the traveler planning a getaway.
What's the best accommodation for a beach vacation in Winter Haven?
Lake Roy Beach Inn is a top beach hotel with an outdoor pool and free WiFi. Howard Johnson by Wyndham Winter Haven FL is another good choice for your beach trip.
How many beach hotels are there in Winter Haven?
Expedia has 10 beach hotels in Winter Haven that are great for your beachside getaway.
When's the best time for a beach vacation in Winter Haven?
You can plan your beach trip with a look at the seasons in Winter Haven: 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 see and do around Winter Haven?
After arriving and checking into your hotel, you’ll probably want to explore your surroundings. Experience the area’s entertainment choices and baseball games, and make time for local attractions like LEGOLAND® Florida and Indigo’s Family Fun Center. You can also pay a visit to Theatre Winter Haven or Chain of Lakes Park for more to see and do.
What's the best way to get to my beach hotel in Winter Haven?
Here’s some information to help you get to and around your beach accommodation in Winter Haven more easily: The closest major airport is Kissimmee, FL (ISM-Kissimmee Gateway), located 26 mi (41.9 km) from the city center. If you want to explore the larger area, hop on a train at Winter Haven Station.