Minimap with link to location map
Filters
Price
Rating
Distance from Center
Rating (according to Stars)
Facilities

Check availability






Guesthouses in Winter Haven You’ll Love

Top-Rated Winter Haven Guesthouses for Every Budget and Style!

Looking for a guesthouse in Winter Haven (Florida)? Discover and compare a wide selection of cozy guesthouses, bed & breakfast and inns in Winter Haven – perfect for solo travelers, couples, or families. Whether you’re planning a weekend getaway or an extended stay, you’ll find charming, affordable options starting at just $36.49 per night. From centrally located guesthouses near downtown to peaceful retreats close to the beach, explore accommodations that match your style and budget.

Easily browse photos, read guest reviews, and book the ideal guesthouse in Winter Haven today.

We found 3 Guest-houses in Winter Haven and the surrounding area (within 60 miles)

Howard Johnson by Wyndham Winter Haven FL in Winter Haven, USA

Howard Johnson by Wyndham Winter Haven F...

Motel in Winter Haven, Florida , 1300 3rd Street Southwest
The Howard Johnson Winter Haven is located 4 miles from Legoland and 15 minutes’ drive from Bok Tower and Gardens.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Outdoor pool

Good 669 Reviews 7.3

from $95.20 Show details »

Private Entrance 1 Bd Guest Suite in Cypress Gardens near Legoland in Winter Haven, USA

Private Entrance 1 Bd Guest Suite in Cyp...

Guesthouse in Winter Haven, Florida , 314 Monroe Drive Southeast
Private Entrance 1 Bd Guest Suite in Cypress Gardens near Legoland is located in Winter Haven, just one mile from Legoland Florida and 13 miles from D...
  • Parking
  • Family rooms

Exceptional 35 Reviews 9.6

from $68.77 Show details »

The Lake Alfred Citruswood Cabin in Lake Alfred, USA

The Lake Alfred Citruswood Cabin

Guesthouse in Lake Alfred near Winter Haven, Florida , 1115 South Nekoma Avenue
The Lake Alfred Citruswood Cabin is located in Lake Alfred, just 8.9 miles from Legoland Florida and 11 miles from Elmer Railroad Station.
  • Parking
  • Pets allowed

Superb 16 Reviews 9.4

from $134.65 Show details »

Number of Guesthouses in Winter Haven 3
Number of guest ratings 5,303
Average price per night $92.00
Lowest price per night $36,49
Highest price per night $435,63

Top 10 Cheapest Guest-houses in Winter Haven

Discover the Cheapest Guest-houses in Winter Haven – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Guest-houses in Winter Haven

Check out the Most Booked Guest-houses in Winter Haven – Based on Guest Popularity.

Guesthouses in Winter Haven (Florida), small and cozy

Guesthouses are small, cozy accommodations that offer a more personal and authentic experience than larger hotels. Often family-owned and operated, guesthouses provide a home-away-from-home atmosphere for travelers seeking a warm and welcoming environment. Typically located in residential areas or rural settings, guesthouses offer a peaceful and relaxing escape from the hustle and bustle of the city. With a focus on personalized service and attention to detail, guests can expect comfortable rooms, authentic food, and insider tips on local attractions and activities. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, guesthouses in Winter Haven offer a unique and memorable way to experience a new destination.

Find the best guesthouse in Winter Haven for your needs

When looking for the best guesthouse for your next stay in Winter Haven, there are a few key factors to consider. First and foremost, location is important - choose a guesthouse that is conveniently located to the attractions and activities that you want to experience. Next, read reviews from previous guests to get a sense of the guesthouse's quality, cleanliness, and hospitality. Look for guesthouses that have consistently positive reviews and a high rating. Additionally, consider the amenities offered, such as free Wi-Fi, breakfast, and on-site parking. Finally, don't forget to consider the price - guesthouses can vary widely in price, so be sure to choose one that fits within your budget. With these factors in mind, you can find the best guesthouse in Winter Haven for your next vacation and enjoy a memorable and comfortable stay.

Accommodation data and pictures provided by Booking.com