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Accommodations in Winter Haven You’ll Love

Affordable, Top-Rated Places to Stay in Winter Haven – For Every Budget

Looking for accommodation in Winter Haven (Florida)? Discover a wide range of places to stay starting at just $50.00 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Winter Haven accommodation today!

We found 77 Accommodations in Winter Haven and the surrounding area (within 20 miles)

Hampton Inn Winter Haven in Winter Haven, USA

Hampton Inn Winter Haven

Hotel in Winter Haven, Florida , 202 Cypress Gardens Boulvard
Surrounded by numerous fresh water lakes, this Winter Haven, Florida hotel is 3.2 mi away from LEGOLAND.
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

Fabulous 494 Reviews 8.6

from $120.54 Show details »

Holiday Inn Winter Haven by IHG in Winter Haven, USA

Holiday Inn Winter Haven by IHG

Hotel in Winter Haven, Florida , 200 Cypress Gardens Boulevard
Near Cypress Gardens Theme Park and a variety of local attractions and activities, this Winter Haven, Florida hotel features an on-site restaurant alo...
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Breakfast in the room

Fabulous 357 Reviews 8.9

from $115.43 Show details »

Travel Inn Winter Haven in Winter Haven, USA

Travel Inn Winter Haven

Hotel in Winter Haven, Florida , 2275 8h Street Northwest
Travel Inn Winter Haven is located in Winter Haven, within 2.2 miles of Swanns Railroad Station (Historical) and 6.7 miles of Legoland Florida.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Disappointing 116 Reviews 4.5

from $78.40 Show details »

Best Western Auburndale Inn & Suites in Auburndale, USA

Best Western Auburndale Inn & Suites

Hotel in Auburndale near Winter Haven, Florida , 1008 US Highway 92 West
This hotel in Auburndale, Florida offers free continental breakfast and spacious rooms with free WiFi and a flat-screen cable TV.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Kid-friendly buffet
  • Swimming pool

Fabulous 236 Reviews 8.7

from $107.84 Show details »

Lake Roy Beach Inn - Winter Haven in Winter Haven, USA

Lake Roy Beach Inn - Winter Haven

Hotel in Winter Haven, Florida , 1823 Cypress Gardens Boulevard
Located off Highway 540, this Winter Haven hotel is 1.7 miles from Legoland.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 144 Reviews 6.4

from $98.56 Show details »

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 »

Lake Ida Beach Resort in Winter Haven, USA

Lake Ida Beach Resort

Holiday park in Winter Haven, Florida , 2524 Lake Alfred Road
This Winter Haven, Florida Lake Ida Beach Resort holiday park features free WiFi.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 65 Reviews 6.2

from $84.00 Show details »

LEGOLAND® Florida Resort in Winter Haven, USA

LEGOLAND® Florida Resort

Resort in Winter Haven, Florida , 1 Legoland Way
LEGOLAND® Florida Resort offers three themed accommodations options: the LEGOLAND® Florida Hotel, located 130 steps from the LEGOLAND® Florida them...
  • Parking
  • Restaurant
  • Bar
  • Family rooms
  • Outdoor pool

Very good 1450 Reviews 8.1

from $233.15 Show details »

Courtyard by Marriott Winter Haven in Winter Haven, USA

Courtyard by Marriott Winter Haven

Hotel in Winter Haven, Florida , 6225 Cypress Gardens Boulevard SE
Featuring free WiFi, Courtyard by Marriott Winter Haven offers rooms in Winter Haven, and is 0.6 mi from Legoland Florida.
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Outdoor pool

Fabulous 117 Reviews 8.7

from $217.28 Show details »

OYO Hotel Dundee By Crystal Lake in Dundee, USA

OYO Hotel Dundee By Crystal Lake

Hotel in Dundee near Winter Haven, Florida , 28610 US-27
Located within 7.1 miles of Legoland Florida and 17 miles of Dearborn Railroad Station, OYO Hotel Dundee By Crystal Lake has rooms with air conditioni...
  • Parking
  • Pets allowed

Disappointing 85 Reviews 4.1

from $88.66 Show details »

2 Bedroom Apartment in Auburndale, USA

2 Bedroom Apartment

Apartment in Auburndale near Winter Haven, Florida , 105 Kinstle Avenue
2 Bedroom Apartment is located in Auburndale, just 8.8 miles from Elmer Railroad Station and 8.8 miles from Allied Railroad Station.

Superb 35 Reviews 9.1

from $118.26 Show details »

Pet-Friendly Auburndale House with Lake Views! in Auburndale, USA

Pet-Friendly Auburndale House with Lake...

Holiday home in Auburndale near Winter Haven, Florida
Pet-Friendly Auburndale House with Lake Views! is located in Auburndale, just 7.8 miles from Elmer Railroad Station and 7.8 miles from Allied Railroad...
  • Parking
  • Pets allowed

Superb 7 Reviews 9.2

from $157.44 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 »

Sunrise on Lake Idylwild in Winter Haven, USA

Sunrise on Lake Idylwild

Holiday home in Winter Haven, Florida , 1076 Idylwild Dr NW
Sunrise on Lake Idylwild offers accommodations in Winter Haven, 8 miles from Legoland Florida and 9 miles from Elmer Railroad Station.

no reviews

from $261.03 Show details »

Lake Silver Retreat lll in Winter Haven, USA

Lake Silver Retreat lll

Holiday home in Winter Haven, Florida , 111 S. Lake Silver Drive NW
Lake Silver Retreat lll offers accommodations in Winter Haven, 12 miles from Dearborn Railroad Station and 12 miles from Tanco Railroad Station.

no reviews

from $312.38 Show details »

Spacious 4-bedroom 2-bath Abode in Winter Haven, USA

Spacious 4-bedroom 2-bath Abode

Holiday home in Winter Haven, Florida , 1216 Lysiloma Avenue
Spacious 4-bedroom 2-bath Abode is located in Winter Haven, just 10 miles from Dearborn Railroad Station and 12 miles from Elmer Railroad Station.
  • Parking
  • Family rooms

Good 14 Reviews 7.1

from $312.01 Show details »

Winter Haven Abode Near Lakes and Attractions in Winter Haven, USA

Winter Haven Abode Near Lakes and Attrac...

Holiday home in Winter Haven, Florida
Winter Haven Abode Near Lakes and Attractions offers accommodations in Winter Haven, 12 miles from Dearborn Railroad Station and 13 miles from Elmer R...
  • Parking
  • Spa and wellness centre

Superb 16 Reviews 9.4

from $57.00 Show details »

Lakefront Home with Screened Porch and Grill in Winter Haven, USA

Lakefront Home with Screened Porch and G...

Holiday home in Winter Haven, Florida
Lakefront Home with Screened Porch and Grill is located in Winter Haven, just 5.7 miles from Legoland Florida and 11 miles from Elmer Railroad Station...
  • Parking

Exceptional 9 Reviews 10.0

from $238.56 Show details »

Bright Cypress Gardens Home Near Legoland! in Cypress Gardens, USA

Bright Cypress Gardens Home Near Legolan...

Holiday home in Cypress Gardens near Winter Haven, Florida
Bright Cypress Gardens Home Near Legoland! offers accommodations in Cypress Gardens, 12 miles from Dearborn Railroad Station and 17 miles from Elmer R...
  • Parking

Exceptional 7 Reviews 9.8

from $173.28 Show details »

Lake Hamilton III Pool and Backyard Oasis with Kayaks Lake Access Theater in Winter Haven, USA

Lake Hamilton III Pool and Backyard Oasi...

Holiday home in Winter Haven, Florida , 2950 Crump Rd
Lake Hamilton III Pool and Backyard Oasis with Kayaks Lake Access Theater offers accommodations in Winter Haven, 5.7 miles from Legoland Florida and 1...

no reviews

from $362.13 Show details »

Stylish Lake home with HEATED POOL, Arcade with PS5,and Theater Just 5 min from Legoland in Winter Haven, USA

Stylish Lake home with HEATED POOL, Arca...

Holiday home in Winter Haven, Florida , 120 Lake Ring Drive
Stylish Lake home with HEATED POOL, Arcade with PS5, and Theater Just 5 min from Legoland offers accommodations in Winter Haven, 2 miles from Legoland...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Very good 6 Reviews 8.0

from $483.12 Show details »

Adams Estate in Lake Alfred, USA

Adams Estate

Holiday home in Lake Alfred near Winter Haven, Florida , 2222 West Pierce Street Unit #9
Offering pool with a view, Adams Estate provides accommodations in Lake Alfred.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 10 Reviews 9.2

from $409.98 Show details »

Budget Inn Winter Haven Auburndale in Winter Haven, USA

Budget Inn Winter Haven Auburndale

Hotel in Winter Haven, Florida , 401 6TH ST NW
Located in Winter Haven, 5 miles from Legoland Florida, Budget Inn Winter Haven Auburndale provides air-conditioned rooms with free WiFi.
  • Parking

Good 65 Reviews 7.0

from $85.37 Show details »

Best Western Plus Winter Haven Inn & Suites in Winter Haven, USA

Best Western Plus Winter Haven Inn & Sui...

Hotel in Winter Haven, Florida , 5801 Roosevelt Dr
Located in Winter Haven, 1.1 miles from Legoland Florida, Best Western Plus Winter Haven Inn & Suites provides accommodations with an outdoor swimming...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 885 Reviews 9.1

from $129.18 Show details »

Waterfront Vacation Rental on Lake Mirror! in Winter Haven, USA

Waterfront Vacation Rental on Lake Mirro...

Holiday home in Winter Haven, Florida
Waterfront Vacation Rental on Lake Mirror! offers accommodations in Winter Haven, 6.5 miles from Legoland Florida and 10 miles from Elmer Railroad Sta...
  • Parking

no reviews

from $65.00 Show details »

Number of Accommodations in Winter Haven 77
Number of guest ratings 5,302
Average price per night $204.00
Lowest price per night $50,00
Highest price per night $487,73

Top 10 Most Popular Accommodations in Winter Haven

Explore the Most Popular Accommodations in Winter Haven – Ranked by Average Guest Ratings.

Top 10 Cheapest Accommodations in Winter Haven

Discover the Cheapest Accommodations in Winter Haven – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Accommodations in Winter Haven

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

Discover Winter Haven – Your Guide to the Best Places to Stay

Planning a trip to Winter Haven? Choosing the right place to stay is one of the most important parts of making your visit memorable. Whether you are looking for a luxury hotel, a cozy guesthouse, a modern apartment, or a family-friendly vacation rental, Winter Haven offers a wide range of lodging options to suit every travel style and budget.

When deciding where to stay in Winter Haven, consider key factors like location, amenities, reviews, and proximity to attractions or public transport. Do you prefer being in the heart of the city close to restaurants, shops, and nightlife? Or do you want a quiet neighborhood with a more local feel? With so many types of accommodations in Winter Haven, from boutique hotels to spacious homes, you are sure to find something that fits your needs.

Tips for Finding the Perfect Stay in Winter Haven

To find the perfect place to stay in Winter Haven, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com