Find Extended Stay Hotels in Winter Haven, FL

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Top Winter Haven Extended Stay Hotels | Reserve now, pay later

Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room) | Desk, laptop workspace, blackout drapes, iron/ironing board
Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 star property
Winter Haven
9.4 out of 10, Exceptional, (1059)
"Clean, quiet, nice breakfast, super attentive staff."
United States
Laura
$114 nightly
The price is $128
Nov 30 - Dec 1
Total with taxes and fees
Best Western Plus Winter Haven Inn & Suites 
House (3 Bedrooms) | Interior
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

3.0 star property
Winter Haven
10.0 out of 10, Exceptional, (3)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
$364 nightly
The price is $405
Dec 14 - Dec 15
Total with taxes and fees
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Property grounds
Lake Roy Beach Inn

Lake Roy Beach Inn

2.0 star property
Winter Haven
7.0 out of 10, Good, (982)
"clean room"
United States
stephen
$93 nightly
The price is $105
Dec 4 - Dec 5
Total with taxes and fees
Lake Roy Beach Inn
Property amenity
Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3.0 star property
Winter Haven
9.8 out of 10, Exceptional, (655)
"Hotel was very clean and quiet. Beds were amazing. Will stay here again"
United States
Sofia
$139 nightly
The price is $156
Dec 21 - Dec 22
Total with taxes and fees
Staybridge Suites Winter Haven Auburndale by IHG
Smart TV
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt

🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt

Winter Haven
10.0 out of 10, Exceptional, (2)
"The place was clean and tidy, accessible to a lot of stores and attractions in the surrounding area, and the hosts were SO nice and easy to contact throughout our stay-even checking in on us to make sure everything was going good. Would totally stay again!"
United States
Kaitlyn F.
$83 nightly
The price is $91
Dec 1 - Dec 2
Total with taxes and fees
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt
TV
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (2)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
$254 nightly
The price is $279
Nov 30 - Dec 1
Total with taxes and fees
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Outdoor pool
Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Winter Haven
9.8 out of 10, Exceptional, (38)
"We had a great stay!"
United States
Harper B.
$292 nightly
The price is $322
Dec 1 - Dec 2
Total with taxes and fees
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
Smart TV, fireplace, printers
Summer Specials! Perfect Couple Oasis! Pet Friendly, 2 Beds

Summer Specials! Perfect Couple Oasis! Pet Friendly, 2 Beds

2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (3)
"Great welcoming and answered every question I had. Highly recommend this lovely cottage. "
United States
Kristofer G.
$216 nightly
The price is $239
Dec 2 - Dec 3
Total with taxes and fees
Summer Specials! Perfect Couple Oasis! Pet Friendly, 2 Beds
Luxury House, 3 Bedrooms, Garden View | Living area | 50-inch Smart TV with digital channels, toys, heated floors
BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney

3.5 star property
Winter Haven
$231 nightly
The price is $258
Dec 3 - Dec 4
Total with taxes and fees
BlockHaven near Legoland & Disney
Property grounds
The Unique cozy studio

The Unique cozy studio

2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (1)
"Cool little place, love the outdoor private patio.Very close to everything downtown"
United States
Cory M.
$170 nightly
The price is $183
Nov 30 - Dec 1
Total with taxes and fees
The Unique cozy studio
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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Find out more about Winter Haven

Discover top Winter Haven attractions

Winter Haven, Florida, offers a delightful mix of family-friendly attractions and outdoor activities that cater to . Start your adventure at Legoland Florida Resort, where thrilling rides and interactive experiences await children and adults alike. With its unique theme park and water park combination, families can easily spend a day or two exploring the whimsical world of Lego. For those who enjoy nature, the Chain of Lakes provides scenic views and opportunities for kayaking, fishing, or simply relaxing by the water. The picturesque Bok Tower Gardens is a must-visit, featuring stunning landscapes and a carillon tower that fills the air with music, creating a serene atmosphere for a family picnic. After a day of exploration, unwind at the historic downtown area filled with charming shops and restaurants that reflect the local culture. Consider staying at a lakeside hotel in this area, where you can enjoy beautiful sunset views and convenient access to local attractions, ensuring an easy experience. With attentive guest service and top hotels, your family will feel pampered throughout your stay.

Find the best extended stay hotels in Winter Haven

For travelers seeking accommodations with kitchen amenities in Winter Haven, Florida, these top hotels offer the perfect blend of convenience and comfort. Each hotel is equipped to make your stay enjoyable with their kitchen facilities and welcoming atmosphere.

Staybridge Suites Winter Haven Auburndale by IHG

  • Why it's great for an extended stay: Staybridge Suites Winter Haven Auburndale is designed for travelers looking for a home-like experience with its full kitchen facilities. Rated 9.6 by guests, the suites come equipped with a stovetop, microwave, and essential cookware, allowing guests to enjoy home-cooked meals with ease. The outdoor pool offers a serene retreat after a busy day.
  • Other amenities: In addition to the kitchen amenities, guests can take advantage of a complimentary breakfast buffet and concierge services. The hotel features a fitness center, outdoor pool with accessibility options, and nearby motorboating and fishing opportunities. Premium bedding enhances comfort, while the onsite shopping district provides convenience for any last-minute needs.
  • Nearby attractions: Winter Haven City Tennis Center - 0.28 miles, Rotary Park - 0.92 miles

Best Western Plus Winter Haven Inn & Suites

  • Why it's great for an extended stay: The Best Western Plus Winter Haven Inn & Suites is an excellent choice for travelers who appreciate the convenience of a kitchenette. With a stellar review rating of 9.4, guests can enjoy in-room amenities like a microwave, refrigerator, and dishwasher, making it easy to prepare meals during their stay. The outdoor pool provides a refreshing escape after a day of exploring the area.
  • Other amenities: This hotel also offers complimentary breakfast daily, ensuring guests start their day off right. Additional features include a fitness center, daily housekeeping, pool sun loungers, and electric car charging stations. Uncovered self-parking adds to the convenience, while the shared outdoor pool is perfect for relaxation or socializing with fellow travelers.
  • Nearby attractions: LEGOLAND® Florida - 0.6 miles, Peppa Pig Theme Park Florida - 0.66 miles, Chain Of Wakes - 1.08 miles

Home2 Suites By Hilton Winter Haven

  • Why it's great for an extended stay: Home2 Suites By Hilton Winter Haven is perfect for guests who value kitchen amenities, offering an extensive setup for meal preparation. With a solid review rating of 9.0, each suite includes a fully equipped kitchen featuring a refrigerator, microwave, and dishwasher, making it easy for guests to feel at home.
  • Other amenities: The hotel also provides complimentary breakfast and has a fitness center for those looking to stay active. Guests will appreciate the accessible pool, air conditioning, and daily housekeeping services. Additional features include connecting rooms, self-parking, and a pool access ramp, ensuring convenience for all travelers.
  • Nearby attractions: LEGOLAND® Florida - 0.35 miles, Peppa Pig Theme Park Florida - 0.39 miles, Chain Of Wakes - 0.55 miles

Lake Roy Beach Inn

  • Why it's great for an extended stay: Lake Roy Beach Inn offers a cozy atmosphere for guests who enjoy cooking during their travels. With a review rating of 7.2, this hotel features kitchen amenities including a full-size refrigerator, stovetop, and microwave, making it a great choice for long stays or families looking to prepare meals.
  • Other amenities: The hotel boasts an outdoor pool, terrace, and beautiful lake views, perfect for relaxation. Guests can also enjoy self-parking options, daily housekeeping, and a lovely beach area for sunbathing. Additional features include a garden, porch or lanai, and convenient access to a boat dock for water activities.
  • Nearby attractions: Baytree Golf Club - 1.76 miles, LEGOLAND® Florida - 1.8 miles, Peppa Pig Theme Park Florida - 1.84 miles

Economy Suites

  • Why it's great for an extended stay: Economy Suites provide budget-friendly accommodations with essential kitchen amenities for travelers in Winter Haven. Although it has a lower review rating of 5.0, the rooms feature a kitchenette complete with a microwave and refrigerator, ensuring guests can prepare simple meals during their stay.
  • Other amenities: The hotel offers an outdoor pool for leisure and relaxation. Guests can benefit from self-parking options, daily housekeeping, and free toiletries. With a shared pool area and ample seating, it’s a great spot to unwind after a day of exploring the area.
  • Nearby attractions: Baytree Golf Club - 1.7 miles, LEGOLAND® Florida - 1.72 miles, Peppa Pig Theme Park Florida - 1.78 miles

Expand your search

Most booked related extended stays in Winter Haven in 2025

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Vacation homes with a kitchen

Frequently asked questions

What are the best extended stay hotels in Winter Haven?
Take your pick of 34 long-term rentals in Winter Haven with a total average guest review rating of 9.5. These hotel stays come with a kitchen and other amenities that'll make your vacation both comfortable and memorable. Winter Haven Gardens Inn is one place that'll feel like your home away from home. It offers a barbecue grill and daily housekeeping services. Eager to discover every inch of Winter Haven? Do it from Howard Johnson by Wyndham Winter Haven FL. A swimming pool and blackout curtains are among the conveniences at this equally popular option.
What are the best long-term hotels in Winter Haven?
Besides kitchens, the best long-term hotels come with plenty of amenities that make you feel right at home. Waterfront Winter Haven Home With Dock And Hot Tub features conveniences designed to make a break of a few weeks or more nice and welcoming, like a swimming pool and a sofa bed. Conveniently Located 10 Minutes From Legoland is another popular option. A dryer and an oven help make this stay a terrific choice if you're considering an extended stay in Winter Haven.
What are the top pet-friendly extended stay hotels in Winter Haven?
You don't have to leave your best buddy at home during your extended stay in Winter Haven. One place that will greet you and your doggy with a huge smile is Charming Lakefront Pool Home - 5 Min To Legoland. It has a host of amenities that are designed for both furry guests and humans, including pet-friendly services and a garden. Your precious pup can also be part of the fun at Conveniently Located 10 Minutes From Legoland. Spend your long-term stay in a pet-friendly room and make use of this hotel's many conveniences, such as pet-friendly services and a garden.
What are the best extended stay hotels in Winter Haven near Baycare Womens Hospital?
Soak Up The Charm Of This Cozy combines convenience with comfort. This long-term stay is around 2 mi from Baycare Womens Hospital and features a fridge and cookware, dishware and utensils. You could also try Serenity Retreat, Confidently Clean. Approximately 2 mi away, it comes with a patio and a balcony.
What's the best extended stay hotel in downtown Winter Haven?
For an extended escape in Winter Haven, it's hard to beat the downtown area. And that's exactly where you'll find Conveniently Located 10 Minutes From Legoland. Offering a dryer and a washing machine, it's an excellent base to discover this destination at your own pace. Also consider Fall/winter Special Rates Mid - Century Mod W. An oven and a swimming pool are among the handy amenities at this extended stay hotel. Once you've checked in and made yourself comfortable, it's time to see the sights. First up? LEGOLAND® Florida and Chain of Lakes Park.
Can I find extended stay hotels with pools in Winter Haven?
Hop out of bed, cook breakfast and then enjoy a day by the pool. If this sounds like your sort of escape, you'll have a fabulous time at Awesome Lake House With Private Dock. It has all the conveniences needed for an extended stay in Winter Haven, from a pool and a kitchen to a queen bed and a washing machine. Charming Lakefront Pool Home - 5 Min To Legoland also promises loads of poolside R&R. A swimming pool and a washing machine are just two of the many reasons this place is so popular with guests.A favorite destination for many travelers, Winter Haven has a humid subtropical climate. You can expect temperatures of between 75 ºF and 89 ºF if you're planning to visit during the summer months.
Why book an extended stay hotel in Winter Haven through Expedia?
From our exclusive offers to our members and rewards programs, you'll score impressive savings when you book your extended stay in Winter Haven with Expedia. Click on your travel dates to view our long-term rentals, then narrow down your search using the filters to find your ideal property. Our extended stay hotels in Winter Haven come packed with amenities like kitchens, refrigerators and laundries to help make your long-term stay nice and relaxed. Whether you're searching for a room just for the night or a property with discounted weekly rates, Expedia can help you find a place that's right for you.
What can I expect from an extended stay hotel?
Save money and enjoy a few extra perks with an extended stay hotel in Winter Haven. Whether you're looking for a small studio for yourself or spacious accommodations that'll fit your traveling companions too, these types of properties feature amenities that'll make you feel at home. On top of standard conveniences like housekeeping and room service, many extended stay hotels have kitchens and a place to do your laundry. This means you can cook tasty meals and wash your own clothes, letting you keep some extra cash in your wallet. Discounted weekly rates can stretch your dollar even further.

Top Winter Haven Hotel Reviews

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"Great location, hotel had breakfast buffet which was super convenient. The room was a bit outdated but clean, we had everything we needed. Close to supermarkets, gas stations and restaurants"
Darilsi 3-night trip
Posted 2 hours ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

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