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Our top choices for Lakeland - Winter Haven cottages

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (193 reviews)
"Was probably once a great time place. Owner was nice. Night time neighborhood is a bit noisy guess it's just how people act now no respect for property."
United States
wade
The price is ¥11,595
¥12,986 total
includes taxes & fees
Apr 30 - May 1
Lake Ida Beach Resort

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 reviews)
"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
The price is ¥27,254
¥69,850 total
includes taxes & fees
Apr 28 - Apr 29
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

This old Florida feeling getaway is 420 friendly and a great place to just relax

This old Florida feeling getaway is 420 friendly and a great place to just relax
Avon Park
7.4 out of 10, Good, (3 reviews)
"We loved our stay at Kellie’s farm, the property is big and has a big pond or little lake at the back, the scenery looks like you’re somewhere in the wild side of Montana and feels like a grizzly bear can come out of the trees at any moment! Haha but it’s very safe, nothing to worry about. The farm has chickens, pigs, a calf, dogs, etc. if you love animals you will love this place for sure! We would definitely come back and we 100% recommend this place."
United States
Steve M.
The price is ¥12,193
¥23,181 total
includes taxes & fees
May 8 - May 9
This old Florida feeling getaway is 420 friendly and a great place to just relax

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
8.8 out of 10, Excellent, (5 reviews)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
The price is ¥18,329
¥44,746 total
includes taxes & fees
Apr 28 - Apr 29
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Upstay: Pet-friendly Family Home w Pool & Sundeck

Upstay: Pet-friendly Family Home w Pool & Sundeck
3.0 star property
Kissimmee
The price is ¥16,735
¥53,183 total
includes taxes & fees
May 13 - May 14
Upstay: Pet-friendly Family Home w Pool & Sundeck

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is ¥14,983
¥63,521 total
includes taxes & fees
May 1 - May 2
Serenity - Family & Pet Friendly, Amazing Location

Charming Historic Cottage with Cozy Porch and Garden Retreat

Charming Historic Cottage with Cozy Porch and Garden Retreat
Polk City
10.0 out of 10, Exceptional, (1 review)
"The communication with the property owner was excellent. The cottage is attached to the owners home but is quite private and comfortable. I’ve already recommended it to family members who wish to visit that area."
United States
Tina O.
The price is ¥12,766
¥32,819 total
includes taxes & fees
May 4 - May 5
Charming Historic Cottage with Cozy Porch and Garden Retreat

Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.4 out of 10, Very Good, (6 reviews)
"Just needed a place to stay close to Disney for the night and the place was clean and easy to check in and out. "
United States
Jena B.
The price is ¥11,316
¥27,790 total
includes taxes & fees
May 18 - May 19
Tiny house close to Disney KISSIMMEE

Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is ¥12,910
¥30,504 total
includes taxes & fees
Apr 28 - Apr 29
Perfect Place for a Perfect Vacation

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.6 out of 10, Exceptional, (9 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
The price is ¥18,966
¥48,176 total
includes taxes & fees
May 25 - May 26
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
United States
Jennifer b.
The price is ¥12,870
¥44,751 total
includes taxes & fees
Apr 30 - May 1
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Lakefront Babson Park Escape: Pet Friendly!

Lakefront Babson Park Escape: Pet Friendly!
3.0 star property
Babson Park
The price is ¥31,238
¥75,404 total
includes taxes & fees
Apr 29 - Apr 30
Lakefront Babson Park Escape: Pet Friendly!

Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Perfect location to enjoy Universal Epic and Islands of Adventure with only a 15 minute ride. The beds were very comfortable and the place is clean. We were welcomed with a cute sign, bottled water and cookies. Will definitely stay here again!"
United States
Joyce R.
The price is ¥14,344
¥32,290 total
includes taxes & fees
May 5 - May 6
Family-Friendly Cottage Near Orlando’s Top Attractions

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Kissimmee
The price is ¥14,775
¥34,428 total
includes taxes & fees
May 1 - May 2
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is ¥14,185
¥43,055 total
includes taxes & fees
Apr 28 - Apr 29
Upstay: Bright Family-friendly Retreat With Patio

Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas

Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
3.5 star property
Reunion
The price is ¥31,784
¥105,455 total
includes taxes & fees
May 13 - May 14
Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas

Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.

Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.
Kissimmee
The price is ¥39,367
¥90,769 total
includes taxes & fees
May 19 - May 20
Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.

Pastel Paradise Villa near Disney With Margaritaville Resort and Island H20.

Pastel Paradise Villa near Disney With Margaritaville Resort and Island H20.
Kissimmee
The price is ¥27,254
¥70,486 total
includes taxes & fees
May 5 - May 6
Pastel Paradise Villa near Disney With Margaritaville Resort and Island H20.

Sunny Cottage near Disney with Margaritaville Resort & Island H2O Access -.

Sunny Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Kissimmee
The price is ¥31,079
¥75,624 total
includes taxes & fees
May 4 - May 5
Sunny Cottage near Disney with Margaritaville Resort & Island H2O Access -.

Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.

Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.
Kissimmee
The price is ¥38,729
¥89,885 total
includes taxes & fees
May 4 - May 5
Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.
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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Top Lakeland - Winter Haven Hotel Reviews

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Cottages information

Number of reviews
223
Accommodation
33 Cottages
Lowest Price
¥12,986
Highest Price
¥105,455

Frequently asked questions

How much do cottages in Lakeland - Winter Haven cost?
Cottages in Lakeland - Winter Haven range between ¥12,986 and ¥105,455 per night. These properties offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Lakeland - Winter Haven?
Choose from 33 cottages in Lakeland - Winter Haven. Whether you're traveling with the whole family, as a twosome or with a group of besties, Expedia can help you secure your perfect fit.
Why book your cottage in Lakeland - Winter Haven with Expedia?
Reserving a cottage in Lakeland - Winter Haven is as simple as entering your travel dates and choosing an ideal place for outdoor relaxation and recreation. From chic retreats to inexpensive properties and cottages that offer conveniences like a kitchen, Expedia has something for all traveler styles. As for irresistible deals? We've got you covered!
How can I find cheap cottages in Lakeland - Winter Haven?
Expedia can help you locate cheap cottages in Lakeland - Winter Haven. To reserve your perfect stay in just a few clicks, use our convenient filter tool to refine your search results by amenities, budget and star rating.
What is there to do in Lakeland - Winter Haven near my cottage?
One of the best travel accessories for your Lakeland - Winter Haven adventure is an awesome itinerary! Polk Museum of Art, RP Funding Center and Publix Field at Joker Marchant Stadium are among the leading sights if you're off to Lakeland. Winter Haven also lures travelers with its wonderful attractions, such as Indigo's Family Fun Center. Eager to add to your to-do list? Drop by Chain of Lakes Park and Theatre Winter Haven too.

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