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Our top choices for Lakeland - Winter Haven cottages

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 ¥26,625
¥68,237 total
includes taxes & fees
Feb 5 - Feb 6
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
10.0 out of 10, Exceptional, (2 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 ¥11,911
¥22,645 total
includes taxes & fees
Jan 31 - Feb 1
This old Florida feeling getaway is 420 friendly and a great place to just relax

Terra Verde Swanky

Terra Verde Swanky
3.0 star property
Kissimmee
The price is ¥18,018
¥51,918 total
includes taxes & fees
Feb 1 - Feb 2
Terra Verde Swanky

Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.6 out of 10, Excellent, (4 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 ¥12,456
¥28,739 total
includes taxes & fees
Feb 13 - Feb 14
Tiny house close to Disney KISSIMMEE

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (188 reviews)
"We have stayed here several times. "
United States
Martha
The price is ¥12,300
¥13,776 total
includes taxes & fees
Jan 31 - Feb 1
Lake Ida Beach Resort

351-6-ld-hidden Retreat

351-6-ld-hidden Retreat
2.5 star property
Kissimmee
The price is ¥358,110
¥473,823 total
includes taxes & fees
Jan 28 - Jan 29
351-6-ld-hidden Retreat

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
10.0 out of 10, Exceptional, (2 reviews)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
The price is ¥17,906
¥43,869 total
includes taxes & fees
Jan 27 - Jan 28
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

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 ¥20,864
¥42,706 total
includes taxes & fees
Feb 14 - Feb 15
Charming Historic Cottage with Cozy Porch and Garden Retreat

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 ¥15,414
¥43,944 total
includes taxes & fees
Feb 10 - Feb 11
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Luxury Cottage Near Legoland & Chain of Lakes

Luxury Cottage Near Legoland & Chain of Lakes
Lake Hamilton
10.0 out of 10, Exceptional, (6 reviews)
"This place is tiny but everything you need for a comfortable stay! Would definitely stay here again."
United States
Dallas C.
The price is ¥15,570
¥31,887 total
includes taxes & fees
Feb 9 - Feb 10
Luxury Cottage Near Legoland & Chain of Lakes

2BR Dog-friendly w/ Yard, Screened Porch, & Grill

2BR Dog-friendly w/ Yard, Screened Porch, & Grill
2.0 star property
Dixieland
The price is ¥15,259
¥42,707 total
includes taxes & fees
Jan 27 - Jan 28
2BR Dog-friendly w/ Yard, Screened Porch, & Grill

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 ¥14,013
¥31,701 total
includes taxes & fees
Feb 2 - Feb 3
Family-Friendly Cottage Near Orlando’s Top Attractions

Encore Swanky

Encore Swanky
3.0 star property
Kissimmee
The price is ¥30,021
¥96,827 total
includes taxes & fees
Feb 1 - Feb 2
Encore Swanky

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.6 out of 10, Exceptional, (8 reviews)
"Wonderful place to stay overnight. Nice furnishings. Good room layout for family. Convenience of washer and dryer. Host was quick and responsive. Thank you for a terrific stay."
United States
George L.
The price is ¥16,675
¥44,961 total
includes taxes & fees
Jan 27 - Jan 28
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

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 ¥14,433
¥33,944 total
includes taxes & fees
Jan 27 - Jan 28
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

350-8-pc-open Floor Plan With Private Pool

350-8-pc-open Floor Plan With Private Pool
2.5 star property
Kissimmee
The price is ¥358,110
¥494,617 total
includes taxes & fees
Jan 29 - Jan 30
350-8-pc-open Floor Plan With Private Pool

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

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

MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD

MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD
Davenport
5.0 out of 10, (2 reviews)
"Needs some upgrades. The bed was a full size, very small for a couple, should really think of upgrading to a king. Pans were old and could use replacing. Bugs and ants constant. Shower was small. Very small tv. Stovetop had missing nob and was difficult to operate. Definitely needs upgrading, left a day early, didn’t feel comfortable there. "
United States
Rebecca F.
The price is ¥9,669
¥22,664 total
includes taxes & fees
Jan 27 - Jan 28
MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD

Cheerful Villa near Disney with Margaritaville Resort and Island H20 Waterpark.

Cheerful Villa near Disney with Margaritaville Resort and Island H20 Waterpark.
Kissimmee
The price is ¥50,914
¥109,062 total
includes taxes & fees
Feb 23 - Feb 24
Cheerful Villa near Disney with Margaritaville Resort and Island H20 Waterpark.

Love, Luck and Magic Cottage with Private Hot Tub near Disney and.

Love, Luck and Magic Cottage with Private Hot Tub near Disney and.
Kissimmee
The price is ¥54,651
¥113,926 total
includes taxes & fees
Feb 23 - Feb 24
Love, Luck and Magic Cottage with Private Hot Tub near Disney and.
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
200
Accommodation
78 Cottages
Lowest Price
¥13,776
Highest Price
¥113,926

Frequently asked questions

How much do cottages in Lakeland - Winter Haven cost?
Cottages in Lakeland - Winter Haven range between ¥13,776 and ¥113,926 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 78 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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