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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Lakeland - Winter Haven cottages

1 bedroom, iron/ironing board, WiFi, bed sheets

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
8.0 out of 10, Very good, (4 reviews)
"We were very fascinated by the farm animals and the dogs "
United States
Debi D.
The price is HK$600
HK$1,141 total
includes taxes & fees
6 Jul - 7 Jul
This old Florida feeling getaway is 420 friendly and a great place to just relax
Porch

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (193 reviews)
"The cabins were great loved it there"
United States
Jennifer
The price is HK$588
HK$659 total
includes taxes & fees
6 Jul - 7 Jul
Lake Ida Beach Resort
Interior

Oasis Near Disney w Golf View, Family&pet Friendly

Oasis Near Disney w Golf View, Family&pet Friendly
3.0 star property
Reunion
The price is HK$690
HK$2,857 total
includes taxes & fees
7 Jul - 8 Jul
Oasis Near Disney w Golf View, Family&pet Friendly
Interior

Family Resort Home w Pool, BBQ & Game Room

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is HK$957
HK$2,732 total
includes taxes & fees
13 Jul - 14 Jul
Family Resort Home w Pool, BBQ & Game Room
Exterior

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, (3 reviews)
"Clean comfort all ok"
United States
Donald P.
The price is HK$674
HK$1,675 total
includes taxes & fees
21 Jul - 22 Jul
Charming Historic Cottage with Cozy Porch and Garden Retreat
Exterior

Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is HK$635
HK$1,501 total
includes taxes & fees
6 Jul - 7 Jul
Perfect Place for a Perfect Vacation
Exterior

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)
"Wonderful little cottage filled with fun for the whole family. Cozy backyard to enjoy some sunshine and read a book. Close to downtown shops and restaurants. Owners were quick to respond to questions. Would happily stay here again."
United States
Rachel B.
The price is HK$902
HK$2,202 total
includes taxes & fees
6 Jul - 7 Jul
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
TV

Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.4 out of 10, Very good, (8 reviews)
"Nice, Cute little place"
United States
Brenda N.
The price is HK$643
HK$1,465 total
includes taxes & fees
12 Jul - 13 Jul
Tiny house close to Disney KISSIMMEE
Exterior

Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney

Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
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 HK$628
HK$1,300 total
includes taxes & fees
6 Jul - 7 Jul
Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
Interior

Hook, Line & Leisure: Lakefront Gem w/ Porch!

Hook, Line & Leisure: Lakefront Gem w/ Porch!
3.0 star property
Florence Villa
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 HK$1,286
HK$3,160 total
includes taxes & fees
26 Jul - 27 Jul
Hook, Line & Leisure: Lakefront Gem w/ Porch!
Smart TV, books

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 HK$761
HK$1,651 total
includes taxes & fees
6 Jul - 7 Jul
Family-Friendly Cottage Near Orlando’s Top Attractions
Exterior

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.6 out of 10, Exceptional, (10 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
The price is HK$1,090
HK$2,596 total
includes taxes & fees
26 Jul - 27 Jul
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Exterior

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 HK$782
HK$2,473 total
includes taxes & fees
11 Jul - 12 Jul
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Interior

Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is HK$925
HK$2,377 total
includes taxes & fees
14 Jul - 15 Jul
Upstay: Bright Family-friendly Retreat With Patio
Property grounds

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 HK$727
HK$1,694 total
includes taxes & fees
12 Jul - 13 Jul
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Front of property

Upstay: Crystal Cove Resort Villa w/ Pool & Games

Upstay: Crystal Cove Resort Villa w/ Pool & Games
3.0 star property
Crystal Cove
The price is HK$2,125
HK$4,095 total
includes taxes & fees
8 Jul - 9 Jul
Upstay: Crystal Cove Resort Villa w/ Pool & Games
Exterior

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 HK$2,192
HK$5,902 total
includes taxes & fees
6 Jul - 7 Jul
Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
Interior

Family-friendly Villa w Pool, Hot Tub & Game Room

Family-friendly Villa w Pool, Hot Tub & Game Room
3.0 star property
Kissimmee
The price is HK$2,753
HK$5,608 total
includes taxes & fees
9 Jul - 10 Jul
Family-friendly Villa w Pool, Hot Tub & Game Room
Interior

Golf, Dine & Unwind Poolside! Haines City Getaway

Golf, Dine & Unwind Poolside! Haines City Getaway
3.0 star property
Haines City
The price is HK$1,514
HK$3,576 total
includes taxes & fees
11 Jul - 12 Jul
Golf, Dine & Unwind Poolside! Haines City Getaway
Interior

Walkable Dixieland District Gem With Yard

Walkable Dixieland District Gem With Yard
2.0 star property
Dixieland
The price is HK$1,035
HK$2,234 total
includes taxes & fees
2 Aug - 3 Aug
Walkable Dixieland District Gem With Yard
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

Westgate Town Center Resort

Westgate Town Center Resort

10/10 Excellent
"It was great!"
Danielle Marcott 7-night trip
Posted less than an hour ago
Westgate Town Center Resort

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Cottages information

Number of reviews
231
Accommodation
27 Cottages
Lowest Price
HK$659
Highest Price
HK$5,902

Frequently asked questions

How much do cottages in Lakeland - Winter Haven cost?
Cottages in Lakeland - Winter Haven range between HK$659 and HK$5,902 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 27 cottages in Lakeland - Winter Haven. Whether you're travelling 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 traveller 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 Centre and Publix Field at Joker Marchant Stadium are among the leading sights if you're off to Lakeland. Winter Haven also lures travellers with its wonderful attractions, such as Indigo's Family Fun Centre. Eager to add to your to-do list? Drop by Chain of Lakes Park and Theatre Winter Haven too.

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