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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Lakeland - Winter Haven cottages

Front of property

1. Mvy7632 - 4BR House Near Disney

Mvy7632 - 4BR House Near Disney
3.0 star property
Kissimmee
Mvy7632 - 4BR House Near Disney
Porch

2. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (194 reviews)
"The cabins were great loved it there"
United States
Jennifer
The price is AU$110
includes taxes & fees
4 Aug - 5 Aug
Lake Ida Beach Resort
Exterior

3. Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
9.0 out of 10, Wonderful, (6 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 AU$398
includes taxes & fees
5 Aug - 6 Aug
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
House (2 Bedrooms) | Interior

4. Walkable Dixieland District Gem With Yard

Walkable Dixieland District Gem With Yard
2.0 star property
Dixieland
The price is AU$396
includes taxes & fees
4 Aug - 5 Aug
Walkable Dixieland District Gem With Yard
Exterior

5. 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, (4 reviews)
"Clean comfort all ok"
United States
Donald P.
The price is AU$323
includes taxes & fees
3 Sept - 4 Sept
Charming Historic Cottage with Cozy Porch and Garden Retreat
House (4 Bedrooms) | Interior

6. Family Resort Home w Pool, BBQ & Game Room

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is AU$467
includes taxes & fees
4 Aug - 5 Aug
Family Resort Home w Pool, BBQ & Game Room
Exterior

7. 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 AU$1,042
includes taxes & fees
6 Aug - 7 Aug
Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
Dining

8. 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 AU$315
includes taxes & fees
16 Aug - 17 Aug
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Interior

9. 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 AU$210
includes taxes & fees
4 Aug - 5 Aug
This old Florida feeling getaway is 420 friendly and a great place to just relax
Smart TV, books

10. 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 AU$306
includes taxes & fees
17 Aug - 18 Aug
Family-Friendly Cottage Near Orlando’s Top Attractions
Front of property

11. Mvy7664 - 3BR House Near Disney With Hot Tub

Mvy7664 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is AU$629
includes taxes & fees
9 Aug - 10 Aug
Mvy7664 - 3BR House Near Disney With Hot Tub
1 bedroom, iron/ironing board, WiFi, bed sheets

12. Private Cozy Studio, Free Parking, Near Legoland

Private Cozy Studio, Free Parking, Near Legoland
Lake Horney
The price is AU$264
includes taxes & fees
4 Aug - 5 Aug
Private Cozy Studio, Free Parking, Near Legoland
Exterior

13. 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 AU$440
includes taxes & fees
11 Aug - 12 Aug
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
House (4 Bedrooms) | Interior

14. ~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
Indian Ridge
The price is AU$678
includes taxes & fees
21 Aug - 22 Aug
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Exterior

15. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is AU$279
includes taxes & fees
4 Aug - 5 Aug
Perfect Place for a Perfect Vacation
House (6 Bedrooms) | Interior

16. Upstay Championsgate Home w Pool & Hot Tub

Upstay Championsgate Home w Pool & Hot Tub
3.0 star property
Davenport
Upstay Championsgate Home w Pool & Hot Tub
Microwave, stovetop

17. Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.4 out of 10, Very good, (9 reviews)
"Proximity to theme parks, restaurants, and shopping"
United States
NOLI
The price is AU$285
includes taxes & fees
31 Aug - 1 Sept
Tiny house close to Disney KISSIMMEE
Exterior

18. 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 AU$225
includes taxes & fees
9 Aug - 10 Aug
Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
Exterior

19. "Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.4 out of 10, Exceptional, (11 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
The price is AU$408
includes taxes & fees
16 Aug - 17 Aug
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
House (5 Bedrooms) | Interior

20. Upstay Spacious 5BR Villa Private Pool and Hot Tub

Upstay Spacious 5BR Villa Private Pool and Hot Tub
3.0 star property
Kissimmee
Upstay Spacious 5BR Villa Private Pool and Hot Tub
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

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent
"Todo excelente , apartamento y habitaciones llenas de espacio y confort muy limpio y todo muy completo el área de la piscina me encanta ya no busco más opciones en mi estadía en Orlando siempre opto por este lugar no tengo mas nada que buscar para mi estadía lo recomiendo al 100%"
Marggi 2-night trip
Posted 5 hours ago
Hilton Vacation Club Aqua Sol Orlando West

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Cottages information

Number of reviews
233
Accommodation
28 Cottages
Lowest Price
AU$110
Highest Price
AU$1,042

Frequently asked questions

How much do cottages in Lakeland - Winter Haven cost?
Prices for cottages in Lakeland - Winter Haven range between AU$110 and AU$1,042 per night. Whatever your budget, you'll find the perfect place to relax and reconnect with nature. This price was 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?
Lakeland - Winter Haven has 28 cottages on offer. Select your travel dates, enter your destination and plan your perfect stay today.
What is there to do in Lakeland - Winter Haven near my cottage?
The most important travel accessory for your Lakeland - Winter Haven trip is a well-thought-out itinerary! Polk Museum of Art, Polk Theatre and Explorations V Children s Museum are some of the biggest sights if you're making your way to Lakeland. Winter Haven is also home to big-name attractions, such as Theatre Winter Haven. Eager to add to your to-do list? Pencil in a visit to Indigos Billiards, Bowling & Games and Chain of Lakes Park too.

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