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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
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19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Featured Cottages in Lakeland - Winter Haven

Our top choices for Lakeland - Winter Haven cottages

8000 Lost Shaker Lane
Miscellaneous

8000 Lost Shaker Lane

3.0 star property
9.6 out of 10, Exceptional, (7)
"Great place! good location and clean but the patio furniture looked like a hurricane had just happened. I try calling the company incharge of the rental unit but they never came to fix it. Overall good place to stay! "
8000 Lost Shaker Lane
Family 4BR Home w/ Resort Pool Near Disney
Floor plan

Family 4BR Home w/ Resort Pool Near Disney

3.0 star property
Family 4BR Home w/ Resort Pool Near Disney
Lake Ida Beach Resort
Porch

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (178)
"We have stayed here several times. "
The price is RM283
RM318 total
includes taxes & fees
15 Oct - 16 Oct
Lake Ida Beach Resort
Large Villa W/private Pool & Game Room! Waterpark
Miscellaneous

Large Villa W/private Pool & Game Room! Waterpark

3.5 star property
9.6 out of 10, Exceptional, (11)
"Great property! Was perfect for our family and made down time from the parks really nice."
Large Villa W/private Pool & Game Room! Waterpark
Townhome Splash Pool BBQ Free Water Park!
Miscellaneous

Townhome Splash Pool BBQ Free Water Park!

3.5 star property
9.6 out of 10, Exceptional, (10)
"Is good for the all the family "
Townhome Splash Pool BBQ Free Water Park!
3000 Latitude Lane
Outdoor spa tub

3000 Latitude Lane

3.0 star property
9.6 out of 10, Exceptional, (4)
"Great stay!"
3000 Latitude Lane
Villa w/ Private Pool & Free Resort Access!
Miscellaneous

Villa w/ Private Pool & Free Resort Access!

4.5 star property
9.0 out of 10, Wonderful, (6)
"We had a great time! "
Villa w/ Private Pool & Free Resort Access!
Mid-century Modern Escape in Central Lakeland!
Interior

Mid-century Modern Escape in Central Lakeland!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Communication with the host was simple and she was accessible. The basic amenities were readily available and we did not have to rush to go to the supermarket when we arrived. The place is spacious, clean and neighbourhood very quiet."
Mid-century Modern Escape in Central Lakeland!
Game Room + Fenced Yard: Home Near Disney World!
Interior

Game Room + Fenced Yard: Home Near Disney World!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We will definitely be staying at this property again "
Game Room + Fenced Yard: Home Near Disney World!
Lakefront Frostproof Vacation Rental w/ Beach!
Interior

Lakefront Frostproof Vacation Rental w/ Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We thoroughly enjoyed our stay! The home was very clean. The floors were so clean when wiping up some water drips, there was not one spec of dirt on the paper towel! That is my measure for being clean! Home owners were excellent to work with. Texting answers to my many questions. We stayed while we were in town for the 12 Hours of Sebring race. Easy 30 minute drive to the track. Beautiful view of the lake with lounge chairs on a private beach behind the house. I can't say enough about...
Lakefront Frostproof Vacation Rental w/ Beach!
Lakeland Cottage w/ Pool Access + Screened Porch!
Interior

Lakeland Cottage w/ Pool Access + Screened Porch!

3.0 star property
Lakeland Cottage w/ Pool Access + Screened Porch!
8 Mi to Legoland: Winter Haven Home w/ Lanai!
Interior

8 Mi to Legoland: Winter Haven Home w/ Lanai!

3.0 star property
8 Mi to Legoland: Winter Haven Home w/ Lanai!
Lafitte's Landing Lakeview Cottage - Lakefront!
Property grounds

Lafitte's Landing Lakeview Cottage - Lakefront!

3.0 star property
9.8 out of 10, Exceptional, (8)
"Beautiful Cottage and enjoyed the back deck overlooking the lake. Great family vacation spot."
Lafitte's Landing Lakeview Cottage - Lakefront!
3 Mi to Disney: Home w/ Hot Tub in Margaritaville!
Interior

3 Mi to Disney: Home w/ Hot Tub in Margaritaville!

3.0 star property
9.4 out of 10, Exceptional, (3)
"This place is great on all concerts, clean, right location, at lots of things to do around the property very practical for family get together ❤️ "
3 Mi to Disney: Home w/ Hot Tub in Margaritaville!
Spacious Kissimmee Family Home w/ Game Room & Pool
Interior

Spacious Kissimmee Family Home w/ Game Room & Pool

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great host Stay was such a pleasure. He even gave us a checkout time extension at a short notice "
Spacious Kissimmee Family Home w/ Game Room & Pool
8918 Sydney Avenue
Miscellaneous

8918 Sydney Avenue

3.0 star property
10.0 out of 10, Exceptional, (1)
8918 Sydney Avenue
Up to Scale With Margaritas
Exterior

Up to Scale With Margaritas

3.0 star property
9.0 out of 10, Wonderful, (8)
"The property the check-in everything is excellent. I enjoy staying other place."
Up to Scale With Margaritas
Spacious Home W/private Pool/spa & Free Waterpark!
Miscellaneous

Spacious Home W/private Pool/spa & Free Waterpark!

4.0 star property
8.0 out of 10, Very good, (2)
"The place is good, but there came a time when we felt uncomfortable, because they did not guide you well and everything you needed to know about the place. Whatever we did due to lack of orientation, they threatened us that it couldn't be done and we had to call the police. We felt intimidated during our stay. We also couldn't use the attractions, swimming pool, parks of the place because the check in of the house was different from that of the surroundings and there was a discrepancy on the...
Spacious Home W/private Pool/spa & Free Waterpark!
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Interior

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

3.0 star property
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."
The price is RM596
RM1,511 total
includes taxes & fees
25 Sept - 26 Sept
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Winter Haven Vacation Rental w/ Patio & Gas Grill!
Property grounds

Winter Haven Vacation Rental w/ Patio & Gas Grill!

3.0 star property
Winter Haven Vacation Rental w/ Patio & Gas Grill!
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

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Wonderful"
Breyana 2-night trip
Posted 1 day ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Find out more about Lakeland - Winter Haven

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Cottages information

Number of reviews
233
Accommodation
59 Cottages
Lowest Price
RM318
Highest Price
RM1,511

Frequently asked questions

How much do cottages in Lakeland - Winter Haven cost?
Cottages in Lakeland - Winter Haven range between RM318 and RM1,511 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 59 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!

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Explore a world of travel with Expedia