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Featured Cottages in Lakeland - Winter Haven

Lafitte's Landing Lakeview Cottage - Lakefront!

3.0 star property
10.0 out of 10, Exceptional, (7)
"Beautiful Cottage and enjoyed the back deck overlooking the lake. Great family vacation spot."
Lafitte's Landing Lakeview Cottage - Lakefront!

8000 Lost Shaker Lane

3.0 star property
9.6 out of 10, Exceptional, (7)
"The house is absolutely beautiful. Very clean and has everything you need. Unfortunately you can’t use the pool which I didn’t understand so that was the only downside. The property is gorgeous. "
8000 Lost Shaker Lane

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (177)
"We have stayed here several times. "
The price is AU$116
includes taxes & fees
2 Sept - 3 Sept
Lake Ida Beach Resort

Family 4BR Home w/ Resort Pool Near Disney

3.0 star property
Family 4BR Home w/ Resort Pool Near Disney

3000 Latitude Lane

3.0 star property
9.6 out of 10, Exceptional, (4)
"Great stay!"
3000 Latitude Lane

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!

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!

Lake Wales Vacation Rental w/ Screened-In Porch!

10.0 out of 10, Exceptional, (19)
"Perfect place for a family wedding we were attending. Close to downtown Lake Wales which was really cute and not too far from Disney world which we went to for 1 day."
Lake Wales Vacation Rental w/ Screened-In Porch!

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!

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!

3.0 star property
Lakeland Cottage w/ Pool Access + Screened Porch!

Cozy Lakeside Cottage near Legoland, Winter Haven! Florida vacation ready!

10.0 out of 10, Exceptional, (7)
"This place is great. Can hold 4 boats with 4 people. Great place!!!"
Cozy Lakeside Cottage near Legoland, Winter Haven! Florida vacation ready!

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

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

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

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

3.0 star property
10.0 out of 10, Exceptional, (1)
8918 Sydney Avenue

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

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!

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

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 AU$550
includes taxes & fees
1 Sept - 2 Sept
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
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

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Cottages information

Number of reviews
Accommodation
66 Cottages
Lowest Price
AU$116
Highest Price
AU$550

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Frequently asked questions

How much do cottages in Lakeland - Winter Haven cost?
Prices for cottages in Lakeland - Winter Haven range between AU$116 and AU$550 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 66 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.