Search Lakeland - Winter Haven Cottages

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Cottages in Lakeland - Winter Haven

House (3 Bedrooms) | Interior
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)
"This house is absolutely beautiful! Prior to arrival, all needed info- check-in, wifi code, door access, everything was communicated. The master bedroom, with it's own hallway and bathroom, has a lounge style sitting room attached. The patio is larger than it appears in the photos. The lake out back is so peaceful. The kitchen is fully equipped with all you'll need. The owner/ manager texted just to see how things were going. Very thoughtful! It was a great vacation rental and i will definitely...
United States
ANGELA G
$338 nightly
The price is $375
Dec 10 - Dec 11
Total with taxes and fees
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Interior
Solterra Swanky

Solterra Swanky

3.0 star property
Solterra Resort
$371 nightly
The price is $415
Dec 1 - Dec 2
Total with taxes and fees
Solterra Swanky
Children's area
Charming 2-bedroom cottage in Kissimmee

Charming 2-bedroom cottage in Kissimmee

2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
"Kudos to the hosts. A seamless experience. My first ever vacation rental and I was very impressed. The cottage was super clean and was equipped with everything and then some. "
United States
Gail E.
$187 nightly
The price is $208
Nov 18 - Nov 19
Total with taxes and fees
Charming 2-bedroom cottage in Kissimmee
Property grounds
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, (1)
"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.
$132 nightly
The price is $145
Nov 17 - Nov 18
Total with taxes and fees
This old Florida feeling getaway is 420 friendly and a great place to just relax
Property grounds
Hidden Lake View Cottage 5 miles from Disney!

Hidden Lake View Cottage 5 miles from Disney!

Kissimmee
9.0 out of 10, Wonderful, (2)
"Awesome"
United States
Bulmaro S.
$195 nightly
The price is $219
Dec 1 - Dec 2
Total with taxes and fees
Hidden Lake View Cottage 5 miles from Disney!
Porch
Lake Ida Beach Resort

Lake Ida Beach Resort

3.0 star property
Winter Haven
7.4 out of 10, Good, (185)
"Lakeside view was great."
United States
Kenneth
$75 nightly
The price is $84
Nov 17 - Nov 18
Total with taxes and fees
Lake Ida Beach Resort
Exterior
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (2)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
$256 nightly
The price is $281
Nov 17 - Nov 18
Total with taxes and fees
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Exterior
Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation

3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
$173 nightly
The price is $193
Nov 18 - Nov 19
Total with taxes and fees
Perfect Place for a Perfect Vacation
Microwave, stovetop
Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE

2.0 star property
Kissimmee
8.0 out of 10, Very Good, (1)
"The location was great. We really just needed somewhere to sleep because we spent the day at the Disney Parks. The place had enough beds and was a great price."
United States
Christine M.
$155 nightly
The price is $173
Dec 7 - Dec 8
Total with taxes and fees
Tiny house close to Disney KISSIMMEE
Exterior
Luxury Cottage Near Legoland & Chain of Lakes

Luxury Cottage Near Legoland & Chain of Lakes

Lake Hamilton
10.0 out of 10, Exceptional, (6)
"We enjoyed our stay in this cosy cottage. It has everything you need for a stay. Clean and very responsive to any issues. We would definitely recommend."
Germany
Stephanie B.
$188 nightly
The price is $208
Nov 17 - Nov 18
Total with taxes and fees
Luxury Cottage Near Legoland & Chain of Lakes
House (4 Bedrooms) | Interior
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

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

3.0 star property
Indian Ridge
$376 nightly
The price is $423
Nov 18 - Nov 19
Total with taxes and fees
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
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)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
United States
Jennifer b.
$253 nightly
The price is $283
Nov 26 - Nov 27
Total with taxes and fees
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Exterior
Disney, Universal and Legoland Getaway

Disney, Universal and Legoland Getaway

Kissimmee
9.2 out of 10, Wonderful, (9)
"I love the place ! It was beautiful! Enough room for everyone "
United States
Anthony M.
$214 nightly
The price is $240
Nov 24 - Nov 25
Total with taxes and fees
Disney, Universal and Legoland Getaway
Microwave, oven, stovetop
Charming Historic Cottage with Cozy Porch and Garden Retreat

Charming Historic Cottage with Cozy Porch and Garden Retreat

Polk City
$240 nightly
The price is $266
Nov 23 - Nov 24
Total with taxes and fees
Charming Historic Cottage with Cozy Porch and Garden Retreat
House (4 Bedrooms) | Interior
Terra Verde Swanky

Terra Verde Swanky

3.0 star property
Kissimmee
$280 nightly
The price is $317
Nov 20 - Nov 21
Total with taxes and fees
Terra Verde Swanky
Interior
Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions

Kissimmee
$183 nightly
The price is $205
Nov 20 - Nov 21
Total with taxes and fees
Family-Friendly Cottage Near Orlando’s Top Attractions
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
$192 nightly
The price is $215
Nov 17 - Nov 18
Total with taxes and fees
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Property grounds
Fully-Stocked Cozy Tropical Cottage-4 mi to Disney

Fully-Stocked Cozy Tropical Cottage-4 mi to Disney

Kissimmee
$233 nightly
The price is $260
Nov 26 - Nov 27
Total with taxes and fees
Fully-Stocked Cozy Tropical Cottage-4 mi to Disney
Exterior
Comfy Cottage near Disney with Margaritaville Resort & Island H2O Access -.

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

Kissimmee
$422 nightly
The price is $472
Dec 14 - Dec 15
Total with taxes and fees
Comfy Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Exterior
Sunny Cottage near Disney with Margaritaville Resort & Island H2O Access -.

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

Kissimmee
$438 nightly
The price is $490
Dec 14 - Dec 15
Total with taxes and fees
Sunny Cottage near Disney with Margaritaville Resort & Island H2O Access -.
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
"The staff was great and my granddaughter loved the water park!!! Also , we were able to get the frozen yogurt every day with all different toppings 😊"
debbie 8-night trip
Posted 2 days ago
Hilton Vacation Club Aqua Sol Orlando West

Find out more about Lakeland - Winter Haven

Lakeland - Winter Haven Cottages information

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Frequently asked questions

How much do cottages in Lakeland - Winter Haven cost?
Cottages in Lakeland - Winter Haven range between and 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 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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