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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Lakeland - Winter Haven holiday rentals

A riverside cabin with a dock, surrounded by lush greenery and a cloudy sky.

1. Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (225 reviews)
"Camp Mack is an awesome place for getting away for a few days or longer. The surroundings are beautiful, and the people are so friendly."
United States
Terri
The price is ₹9,623
₹10,778 total
includes taxes & fees
11 Oct - 12 Oct
Camp Mack Lodge, Marina & RV Resort
A swimming pool with a waterfall feature, lounge chairs, and a gazebo.

2. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (7,009 reviews)
"Great place to stay!"
United States
Melissa
The price is ₹13,239
₹14,894 total
includes taxes & fees
29 Oct - 30 Oct
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

3. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (8 reviews)
"Very nice house for a small family! Close to everything!"
United States
Yuliett
The price is ₹6,194
₹24,604 total
includes taxes & fees
18 Oct - 19 Oct
BlockHaven near Legoland & Disney
A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

4. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (5,139 reviews)
"Great friendly staff close to the parks and great food and transportation to local fun spots it was my second visit and ill deffinetly be back again"
United States
Zachary
The price is ₹6,567
₹9,873 total
includes taxes & fees
25 Oct - 26 Oct
Vacation Village Orlando, Celebration
A two-story house with a porch, surrounded by palm trees and greenery.

5. Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (375 reviews)
"Nice rooms pool was great definitely will be back"
United States
Gilbert
The price is ₹8,549
₹10,911 total
includes taxes & fees
15 Oct - 16 Oct
Barefoot'n Resort Kissimmee Orlando
A swimming pool with a fence, lounge chairs, and a palm tree.

6. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (197 reviews)
"Clean room and private area loved it"
United States
Heather
The price is ₹6,346
₹7,107 total
includes taxes & fees
15 Oct - 16 Oct
Lake Ida Beach Resort
A golf course with a large rock formation, palm trees, and a well-maintained green.

7. Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Holiday Inn Club Vacations Orlando Breeze Resort by IHG
3.5 star property
Davenport
9.2 out of 10, Wonderful, (581 reviews)
"Very nice and clean"
United States
Rob
The price is ₹11,131
₹14,472 total
includes taxes & fees
15 Oct - 16 Oct
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

8. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
9.0 out of 10, Wonderful, (2,308 reviews)
"Clean property, friendly staff, close to everything!"
United States
Matthew
The price is ₹17,332
₹45,633 total
includes taxes & fees
20 Oct - 21 Oct
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

9. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (183 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is ₹7,186
₹9,801 total
includes taxes & fees
11 Oct - 12 Oct
Lifetime of Vacations Resort
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"The waterpark is super fun. Great for families"
Sarah 5-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Find out more about Lakeland - Winter Haven

Holiday Rentals in Lakeland - Winter Haven

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