A baseball player in a white uniform with the number 20, a catcher in an orange uniform, and an umpire standing behind the catcher.

Lakeland - Winter Haven Vacation Rentals

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Check prices for these dates

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

Our top choices for Lakeland - Winter Haven vacation 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 NT$3,399
NT$3,807 total
includes taxes & fees
Oct 11 - Oct 12
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, (6,995 reviews)
"Great place to stay!"
United States
Melissa
The price is NT$4,349
NT$4,893 total
includes taxes & fees
Oct 28 - Oct 29
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 NT$2,035
NT$8,083 total
includes taxes & fees
Oct 12 - Oct 13
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, (5,135 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 NT$2,175
NT$3,264 total
includes taxes & fees
Nov 1 - Nov 2
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 NT$2,832
NT$3,611 total
includes taxes & fees
Oct 13 - Oct 14
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 NT$2,260
NT$2,532 total
includes taxes & fees
Oct 9 - Oct 10
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 NT$3,656
NT$4,753 total
includes taxes & fees
Oct 12 - Oct 13
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, (2,305 reviews)
"Clean property, friendly staff, close to everything!"
United States
Matthew
The price is NT$6,326
NT$15,709 total
includes taxes & fees
Oct 20 - Oct 21
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, (182 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is NT$2,360
NT$3,220 total
includes taxes & fees
Oct 11 - Oct 12
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

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Great place clean and you don’t have to leave property except to go to Millers which is at the back entrance when entering property. DO NOT buy timeshares here, EVER. Go to the sales meeting and get the free stuff and run."
Timothy 3-night trip
Posted 12 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

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