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Lakeland - Winter Haven Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Lakeland - Winter Haven holiday rentals

A swimming pool with a waterfall feature, lounge chairs, and a gazebo.

1. 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, (7,165 reviews)
"great place to stay!"
United States
Julie
The price is HK$872
HK$981 total
includes taxes & fees
16 Nov - 17 Nov
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

2. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (5,230 reviews)
"Awesome place to stay!"
United States
Richard Allen
The price is HK$566
HK$838 total
includes taxes & fees
10 Nov - 11 Nov
Vacation Village Orlando, Celebration
An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

3. 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, (2,335 reviews)
"The cottages wonderful will book again"
United States
Cadine
The price is HK$1,443
HK$3,742 total
includes taxes & fees
2 Nov - 3 Nov
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
A swimming pool with lounge chairs and umbrellas, a covered seating area, and a building with a balcony in the background.

4. 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, (584 reviews)
"Very nice and clean"
United States
Rob
The price is HK$918
HK$1,190 total
includes taxes & fees
27 Oct - 28 Oct
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
A riverside cabin with a dock, surrounded by lush greenery and a cloudy sky.

5. 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 HK$839
HK$939 total
includes taxes & fees
27 Oct - 28 Oct
Camp Mack Lodge, Marina & RV Resort
Exterior

6. WorldQuest Orlando Resort

WorldQuest Orlando Resort
4.0 star property
Orlando
8.4 out of 10, Very good, (4,107 reviews)
"One of my favorite places to stay in Orlando"
United States
Jodi
The price is HK$981
HK$2,450 total
includes taxes & fees
27 Oct - 28 Oct
WorldQuest Orlando Resort
A two-story house with a porch, surrounded by palm trees and greenery.

7. Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (381 reviews)
"My favorite place to stay in Kissimmee"
United States
James
The price is HK$803
HK$1,009 total
includes taxes & fees
30 Oct - 31 Oct
Barefoot'n Resort Kissimmee Orlando
A resort with a central swimming pool, lounge areas, and a landscaped garden.

8. Marriott's Royal Palms

Marriott's Royal Palms
4.0 star property
Orlando
9.4 out of 10, Exceptional, (326 reviews)
"Place is minutes from away from Disney Springs and major attractions, clean and modern, with a wonderful golf course."
United States
Ernie
The price is HK$1,380
HK$1,553 total
includes taxes & fees
18 Nov - 19 Nov
Marriott's Royal Palms
A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

9. 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 HK$358
HK$1,832 total
includes taxes & fees
12 Nov - 13 Nov
BlockHaven near Legoland & Disney
An aerial view of a resort with two large swimming pools, a tennis court, and a small playground.

10. Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,941 reviews)
"Our favorite hotel to book in Orlando!"
United States
Mary
The price is HK$865
HK$1,136 total
includes taxes & fees
27 Oct - 28 Oct
Barefoot Suites
A spacious lobby with modern furniture, large windows, and a grand piano.

11. Marriott's Sabal Palms

Marriott's Sabal Palms
4.0 star property
Orlando
9.6 out of 10, Exceptional, (244 reviews)
"The Hotel was fantastic and made travel to Disney World super easy"
United States
Marco
The price is HK$1,388
HK$1,562 total
includes taxes & fees
22 Nov - 23 Nov
Marriott's Sabal Palms
A resort with a large central pool, multiple guest villas, and a scenic view of the surrounding landscape.

12. Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
Kissimmee
8.4 out of 10, Very good, (3,266 reviews)
"Nice property friendly place"
United States
Tina
Regal Oaks Resort Vacation Townhomes by IDILIQ
A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

13. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,480 reviews)
"Excellent place to stay and CLEAN"
United States
Kristyn
The price is HK$989
HK$1,201 total
includes taxes & fees
15 Nov - 16 Nov
The Berkley, Orlando
A swimming pool with a fence, lounge chairs, and a palm tree.

14. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (198 reviews)
"Clean room and private area loved it"
United States
Heather
The price is HK$494
HK$553 total
includes taxes & fees
29 Oct - 30 Oct
Lake Ida Beach Resort
A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

15. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (273 reviews)
"Very nice room for families! Loved having the kitchen will come back to explore more next time."
United States
Leslie
The price is HK$630
HK$786 total
includes taxes & fees
8 Nov - 9 Nov
Grand Lake Resort
A pool area with a waterfall, palm trees, and a rocky backdrop.

16. Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,632 reviews)
"Huge property - not a golfer but still enjoyed the stay"
United States
Karen G
The price is HK$2,322
HK$3,007 total
includes taxes & fees
27 Oct - 28 Oct
Reunion Resort & Golf Club
A view of a park with a lake, benches, and trees.

17. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (186 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is HK$630
HK$848 total
includes taxes & fees
8 Nov - 9 Nov
Lifetime of Vacations Resort
A swimming pool with lounge chairs, surrounded by palm trees and a dock extending into a body of water, during sunset.

18. The Russell Lake House

The Russell Lake House
Winter Haven
9.8 out of 10, Exceptional, (25 reviews)
"Nice place!"
United States
Jake D.
The price is HK$529
HK$1,644 total
includes taxes & fees
30 Oct - 31 Oct
The Russell Lake House
Aerial view

19. Bahama Bay Resort

Bahama Bay Resort
3.5 star property
Bahama Bay
8.6 out of 10, Excellent, (2,101 reviews)
"Had a wonderful stay at Bahama Bay Resort. The property was clean, comfortable, and had everything we needed for a relaxing stay. The resort itself was beautiful and peaceful, and the location was convenient. Everything went smoothly from check-in to check-out. Would definitely stay here again!"
United States
Kavya
The price is HK$1,481
HK$3,568 total
includes taxes & fees
30 Oct - 31 Oct
Bahama Bay Resort
An outdoor hot tub area with a pool, surrounded by chairs and a table.

20. Legoland Splash Escape with pool and hot tub!

Legoland Splash Escape with pool and hot tub!
Winter Haven
10.0 out of 10, Exceptional, (77 reviews)
"Great location"
United States
Michelle
The price is HK$776
HK$2,291 total
includes taxes & fees
1 Nov - 2 Nov
Legoland Splash Escape with pool and hot tub!
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

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

8/10 Good
"Estuvo bueno pero lleven pasta de dientes q no ponen jij y la ducha no echa bien agua"
Jenifer 2-night trip
Posted 1 hour ago
Embassy Suites By Hilton Orlando Sunset Walk

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