Photo by Visit Central Florida

Lakeland - Winter Haven Vacation Rentals

Check prices for these dates

Our top choices for Lakeland - Winter Haven vacation rentals

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, (7,316 reviews)
"excellent resort"
Canada
Jeremy
$111 nightly
The price is $125
Dec 13 - Dec 14
Total with taxes and fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

2. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (5,315 reviews)
"Great stay"
United States
Jonatan
$86 nightly
The price is $97
Dec 6 - Dec 7
Total with taxes and fees
Vacation Village Orlando, Celebration

3. 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, (589 reviews)
"Great place to stay. Large rooms. Had two bedrooms/bathrooms with king size bed in each room. Lots of things to do. Even had 18 hole Putt Putt course to enjoy for free."
United States
Lynn
$118 nightly
The price is $132
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Club Vacations Orlando Breeze Resort by IHG

4. 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, (2,374 reviews)
"Great stay!"
United States
Haley
$435 nightly
The price is $494
Nov 15 - Nov 16
Total with taxes and fees
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

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, (227 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
$111 nightly
The price is $124
Nov 18 - Nov 19
Total with taxes and fees
Camp Mack Lodge, Marina & RV Resort

6. Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (388 reviews)
"My favorite place to stay in Kissimmee"
United States
James
$100 nightly
The price is $114
Dec 14 - Dec 15
Total with taxes and fees
Barefoot'n Resort Kissimmee Orlando

7. Marriott's Royal Palms

Marriott's Royal Palms
4.0 star property
Orlando
9.4 out of 10, Exceptional, (330 reviews)
"Our stay was amazing! Perfect for our family of 4, but easily could have accommodated 6! Very clean, spacious, quiet, and close to Disney World."
United States
Makenzie
$184 nightly
The price is $207
Dec 14 - Dec 15
Total with taxes and fees
Marriott's Royal Palms

8. WorldQuest Orlando Resort

WorldQuest Orlando Resort
4.0 star property
Orlando
8.4 out of 10, Very good, (4,108 reviews)
"One of my favorite places to stay in Orlando"
United States
Jodi
WorldQuest Orlando Resort

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
$231 nightly
The price is $259
Nov 29 - Nov 30
Total with taxes and fees
BlockHaven near Legoland & Disney

10. 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
$72 nightly
The price is $81
Nov 21 - Nov 22
Total with taxes and fees
Lake Ida Beach Resort

11. Marriott's Sabal Palms

Marriott's Sabal Palms
4.0 star property
Orlando
9.6 out of 10, Exceptional, (252 reviews)
"Everything was perfect. It was easy access to all the fun spots, and you get to come Home to peace and quiet."
United States
Warren
$172 nightly
The price is $194
Dec 7 - Dec 8
Total with taxes and fees
Marriott's Sabal Palms

12. The Russell Lake House

The Russell Lake House
Winter Haven
9.8 out of 10, Exceptional, (25 reviews)
"Nice place!"
United States
Jake D.
$174 nightly
The price is $194
Nov 16 - Nov 17
Total with taxes and fees
The Russell Lake House

13. Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,947 reviews)
"Our favorite hotel to book in Orlando!"
United States
Mary
$101 nightly
The price is $115
Dec 14 - Dec 15
Total with taxes and fees
Barefoot Suites

14. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,511 reviews)
"Excellent place to stay and CLEAN"
United States
Kristyn
$140 nightly
The price is $157
Nov 18 - Nov 19
Total with taxes and fees
The Berkley, Orlando

15. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (189 reviews)
"Enjoyed stay"
United States
Shanequa
$99 nightly
The price is $111
Nov 29 - Nov 30
Total with taxes and fees
Lifetime of Vacations Resort

16. Dundee | 2 Queen Bed Nmsk

Dundee | 2 Queen Bed Nmsk
Dundee FL
10.0 out of 10, Exceptional, (90 reviews)
"Location is close to Legoland, so perfect for families visiting with kids."
United States
Anonymous traveler
$89 nightly
The price is $98
Nov 14 - Nov 15
Total with taxes and fees
Dundee | 2 Queen Bed Nmsk

17. 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, (3,278 reviews)
"Nice property friendly place"
United States
Tina
$245 nightly
The price is $278
Nov 15 - Nov 16
Total with taxes and fees
Regal Oaks Resort Vacation Townhomes by IDILIQ

18. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (292 reviews)
"Clean rooms and great parking."
United States
Rose
$81 nightly
The price is $91
Nov 30 - Dec 1
Total with taxes and fees
Grand Lake Resort

19. Landing Apartments Lakeland Near Winston

Landing Apartments Lakeland Near Winston
3.5 star property
Lakeland
9.4 out of 10, Exceptional, (9 reviews)
"Trip was great"
United States
Manuel
$245 nightly
The price is $275
Nov 17 - Nov 18
Total with taxes and fees
Landing Apartments Lakeland Near Winston

20. Legoland Splash Escape with pool and hot tub!

Legoland Splash Escape with pool and hot tub!
Winter Haven
9.8 out of 10, Exceptional, (79 reviews)
"Great location"
United States
Michelle
$289 nightly
The price is $320
Nov 15 - Nov 16
Total with taxes and fees
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.

Find vacation rentals that suit your style

Top Lakeland - Winter Haven Hotel Reviews

Explore a world of travel with Expedia