Winter Haven Vacation Rentals from NT$3,260: Search Short-Term Rentals

Q: What's the top vacation rental that Winter Haven has to offer?

Formosa Valley Resort by UNE Homes : This vacation home rental outside Winter Haven is equipped with an outdoor pool, air-conditioning, and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

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Our top choices for Winter Haven vacation rentals

A swimming pool with a fence, lounge chairs, and a palm tree.

1. Lake Ida Beach Resort

Winter Haven

Heather

NT$2,297 total

includes taxes & fees

Oct 29 - Oct 30

A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

2. BlockHaven near Legoland & Disney

Winter Haven

Yuliett

NT$7,617 total

includes taxes & fees

Nov 12 - Nov 13

A dining area with a round table, two chairs, a view of a lake, and a decorative wall piece.

3. Lakefront Vibes w/ Lanai! Bird-watching Paradise

Florence Villa

"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."

John

NT$13,150 total

includes taxes & fees

Oct 25 - Oct 26

A living room with a grey sofa, a coffee table, a flat-screen TV, and a fireplace.

4. 10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney

Winter Haven

NT$14,900 total

includes taxes & fees

Oct 26 - Oct 27

A modern reception area with a wooden panel design, a tiled floor, and a white door in the background.

5. Elita Inn

Dundee

lance

NT$2,041 total

includes taxes & fees

Oct 25 - Oct 26

A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a wooden floor.

6. Modern Dundee Townhome Near Lakes & Legoland!

Dundee

NT$11,501 total

includes taxes & fees

Oct 25 - Oct 26

7. Family Villa With Pool in Southern Dunes

Haines City

NT$16,798 total

includes taxes & fees

Nov 6 - Nov 7

A swimming pool with a water slide, surrounded by palm trees and a sunset.

8. The Grand Retreat at CG with pool

Champions Gate

A swimming pool with lounge chairs and umbrellas, a covered seating area, and a building with a balcony in the background.

9. Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Davenport

Rob

NT$4,307 total

includes taxes & fees

Oct 25 - Oct 26

A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

10. Vacation Village Orlando, Celebration

Kissimmee

Richard Allen

NT$3,480 total

includes taxes & fees

Nov 11 - Nov 12

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

11. Camp Mack Lodge, Marina & RV Resort

Lake Wales

Terri

NT$3,898 total

includes taxes & fees

Oct 25 - Oct 26

A living room with a sofa, a coffee table, and a dining table with chairs. There is a television mounted on the wall and a window with blinds.

12. Lyrios Vacation Rentals - The Palms

Kissimmee

NT$6,576 total

includes taxes & fees

Oct 25 - Oct 26

A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

13. Lifetime of Vacations Resort

Kissimmee

Alena

NT$3,521 total

includes taxes & fees

Nov 8 - Nov 9

A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

14. Grand Lake Resort

Kissimmee

Leslie

NT$3,260 total

includes taxes & fees

Nov 8 - Nov 9

A two-story house with a porch, surrounded by palm trees and greenery.

15. Barefoot'n Resort Kissimmee Orlando

Kissimmee

James

NT$4,189 total

includes taxes & fees

Oct 30 - Oct 31

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

16. Walkable Dixieland District Gem With Yard

Dixieland

NT$9,053 total

includes taxes & fees

Oct 25 - Oct 26

A residential house with a beige exterior, a white garage door, and a front yard with leaf-covered ground.

17. Golfview Pool Home Southern Dunes

Haines City

NT$16,235 total

includes taxes & fees

Oct 26 - Oct 27

A swimming pool with palm trees, a water slide, and a building with an arched entrance.

18. Spacious Townhome Near Disney, Free Parking

Regal Palms

Marquita

NT$9,733 total

includes taxes & fees

Oct 25 - Oct 26

An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

19. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

Cadine

NT$16,083 total

includes taxes & fees

Oct 26 - Oct 27

20. Vista Grande - Resort&spa - 15 Min to Disney!

Bahama Bay

Jessica

NT$10,640 total

includes taxes & fees

Oct 26 - Oct 27

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Top Winter Haven Hotel Reviews

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Parfait"

Best Western Plus Winter Haven Inn & Suites

10/10 Excellent

"My family and I enjoyed our stay here. The guy that checked us in was very helpful and accommodating. The hotel itself and the room was very clean as well. There were a few breakfast items to choose from which we enjoyed. The only thing was that they had a better selection on Saturday than Sunday so I didn’t really eat anything. There was also a bit of a line waiting for the elevator because only one was in use. Other than that, we enjoyed ourselves especially it being less than 5 minutes from Legoland."

Legoland Florida Hotel

8/10 Good

"Proximity to Legoland can't be beat - very convenient. Disappointed with check in - we were given a key card with a QR code on the back and were told that everything we need to know is on there. Couldn't find wifi password. Didn't find out about complimentary breakfast until our last day. Breakfast was surprisingly good and all you can eat (didn't care for the grits). QR code essentially takes you to Legoland webpage."

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent

"Amazing place to stay at. The villas were clean and beautiful. Lots of of room and space. There was a back deck, which was a nice hangout spot. The pool and waterpark were great. The kids enjoyed it very friendly staff and great location not far from Disney World. Our stay definitely felt like we were “ welcomed home.” would stay again!!!"

Find out more about Winter Haven

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Frequently asked questions

Can I find a vacation rental in Winter Haven?

Yes, there are vacation rentals in Winter Haven close to LEGOLAND® Florida, or you can choose a more secluded option if you'd like a relaxing place to stay. Visitors to Winter Haven speak positively about the scenic lakeside and top-notch restaurants in this destination. Leave time to check out the gardens and entertainment venues during your visit.

What's the top vacation rental that Winter Haven has to offer?

Formosa Valley Resort by UNE Homes: This vacation home rental outside Winter Haven is equipped with an outdoor pool, air-conditioning, and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

How many vacation rentals are there in Winter Haven?

Choose from 53 Expedia vacation rentals in Winter Haven for a memorable vacation.

What can I see and do in Winter Haven?

Family-friendly attractions include LEGOLAND® Florida and Peppa Pig Theme Park Florida, whereas The Circle B Bar Reserve and Inman Park are a couple of great spots to enjoy the outdoors. Theatre Winter Haven and Chain of Lakes Park are other places to visit while you're in town.

What are vacation rentals like in Winter Haven?

Vacation rentals are private properties you can book for a few days or a quick weekend in Winter Haven. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.

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Check prices for these dates

Our top choices for Winter Haven vacation rentals

1. Lake Ida Beach Resort

2. BlockHaven near Legoland & Disney

3. Lakefront Vibes w/ Lanai! Bird-watching Paradise

4. 10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney

5. Elita Inn

6. Modern Dundee Townhome Near Lakes & Legoland!

7. Family Villa With Pool in Southern Dunes

8. The Grand Retreat at CG with pool

9. Holiday Inn Club Vacations Orlando Breeze Resort by IHG

10. Vacation Village Orlando, Celebration

11. Camp Mack Lodge, Marina & RV Resort

12. Lyrios Vacation Rentals - The Palms

13. Lifetime of Vacations Resort

14. Grand Lake Resort

15. Barefoot'n Resort Kissimmee Orlando

16. Walkable Dixieland District Gem With Yard

17. Golfview Pool Home Southern Dunes

18. Spacious Townhome Near Disney, Free Parking

19. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

20. Vista Grande - Resort&spa - 15 Min to Disney!

Find vacation rentals that suit your style

Top Winter Haven Hotel Reviews

Kompose Boutique Resort at Theme Parks

Vacation Village Orlando, Celebration

Delta Hotels by Marriott Orlando Celebration

Disney's All Star Sports Resort

Best Western Plus Winter Haven Inn & Suites

Legoland Florida Hotel

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Hilton Vacation Club Aqua Sol Orlando West

Staybridge Suites Winter Haven Auburndale by IHG

Find out more about Winter Haven

Frequently asked questions

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