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Our top choices for Winter Haven cottages

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (193 reviews)
"Was probably once a great time place. Owner was nice. Night time neighborhood is a bit noisy guess it's just how people act now no respect for property."
United States
wade
The price is AED 250
AED 280 total
includes taxes & fees
7 Jul - 8 Jul
Lake Ida Beach Resort

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
8.8 out of 10, Excellent, (5 reviews)
"Wonderful little cottage filled with fun for the whole family. Cozy backyard to enjoy some sunshine and read a book. Close to downtown shops and restaurants. Owners were quick to respond to questions. Would happily stay here again."
United States
Rachel B.
The price is AED 422
AED 1,024 total
includes taxes & fees
24 Jun - 25 Jun
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Hook, Line & Leisure: Lakefront Gem w/ Porch!

Hook, Line & Leisure: Lakefront Gem w/ Porch!
3.0 star property
Winter Haven
10.0 out of 10, Exceptional, (3 reviews)
"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."
United States
John
The price is AED 500
AED 1,478 total
includes taxes & fees
13 Jul - 14 Jul
Hook, Line & Leisure: Lakefront Gem w/ Porch!

Charming Historic Cottage with Cozy Porch and Garden Retreat

Charming Historic Cottage with Cozy Porch and Garden Retreat
Polk City
10.0 out of 10, Exceptional, (3 reviews)
"Clean comfort all ok"
United States
Donald P.
The price is AED 304
AED 764 total
includes taxes & fees
25 Jun - 26 Jun
Charming Historic Cottage with Cozy Porch and Garden Retreat

Oasis Near Disney w Golf View, Family&pet Friendly

Oasis Near Disney w Golf View, Family&pet Friendly
3.0 star property
Reunion
The price is AED 294
AED 1,305 total
includes taxes & fees
24 Jun - 25 Jun
Oasis Near Disney w Golf View, Family&pet Friendly

Walkable Dixieland District Gem With Yard

Walkable Dixieland District Gem With Yard
2.0 star property
Dixieland
The price is AED 360
AED 1,020 total
includes taxes & fees
24 Jun - 25 Jun
Walkable Dixieland District Gem With Yard

Family Resort Home w Pool, BBQ & Game Room

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is AED 518
AED 1,358 total
includes taxes & fees
14 Jul - 15 Jul
Family Resort Home w Pool, BBQ & Game Room

Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney

Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
Davenport
5.0 out of 10, (2 reviews)
"Needs some upgrades. The bed was a full size, very small for a couple, should really think of upgrading to a king. Pans were old and could use replacing. Bugs and ants constant. Shower was small. Very small tv. Stovetop had missing nob and was difficult to operate. Definitely needs upgrading, left a day early, didn’t feel comfortable there. "
United States
Rebecca F.
The price is AED 294
AED 609 total
includes taxes & fees
24 Jun - 25 Jun
Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney

Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is AED 324
AED 740 total
includes taxes & fees
24 Jun - 25 Jun
Perfect Place for a Perfect Vacation

Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Perfect location to enjoy Universal Epic and Islands of Adventure with only a 15 minute ride. The beds were very comfortable and the place is clean. We were welcomed with a cute sign, bottled water and cookies. Will definitely stay here again!"
United States
Joyce R.
The price is AED 386
AED 814 total
includes taxes & fees
14 Jul - 15 Jul
Family-Friendly Cottage Near Orlando’s Top Attractions

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
United States
Jennifer b.
The price is AED 311
AED 1,091 total
includes taxes & fees
24 Jun - 25 Jun
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Kissimmee
The price is AED 340
AED 793 total
includes taxes & fees
27 Jun - 28 Jun
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.4 out of 10, Very Good, (8 reviews)
"Nice, Cute little place"
United States
Brenda N.
The price is AED 250
AED 628 total
includes taxes & fees
24 Jun - 25 Jun
Tiny house close to Disney KISSIMMEE

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.6 out of 10, Exceptional, (10 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
The price is AED 360
AED 1,008 total
includes taxes & fees
29 Jun - 30 Jun
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is AED 332
AED 1,449 total
includes taxes & fees
26 Jun - 27 Jun
Serenity - Family & Pet Friendly, Amazing Location

Golf, Dine & Unwind Poolside! Haines City Getaway

Golf, Dine & Unwind Poolside! Haines City Getaway
3.0 star property
Haines City
The price is AED 606
AED 1,559 total
includes taxes & fees
24 Jun - 25 Jun
Golf, Dine & Unwind Poolside! Haines City Getaway

Upstay Disney 5BR Movie Mansionwindsor Cay Resort

Upstay Disney 5BR Movie Mansionwindsor Cay Resort
3.0 star property
Clermont
The price is AED 893
AED 1,924 total
includes taxes & fees
25 Jun - 26 Jun
Upstay Disney 5BR Movie Mansionwindsor Cay Resort

Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas

Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
3.5 star property
Reunion
The price is AED 1,183
AED 2,942 total
includes taxes & fees
6 Jul - 7 Jul
Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas

Davenport Basecamp! 3BR Family Home w/ Patio

Davenport Basecamp! 3BR Family Home w/ Patio
3.0 star property
Davenport
The price is AED 518
AED 1,234 total
includes taxes & fees
24 Jun - 25 Jun
Davenport Basecamp! 3BR Family Home w/ Patio

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
Indian Ridge
The price is AED 426
AED 1,631 total
includes taxes & fees
30 Jun - 1 Jul
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
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 Winter Haven Hotel Reviews

Frequently asked questions

How much do cottages in Winter Haven cost?
Cottages in Winter Haven range between AED 280 and AED 2,942 per night. These properties offer a chance to get in tune with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Winter Haven?
Pack your suitcases and pick from 1993 cottages in Winter Haven. Thinking about a place where you can get in touch with nature? Expedia can help you find your ideal stay in only a click or two.
Why book your cottage in Winter Haven with Expedia?
Booking a cottage in Winter Haven is as simple as working out your travel dates and picking your ideal place for a getaway in nature. From chic retreats to low-cost stays and cottages that have amenities like laundry facilities, Expedia has something for all tastes and styles. As for the best offers around? We've got them too!
How can I find cheap cottages in Winter Haven?
A great way to track down cheap cottages in Winter Haven is with Expedia's useful filter tool. Tailor your search results by star rating, amenities and budget to discover unbeatable bargains in a few clicks.