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Check prices for these dates

Next weekend
21 Saf. - 23 Saf.
In two weeks
28 Saf. - 2 Rab. I
In one month
14 Rab. I - 16 Rab. I
In two months
11 Rab. II - 13 Rab. II

Compare Cottages in Winter Haven with updated reviews, rates, and availability.

Lake Ida Beach Resort
Room

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (168)
"Very nice stay...2 days. Very comfortable. Recommend. "
The price is SAR 256
SAR 287 total
includes taxes & fees
1 Mar - 2 Mar
Lake Ida Beach Resort
Large Villa W/private Pool & Game Room! Waterpark
Pool

Large Villa W/private Pool & Game Room! Waterpark

3.5 star property
9.6 out of 10, Exceptional, (10)
"Great property! Was perfect for our family and made down time from the parks really nice."
Large Villa W/private Pool & Game Room! Waterpark
Cottage w/ Private Pool - Walk to Lake Wales!
Lake Wales Vacation Rental | 2BR | 2BA | 1,000 Sq Ft | Steps Required

Cottage w/ Private Pool - Walk to Lake Wales!

10.0 out of 10, Exceptional, (57)
"cute place, parking different, no dishwasher, so dishes could've been cleaner, small appliances should be replaced. Nice yard and patio. clean bathroom always a plus!"
Cottage w/ Private Pool - Walk to Lake Wales!
Home w/ Hot Tub: 4 Mi to Disney!
Kissimmee Vacation Rental | 4BR | 3BA | 2 Stories | 1,500 Sq Ft

Home w/ Hot Tub: 4 Mi to Disney!

9.4 out of 10, Exceptional, (30)
"Family friendly home. We stayed here for a multi family trip to Disney. We especially love that there were two primary rooms with king beds and on suites. The house has all the necessities in the kitchen, with coffee /keurig combo , cups and plates, and other cookie necessities. Very comfortable and specious stay and would highly recommend. "
Home w/ Hot Tub: 4 Mi to Disney!
Townhome W/private Pool & Themed Rooms, Near Wdw!
Pool

Townhome W/private Pool & Themed Rooms, Near Wdw!

4.0 star property
9.6 out of 10, Exceptional, (5)
"Great home and great resort! Loved having a private pool at the house and then all amenities included with the resort. Family had a great time. "
Townhome W/private Pool & Themed Rooms, Near Wdw!
Mulberry Garden Cottage
Exterior detail

Mulberry Garden Cottage

9.2 out of 10, Wonderful, (20)
"I had to extend my stay in town. I liked the cottage and hosts enough to extend my stay in their cottage."
The price is SAR 293
SAR 592 total
includes taxes & fees
26 Feb - 27 Feb
Mulberry Garden Cottage
~ 10 Mi to Animal Kingdom: Davenport Family Home
Living area

~ 10 Mi to Animal Kingdom: Davenport Family Home

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect two day stay for us … close to everything we n ended it to be. "
~ 10 Mi to Animal Kingdom: Davenport Family Home
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
Pool

Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003

3.0 star property
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
Parkside Serenity by Avantstay Private Pool!
Pool

Parkside Serenity by Avantstay Private Pool!

3.0 star property
Parkside Serenity by Avantstay Private Pool!
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
Living room

Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621

3.0 star property
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
1 bedroom, private laundry in resort near Disney!!
Exterior of cottage

1 bedroom, private laundry in resort near Disney!!

9.2 out of 10, Wonderful, (127)
"I will start by saying that this place is great. It is located in a gated RV/small home park with plenty of open spaces and amenities, near the Old Town area. It is economical and quite a bang for the buck. There were a couple of issues (the most notable one being a rather noisy washing machine, although Shawna said it was new and she'd look into it). It was a bit small for us, but the location was great, and we liked the large dog run for our doodles.I do have to say the neighborhood may...
1 bedroom, private laundry in resort near Disney!!
Lakeland Cottage w/ Pool Access + Screened Porch!
Lakeland Vacation Rental | 2BR | 1BA | 960 Sq Ft | 6 Steps Required

Lakeland Cottage w/ Pool Access + Screened Porch!

10.0 out of 10, Exceptional, (1)
"Clean and great locating! "
Lakeland Cottage w/ Pool Access + Screened Porch!
4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!
Outdoor sitting area with water fountain.

4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!

9.8 out of 10, Exceptional, (24)
"Everything was super clean and great service "
4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!
Lakeview Cottage Escape. Close to BOK Tower Gardens, Legoland and Disney
View of dining area and kitchen

Lakeview Cottage Escape. Close to BOK Tower Gardens, Legoland and Disney

10.0 out of 10, Exceptional, (36)
"Only had time for an extended weekend but wish we had longer. House was in a quite neighborhood and right across the street from Crooked lake. Even got out one evening on the kayak and caught 4 bass! Hope to be back again!"
Lakeview Cottage Escape. Close to BOK Tower Gardens, Legoland and Disney
Townhome Splash Pool BBQ Free Water Park!
Property grounds

Townhome Splash Pool BBQ Free Water Park!

3.5 star property
9.6 out of 10, Exceptional, (9)
"Nice and relaxing quiet neighborhood "
Townhome Splash Pool BBQ Free Water Park!
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
Unwind in the private hot tub, soaking away your cares in the sunshine

Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly

10.0 out of 10, Exceptional, (4)
"It was a short but fun birthday weekend.I had asked for an early check in from the start and then ask to ask again on Friday and denied.Basically when we where getting in a couple left next to us and we had no neighbors."
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
6 Br / 4,5 Bath + Pool/Spa + Game Room / Less than 4 miles from Disney
Pool

6 Br / 4,5 Bath + Pool/Spa + Game Room / Less than 4 miles from Disney

9.6 out of 10, Exceptional, (9)
"Great location in a quiet gated community near Disney as well as grocery stores etc. House was big and spacious, with all appliances needed, and lots of beds & bathrooms. Only downside was that the cold weather made for very little pool time!"
6 Br / 4,5 Bath + Pool/Spa + Game Room / Less than 4 miles from Disney
Lake Wales Vacation Rental w/ Screened-In Porch!
Lake Wales Vacation Rental | 3BR | 2BA | 1,380 Sq Ft | 3 Steps Required to Enter

Lake Wales Vacation Rental w/ Screened-In Porch!

10.0 out of 10, Exceptional, (7)
"The property was as advertised. It was a great stay"
Lake Wales Vacation Rental w/ Screened-In Porch!
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities
The beachy eat-in kitchen offers ample space & all the comforts of home

Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great property. Very clean!"
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities
Sleek Home Near Downtown Lakeland w/ Yard!
Living area

Sleek Home Near Downtown Lakeland w/ Yard!

3.0 star property
Sleek Home Near Downtown Lakeland w/ Yard!
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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Other property types in Winter Haven

Margaritaville Resort Orlando Cottages by Rentyl
Front of property

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1193)
"We stayed at the cottages by Rentyl. Unit was spotless with a great location. It was missing tea towels and cloths to wash/dry dishes in the sink and a baking tray/ spatula for the oven but the rest was awesome. Valet and team were all on point. Pool area for main building and our private pool were clean and maintained- would definitely return. "
Margaritaville Resort Orlando Cottages by Rentyl
Summer Bay Orlando by Exploria Resorts
Property amenity

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5129)
"Excelente atención "
The price is SAR 456
SAR 631 total
includes taxes & fees
26 Feb - 27 Feb
Summer Bay Orlando by Exploria Resorts
Vacation Village at Parkway
Outdoor pool

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1452)
"Really big property prepare for long check in line and finding room and parking. Aside from that great location close by everything, suite had everything we needed. "
The price is SAR 359
SAR 463 total
includes taxes & fees
25 Feb - 26 Feb
Vacation Village at Parkway
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.

Frequently asked questions

How much do cottages in Winter Haven cost?
Cottages in Winter Haven range between and per night. These retreats offer a chance to touch base 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 choose from cottages in Winter Haven. Dreaming of a place where you can immerse yourself in nature? Expedia can help you find the ideal getaway in a few easy clicks.
Why book your cottage in Winter Haven with Expedia?
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