Search Winter Haven Cottage Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Cottages in Winter Haven

Lake Ida Beach Resort
3.0 star property
7.4 out of 10, Good, 157 reviews
"Was a wonderful peaceful stay"
The price is S$99
per night
5 Jul - 6 Jul
Lake Ida Beach Resort
Large Villa W/private Pool & Game Room! Waterpark
3.5 star property
9.8 out of 10, Exceptional, 7 reviews
"Very nice house and offers lots of space. The only thing is that the washer was not working which prevent us from washing our cloth."
Large Villa W/private Pool & Game Room! Waterpark
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
Save an average of 15% on thousands of hotels when you're signed in
Spacious Home W/private Pool/spa & Free Waterpark!
4.0 star property
10.0 out of 10, Exceptional, 1 review
Spacious Home W/private Pool/spa & Free Waterpark!
8000 Lost Shaker Lane
3.0 star property
9.4 out of 10, Exceptional, 3 reviews
"I liked there was entertainment, shopping, restaurants onsite. I didnt like if booked third party we couldnt enjoy the property "
8000 Lost Shaker Lane
Margaritaville Home + Hot Tub, 3 Mi to Disney
3.0 star property
10.0 out of 10, Exceptional, 1 review
"This place is great on all concerts, clean, right location, at lots of things to do around the property very practical for family get together ❤️ "
Margaritaville Home + Hot Tub, 3 Mi to Disney
Pet-friendly Cottage Near Downtown Lakeland
3.5 star property
8.0 out of 10, Very good, 1 review
"The home was as described & relatively clean. It was nice having a TV in the main bedroom. Location was very good for Sun n Fun Aviation Expo."
Pet-friendly Cottage Near Downtown Lakeland
Family-friendly Lakeland Home w/ Private Hot Tub!
3.0 star property
9.0 out of 10, Wonderful, 2 reviews
"This home is laid out nicely and met our needs for a quick weekend stay in Lakeland. The host, Letty, was a pleasure and provided very clear and easy to follow instructions. The home needs some updating, but was clean, comfortable and in a great location. "
Family-friendly Lakeland Home w/ Private Hot Tub!
Lakefront Frostproof Vacation Rental w/ Beach!
3.5 star property
10.0 out of 10, Exceptional, 1 review
"We thoroughly enjoyed our stay! The home was very clean. The floors were so clean when wiping up some water drips, there was not one spec of dirt on the paper towel! That is my measure for being clean! Home owners were excellent to work with. Texting answers to my many questions. We stayed while we were in town for the 12 Hours of Sebring race. Easy 30 minute drive to the track. Beautiful view of the lake with lounge chairs on a private beach behind the house. I can't say enough about...
Lakefront Frostproof Vacation Rental w/ Beach!
Sunlit Davenport Family Home w/ Lanai & Gas Grill!
3.0 star property
8.0 out of 10, Very good, 1 review
"House nicely kept, lots of room and beds for large gatherings. Clean, convenient washer and dryer in unit, great location, close to shops and restaurants. Overall, really nice place to stay. "
Sunlit Davenport Family Home w/ Lanai & Gas Grill!
Frankly Fintastic
3.0 star property
Frankly Fintastic
Kissimmee Vacation Home: Heated Pool, Near Disney!
3.0 star property
Kissimmee Vacation Home: Heated Pool, Near Disney!
Peaceful Home w/ Patio, 26 Mi to Disney World
3.5 star property
Peaceful Home w/ Patio, 26 Mi to Disney World
Laffite's Landing at Margaritaville
3.0 star property
Laffite's Landing at Margaritaville
Kissimmee Home w/ Private Pool - 8 Mi to Disney!
3.0 star property
10.0 out of 10, Exceptional, 1 review
"This is a great option if you’re not staying on property. It’s a spacious townhouse with a private pool which is such a plus on those hot summer days. The rooms were nice and clean and so were the bathrooms. I was happy that they had plenty of pots and plates which made it easy for us to cook and eat before heading out to the parks. The only thing I would say is I wish they had a few more essential like Paper towels, a sponge for washing dishes and a couple extra garage bags to help make sure...
Kissimmee Home w/ Private Pool - 8 Mi to Disney!
Up to Scale at Margaritaville
5.0 star property
10.0 out of 10, Exceptional, 1 review
"Otima experiência. Localização excelente. Facil acesso aos parques da Disney. Proxima a supermercados, restaurantes, e lojas. A casa é muito congortavel e o Check in e check out muito faceis de realizar. Retornaremos com certeza."
Up to Scale at Margaritaville
Villa w/ Private Pool & Free Resort Access!
4.5 star property
9.0 out of 10, Wonderful, 6 reviews
"Place was absolutely beautiful! Exceeded our expectations. My family enjoyed every moment of our visit. I would definitely recommend."
Villa w/ Private Pool & Free Resort Access!
Don't see what you're looking for?
See all available properties in Winter Haven
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.

Other property types in Winter Haven

Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, 6,105 reviews
"I didn't like the fact that their is no elevator on the outside of the property to get to the rooms on the outside of the premises. It was difficult to get our luggages up using the stairs "
The price is S$108
per night
30 Jun - 1 Jul
Ramada by Wyndham Kissimmee Gateway
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, 4,796 reviews
"Check in and out was very smooth. Staff was very courteous. Staff accommodated me with first floor, because I use cane and asked for easier to maneuver. "
The price is S$220
per night
11 Jul - 12 Jul
Summer Bay Orlando by Exploria Resorts
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, 5,334 reviews
"Late night pool"
The price is S$89
per night
30 Jun - 1 Jul
Seralago Hotel & Suites Main Gate East
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.

Winter Haven Cottages information

Number of reviews
Accommodation
Cottages
Lowest Price
Highest Price

Recent Reviews in Winter Haven
Expedia verified reviews