Search Cottages in Haines City

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Compare 57 Cottages in Haines City with updated reviews, rates, and availability.

Family Home w/ Pool on Award-winning Golf Course!

3.0 star property
7.0 out of 10, Good, (2)
"Lovely place, clean and friendly service "
Family Home w/ Pool on Award-winning Golf Course!

Waterfront Florida Vacation Rental w/ Dock & Grill

3.0 star property
Waterfront Florida Vacation Rental w/ Dock & Grill

Beautiful Haines City Retreat w/ Private Pool!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a fabulous time at the house. We had one issue with the A/C but it was resolved very quickly with the owner. The home was clean and lovely. We enjoyed the place and rested, relaxed by the pool and cooked fresh pizza in the kitchen. The spaces and 3 rooms each with a bathroom was luxury. The location was right next to Publix supermarket and bealls outlet. Communication with owner was quick and efficient. Easy access to 27 and 17-92 Haines city and into Winter Haven."
Beautiful Haines City Retreat w/ Private Pool!

Modern Haines City Home w/ Pool & Lanai!

3.0 star property
4.0 out of 10, (1)
" Spoke to guy managing the property a day before, asked if the pool was heated, he said yes, turns out that was a lie. Is not heated. AC on the second floor was at 80 degrees at night, contacted him and he said he will send a technician the next day, he never did, bunch of lies. "
Modern Haines City Home w/ Pool & Lanai!

Haines City Home w/ Game Room, 20 Mi to Disney!

3.0 star property
Haines City Home w/ Game Room, 20 Mi to Disney!

Golf Resort Getaway w/ Lanai & Private Pool!

3.0 star property
4.0 out of 10, (1)
"Pool was not clean, very cold, charge to much extra to heat it, very bad to pay an extra a that price Floor was not clean at all, our feet were black after walking around few minutes Also the pool filter of the neighbour was so noisy that we could not stay outside around the pool"
Golf Resort Getaway w/ Lanai & Private Pool!

Haines City Home w/ Private Pool!

3.0 star property
6.0 out of 10, (2)
"Property was canceled on us 4 days before coming to Orlando."
Haines City Home w/ Private Pool!

Barbados Golf View Villa w/ Game Room & Pool!

3.0 star property
Barbados Golf View Villa w/ Game Room & Pool!

Waterfront Florida Home Rental w/ Hot Tub & Grill

3.0 star property
2.0 out of 10, (1)
"This property is garbage "
Waterfront Florida Home Rental w/ Hot Tub & Grill

Haines City Haven w/ Heated Pool & Screened Lanai!

3.0 star property
Haines City Haven w/ Heated Pool & Screened Lanai!

Spacious & Elegant Home in Haines City w/ Pool!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Love the stay here."
Spacious & Elegant Home in Haines City w/ Pool!

Dennis' Southern Dunes Vacation Home

2.5 star property
Dennis' Southern Dunes Vacation Home

Bright Haines City Retreat - 19 Mi to Disney World

3.0 star property
4.0 out of 10, (1)
Bright Haines City Retreat - 19 Mi to Disney World

Luxe Haines City Home: Relax, Play, Swim & More!

3.0 star property
Luxe Haines City Home: Relax, Play, Swim & More!

Lake View Pool Home With Game Room

3.0 star property
Lake View Pool Home With Game Room

Lovely Southern Dunes Home w/ Private Pool!

3.0 star property
Lovely Southern Dunes Home w/ Private Pool!

Haines City Golf Getaway: Lanai w/ Private Pool!

3.0 star property
Haines City Golf Getaway: Lanai w/ Private Pool!

Calabay Parc 4 Bedroom House w Pool - 4801CP

3.5 star property
Calabay Parc 4 Bedroom House w Pool - 4801CP

Endless Summer

4.5 star property
Endless Summer

Paul's Southern Dunes Vacation Home

3.0 star property
Paul's Southern Dunes Vacation Home
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 Haines City

Modern Haines City Home w/ Pool & Lanai!

8.6 out of 10, Excellent, (24)
"Had to evacuate mobile home due to hurricane- this VRBO rental home made us feel safe and it was very clean"
Modern Haines City Home w/ Pool & Lanai!

Stay and Save! Stay now through December 20th and enjoy 20% off your stay 5 nights or more!

8.4 out of 10, Very Good, (33)
"Great ply"
Stay and Save! Stay now through December 20th and enjoy 20% off your stay 5 nights or more!

Villa Bonita. Southern Dunes 4 golf courses. Disney area!

9.6 out of 10, Exceptional, (145)
"We thoroughly enjoyed our family stay on our trip to Legoland and Orlando attractions. The property was very clean and met our needs perfectly. The pool was the icing on the cake for when kids got back or had some down time. The owner communication was top notch and very friendly and professional. Would stay here again!"
Villa Bonita. Southern Dunes 4 golf courses. Disney area!
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 Haines City cost?
Prices for cottages in Haines City range between and per night. No matter your budget, you’re sure to find the perfect place to immerse yourself in nature. 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.
What are the best cottages in Haines City?
A guest favorite is Solterra Resort - Brand New 5bed Pool Home #5st417. Settle in at this 3.5-star stay which comes with individually decorated rooms and a swimming pool. Watersong - 6bd/5. 5ba Pool Home #6wr120 is another recommended option to check out. Spend your vacation at this 4-star cottage and take advantage of amenities like individually decorated rooms and a garden. You can pick from multiple cottages in Haines City with a total average guest review rating of 5.9.
How many cottages are there in Haines City?
Take your pick of 57 cottages in Haines City. No matter if you’re traveling with the little ones or planning a weekend escape with close friends, Expedia can help you find the right space to get in touch with nature.
Are there any 5-star cottages in Haines City?
Although you won’t find any 5-star cottages in Haines City, there are some 4-star options that have what you need. Enjoy long, leisurely days in a tranquil setting at Watersong - 6bd/5. 5ba Pool Home #6wr120. Located about 13 kilometers from downtown, it comes with a swimming pool and concierge services. Another stylish retreat is Endless Summer. It’s around 3 kilometers from the center of Haines City and includes conveniences like beauty services and spa facilities.
Why book your cottage in Haines City with Expedia?
Expedia has some great cottages in Haines City, so start packing your bags for a memorable stay on nature’s doorstep. If you have a certain budget, select how much you want to spend and your preferred property star rating. Or, use our filters to search for cottages with a pool or free WiFi. We’ll help you find the perfect digs whatever your getaway looks like.
How can I find cheap cottages in Haines City?
With Expedia’s user-friendly filter tool, booking cheap cottages in Haines City has never been simpler. To view properties that’ll make your bank balance smile, fine-tune your search results by star rating, budget and amenities.