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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Haines City cottages

Exterior
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema

Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema

Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
3.0 star property
Kissimmee
The price is S$1,485
includes taxes & fees
29 Dec - 30 Dec
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
Interior
Garden View 6BR Escape With Pool, Hot Tub & Games

Garden View 6BR Escape With Pool, Hot Tub & Games

Garden View 6BR Escape With Pool, Hot Tub & Games
3.0 star property
Kissimmee
Garden View 6BR Escape With Pool, Hot Tub & Games
Interior
Watersong Swanky

Watersong Swanky

Watersong Swanky
3.0 star property
Davenport
Watersong Swanky
Interior
Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is S$332
includes taxes & fees
7 Jan - 8 Jan, 2026
Upstay: Bright Family-friendly Retreat With Patio
Interior
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 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 S$606
includes taxes & fees
10 Jan - 11 Jan, 2026
~ 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 Haines City Hotel Reviews

Rodeway Inn & Suites Haines City - Winter Haven

Rodeway Inn & Suites Haines City - Winter Haven

8/10 Good
"Front desk guy mid-night shift was pleasant "
Stephanie 1-night trip
Posted 11 days ago
Rodeway Inn & Suites Haines City - Winter Haven

Find out more about Haines City

Haines City Cottages information

Number of reviews
Accommodation
70 Cottages
Lowest Price
S$606
Highest Price
S$1,485

Frequently asked questions

How much do cottages in Haines City cost?
Rates for cottages in Haines City range between S$606 and S$1,485 per night. Whatever your budget, you'll find an ideal place to soak up nature's beauty. 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 favourite is Solterra Resort - Brand New 5bed Pool Home #5st417. Make yourself at home at this 3.5-star stay which offers a garden and a swimming pool. Watersong - 6bd/5. 5ba Pool Home #6wr120 is another popular option worth a look. Unpack your suitcases at this 4-star cottage and you'll have access to conveniences including individually decorated rooms and a garden. You'll have your pick of multiple cottages in Haines City with a total average guest review rating of 0.0.
How many cottages are there in Haines City?
You can choose from 70 cottages in Haines City. No matter if you're taking a trip with the little ones or organising a weekend retreat with friends, Expedia can help you find the ideal space to immerse yourself in nature.
Are there any family-friendly cottages in Haines City?
Kick back at Solterra Resort - Brand New 5bed Pool Home #5st417, a 3.5-star cottage not far from town. Amenities here include a fireplace and WiFi. Another family-friendly pick where you can swap the concrete jungle for fresh air and nature is Watersong - 6bd/5. 5ba Pool Home #6wr120. WiFi and an oven help make this 4-star cottage a top pick. Haines City has plenty of family-friendly attractions to check out that'll keep the kids entertained. LEGOLAND® Florida and Indigo's Family Fun Centre offer fun for both young and old.
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. Spend leisurely days in tranquil surroundings at Watersong - 6bd/5. 5ba Pool Home #6wr120. Located about 13 kilometres from the downtown area, it has concierge services and a swimming pool. Another upmarket property is 5244oa Luxury 6 Bedroom 4. Bath Home With Spa. It's around 14 kilometres from central Haines City and features amenities such as beauty services and spa facilities.
Why book your cottage in Haines City with Expedia?
Expedia has some terrific cottages in Haines City, so start packing your bags for an unforgettable holiday on nature's doorstep. If you're on a budget, select how much you want to spend and your preferred property star rating. Or, make use of our filters to search for cottages with a pool or free WiFi. We'll help you find a suitable place whatever your plans or bank balance.
How can I find cheap cottages in Haines City?
The easiest way to locate cheap cottages in Haines City is with Expedia's filter tool. Refine your search results by star rating, amenities and budget to nab unbeatable prices in just a few clicks.
What is there to do in Haines City near my cottage?
If you want to explore the best of Haines City, pay a visit to Southern Dunes Golf and Country Club. It's a favourite with locals and travellers alike.

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