A garden with a central fountain, surrounded by white columns and covered walkways.

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Haines City cottages

A small, single-story house with a gray roof and white siding, featuring two white plastic chairs outside.

1. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (197 reviews)
"Clean room and private area loved it"
United States
Heather
The price is CA $101
CA $113 total
includes taxes & fees
Oct 9 - Oct 10
Lake Ida Beach Resort
A wooden deck with outdoor seating, a shed, and a view of the surrounding landscape.

2. Lakefront Tiny Cottage 4 Miles to LEGOLAND.

Lakefront Tiny Cottage 4 Miles to LEGOLAND.
winter have
9.0 out of 10, Wonderful, (42 reviews)
"Awesome location, very nice"
United States
Kyle P.
The price is CA $100
CA $212 total
includes taxes & fees
Oct 6 - Oct 7
Lakefront Tiny Cottage 4 Miles to LEGOLAND.
A two-story house with a front porch, a garage, and a well-maintained lawn.

3. Lakefront Vibes w/ Lanai Bird Watching Paradise

Lakefront Vibes w/ Lanai Bird Watching Paradise
3.0 star property
Florence Villa
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 CA $235
CA $576 total
includes taxes & fees
Oct 6 - Oct 7
Lakefront Vibes w/ Lanai Bird Watching Paradise
A residential property with a brick pathway, a white house with a red chimney, and various trees and shrubs.

4. Charming Lakeside Cottage

Charming Lakeside Cottage
Winter Haven
10.0 out of 10, Exceptional, (2 reviews)
"Truly great people. We had a wonderful time! Peaceful and relaxing!!"
United States
Jeremy Kyle W.
The price is CA $122
CA $245 total
includes taxes & fees
Oct 6 - Oct 7
Charming Lakeside Cottage
A small cabin with a porch and a garage, surrounded by trees and a clear sky.

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

Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
Davenport
6.8 out of 10, (3 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 CA $101
CA $222 total
includes taxes & fees
Oct 6 - Oct 7
Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
A single-story house with a front porch, a garage, and a small backyard.

6. Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
9.2 out of 10, Wonderful, (7 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 CA $164
CA $402 total
includes taxes & fees
Oct 6 - Oct 7
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

7. Family Resort Home w Pool, BBQ & Game Room

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is CA $160
CA $480 total
includes taxes & fees
Oct 18 - Oct 19
Family Resort Home w Pool, BBQ & Game Room
A residential property with a red carpet leading to a door, a small garden area with green turf and potted plants, and a wooden fence.

8. Beautiful Studio cottage in St. Cloud with WiFi, AC, free parking

Beautiful Studio cottage in St. Cloud with WiFi, AC, free parking
St. Cloud
10.0 out of 10, Exceptional, (32 reviews)
"Great cute and clean place."
United States
Victoria T.
The price is CA $93
CA $174 total
includes taxes & fees
Oct 6 - Oct 7
Beautiful Studio cottage in St. Cloud with WiFi, AC, free parking
A multi-story building with a 'STUDIO MOVIE GRILL' sign, parking lot, and surrounding greenery.

9. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is CA $132
CA $566 total
includes taxes & fees
Oct 6 - Oct 7
Serenity - Family & Pet Friendly, Amazing Location
A kitchen with white cabinets, a granite countertop, a stainless steel sink, and a black microwave.

10. Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.4 out of 10, Very good, (9 reviews)
"Proximity to theme parks, restaurants, and shopping"
United States
NOLI
The price is CA $83
CA $228 total
includes taxes & fees
Oct 7 - Oct 8
Tiny house close to Disney KISSIMMEE
A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

11. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is CA $115
CA $276 total
includes taxes & fees
Oct 6 - Oct 7
Perfect Place for a Perfect Vacation
A modern living room with a sofa, a large wall clock, and a mirror.

12. 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 CA $128
CA $292 total
includes taxes & fees
Oct 6 - Oct 7
Family-Friendly Cottage Near Orlando’s Top Attractions
A covered porch with two wooden chairs and a bench, overlooking a road and a body of water.

13. Lakefront Retreat on Lake Ariana w/ EV Charger

Lakefront Retreat on Lake Ariana w/ EV Charger
3.0 star property
Auburndale
8.0 out of 10, Very good, (1 review)
"This house has beautiful views of Lake Ariana and you can walk to old town and access the lake easily. The house is an old classic central Florida house with some quirks, but had room for family and entertaining. Auburndale beautiful and was a great place to visit and had quick access to highways. "
United States
Katrina
The price is CA $164
CA $476 total
includes taxes & fees
Oct 11 - Oct 12
Lakefront Retreat on Lake Ariana w/ EV Charger
A single-story house with a gabled roof, a front porch, and a small front yard with a large agave plant.

14. 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 CA $134
CA $443 total
includes taxes & fees
Oct 6 - Oct 7
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
A compact kitchen with a built-in TV, a dining area with a bench, and a wall decorated with motivational posters.

15. 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 CA $132
CA $312 total
includes taxes & fees
Oct 11 - Oct 12
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
A modern hotel with a central courtyard, palm trees, and a parking area.

16. Mvy7664 - 3BR House Near Disney With Hot Tub

Mvy7664 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
The price is CA $274
CA $640 total
includes taxes & fees
Oct 15 - Oct 16
Mvy7664 - 3BR House Near Disney With Hot Tub
A residential house with a garage, a front door, and a driveway.

17. Upstay Luxury Home With Pool, Hot Tub, Games Room

Upstay Luxury Home With Pool, Hot Tub, Games Room
3.0 star property
Reunion
The price is CA $283
CA $739 total
includes taxes & fees
Oct 11 - Oct 12
Upstay Luxury Home With Pool, Hot Tub, Games Room
A restaurant with outdoor seating and a thatched roof.

18. "Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.4 out of 10, Exceptional, (14 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
The price is CA $170
CA $432 total
includes taxes & fees
Oct 27 - Oct 28
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
A single-story mobile home with a front porch and a small deck.

19. Newly Remodeled Tiny Home 20 minutes from Disney!~

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is CA $121
CA $301 total
includes taxes & fees
Oct 6 - Oct 7
Newly Remodeled Tiny Home 20 minutes from Disney!~
An aerial view of a resort with multiple swimming pools, a dock, and a residential area with houses.

20. 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 CA $201
CA $1,161 total
includes taxes & fees
Oct 6 - Oct 7
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
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

Stay in Luxury, Private Pool/Spa, Games Room, Close to Disney and Golf

Stay in Luxury, Private Pool/Spa, Games Room, Close to Disney and Golf

10/10 Excellent
"A beautiful home and we had plenty of room for all. The pool was enjoyable and the game room was fun! Highly recommend!!!"
Pat H. 3-night trip
Posted 21 hours ago
Stay in Luxury, Private Pool/Spa, Games Room, Close to Disney and Golf

Find out more about Haines City

Haines City Cottages information

Number of reviews
113
Accommodation
69 Cottages
Lowest Price
CA $113
Highest Price
CA $1,161

Frequently asked questions

How much do cottages in Haines City cost?
Rates for cottages in Haines City range between CA $113 and CA $1,161 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 9.4.
How many cottages are there in Haines City?
You can choose from 69 cottages in Haines City. No matter if you're taking a trip with the little ones or organizing 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 vacay 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 favorite with locals and travelers alike.

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