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Jan 2 - Jan 4
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Jan 23 - Jan 25
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Our top choices for Lake Hamilton cottages

Exterior
Luxury Cottage Near Legoland & Chain of Lakes

Luxury Cottage Near Legoland & Chain of Lakes

Luxury Cottage Near Legoland & Chain of Lakes
Lake Hamilton
10.0 out of 10, Exceptional, (6)
"This place is tiny but everything you need for a comfortable stay! Would definitely stay here again."
United States
Dallas C.
$186 nightly
The price is $206
Dec 29 - Dec 30
Total with taxes and fees
Luxury Cottage Near Legoland & Chain of Lakes
House (3 Bedrooms) | Interior
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
3.0 star property
Winter Haven
10.0 out of 10, Exceptional, (3)
"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
$394 nightly
The price is $438
Dec 28 - Dec 29
Total with taxes and fees
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Exterior
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (2)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
$256 nightly
The price is $281
Dec 30 - Dec 31
Total with taxes and fees
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Porch
Lake Ida Beach Resort

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (187)
"We have stayed here several times. "
United States
Martha
$85 nightly
The price is $95
Jan 15 - Jan 16, 2026
Total with taxes and fees
Lake Ida Beach Resort
Interior
Watersong Swanky

Watersong Swanky

Watersong Swanky
3.0 star property
Davenport
$899 nightly
The price is $1,005
Jan 8 - Jan 9, 2026
Total with taxes and fees
Watersong Swanky
Microwave, oven, stovetop
Charming Historic Cottage with Cozy Porch and Garden Retreat

Charming Historic Cottage with Cozy Porch and Garden Retreat

Charming Historic Cottage with Cozy Porch and Garden Retreat
Polk City
$240 nightly
The price is $265
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming Historic Cottage with Cozy Porch and Garden Retreat
Exterior
MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD

MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD

MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD
Davenport
5.0 out of 10, (2)
"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.
$150 nightly
The price is $166
Dec 28 - Dec 29
Total with taxes and fees
MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD
Property grounds
Delightful Cottage near Disney with Margaritaville Resort & Island H20.

Delightful Cottage near Disney with Margaritaville Resort & Island H20.

Delightful Cottage near Disney with Margaritaville Resort & Island H20.
Kissimmee
Delightful Cottage near Disney with Margaritaville Resort & Island H20.
Exterior
Cheerful Villa near Disney with Margaritaville Resort and Island H20 Waterpark.

Cheerful Villa near Disney with Margaritaville Resort and Island H20 Waterpark.

Cheerful Villa near Disney with Margaritaville Resort and Island H20 Waterpark.
Kissimmee
Cheerful Villa near Disney with Margaritaville Resort and Island H20 Waterpark.
Exterior
Beachy Daze Cottage near Disney with Margaritaville Resort & Island H20.

Beachy Daze Cottage near Disney with Margaritaville Resort & Island H20.

Beachy Daze Cottage near Disney with Margaritaville Resort & Island H20.
Reunion
Beachy Daze Cottage near Disney with Margaritaville Resort & Island H20.
House (4 Bedrooms) | 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
$419 nightly
The price is $472
Jan 10 - Jan 11, 2026
Total with taxes and fees
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
House (6 Bedrooms) | Interior
Encore Swanky

Encore Swanky

Encore Swanky
3.0 star property
Kissimmee
$720 nightly
The price is $816
Dec 29 - Dec 30
Total with taxes and fees
Encore Swanky
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 Lake Hamilton Hotel Reviews

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

10/10 Excellent
"We enjoyed our stay and the warmth of Florida!"
MIgdalia 3-night trip
Posted 20 hours ago
Westgate Vacation Villas Resort

Find out more about Lake Hamilton

Lake Hamilton Cottages information

Number of reviews
194
Accommodation
1228 Cottages
Lowest Price
$95
Highest Price
$1,005

Frequently asked questions

How much do cottages in Lake Hamilton cost?
Prepare to pay between $95 and $1,005 per night for cottages in Lake Hamilton. Whatever your budget, a fantastic stay is only a click or two away on Expedia. 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 Lake Hamilton?
Lake Hamilton has multiple cottages with a total average guest review rating of 8.1. Marbella South - Lovely 5bd/3. 5ba Ph #5ms040 is a terrific option if you like a natural setting and an easy-breezy pace. Visitors of this 3.5-star stay will enjoy access to a garden and a swimming pool. Lake Ida Beach Resort is another recommended choice. This 3-star cottage has a furnished patio and a deep soaking bathtub.
How many cottages are there in Lake Hamilton?
Reconnect with nature in one of the 1228 cottages available in Lake Hamilton. To help you find your ideal place, make use of our handy filters to search for must-have amenities or perks.
Are there any family-friendly cottages in Lake Hamilton?
A trip with your group in Lake Hamilton couldn't be easier at Marbella South - Lovely 5bd/3. 5ba Ph #5ms040. With amenities like WiFi and an oven, you can rest and relax at this 3.5-star cottage. Lake Ida Beach Resort is another family-friendly option where you and the rest of the squad can take time out from the hectic pace of the big city. This cottage has a 3-star rating and amenities including laundry facilities and a barbecue grill. After checking in and kicking back together in your comfy new digs, it's time to head out and start exploring. LEGOLAND® Florida and Indigo's Family Fun Center are two excellent family-friendly attractions in Lake Hamilton.
Are there any 5-star cottages in Lake Hamilton?
There are no 5-star cottages in Lake Hamilton. However, there are some superb 4-star accommodations that are bound to impress you. Reserve your spot at 1512maid Ultimate 5 Bedroom 5 Bathroom, about 8 miles from downtown. A tennis court and spa facilities are just two of the many amenities you'll enjoy here. 1557 Mc Champions Gate is another stylish pick with a swimming pool and a lanai. It's about 8 miles from central Lake Hamilton.
Why book your cottage in Lake Hamilton with Expedia?
We think that vacations should be stress-free, so if you're after cottages in Lake Hamilton at a great price, Expedia has you covered. Keep the budget in check and select a wallet-friendly option far away from the downtown buzz, or book a 5-star cottage to pamper your loved ones.
How can I find cheap cottages in Lake Hamilton?
A wonderful way to track down cheap cottages in Lake Hamilton is with Expedia's filter tool. Narrow your search by budget, amenities and star rating to discover awesome bargains in just a few clicks.

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