Photo by Kevin Pauletti

Search Clermont Cottages

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Clermont cottages

Cottage in Clermont

Cozy Lake Front Cottage
10.0 out of 10, Exceptional, (18)
"Will definitely be staying again"
United States
Tom W.
$224 nightly
The price is $246
Dec 30 - Dec 31
Total with taxes and fees
Cozy Lake Front Cottage

Cottage in Colonialtown North

Downtown Cottage
8.4 out of 10, Very Good, (7)
"Clean perfect location for what we needed "
United States
Jerred B.
$154 nightly
The price is $170
Jan 1 - Jan 2, 2026
Total with taxes and fees
Downtown Cottage

Cottage in Longwood

Tiny Hidden Cottage
9.2 out of 10, Wonderful, (58)
"Check in process and house were both great. "
United States
Marc H.
$131 nightly
The price is $144
Dec 24 - Dec 25
Total with taxes and fees
Tiny Hidden Cottage
8.6 out of 10, Excellent, (17)
"Lots of room to spend time with family and friends. Great location, easy to move around Orlando from here."
United States
Rachael C.
$283 nightly
The price is $313
Jan 13 - Jan 14, 2026
Total with taxes and fees
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
10.0 out of 10, Exceptional, (30)
"One of our best stays. "
United States
matthew m.
$355 nightly
The price is $393
Jan 8 - Jan 9, 2026
Total with taxes and fees
Incredible Private Lakefront Cottage Retreat
10.0 out of 10, Exceptional, (30)
"Absolutely beautiful place, fully equipped and close to everything. We very much enjoyed our stay."
United States
Sara R.
$319 nightly
The price is $355
Jan 23 - Jan 24, 2026
Total with taxes and fees
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
3.0 star property
$239 nightly
The price is $271
Jan 8 - Jan 9, 2026
Total with taxes and fees
Upstay: Bright Family-friendly Retreat With Patio
$1,060 nightly
The price is $1,203
Dec 29 - Dec 30
Total with taxes and fees
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
2.0 star property
9.0 out of 10, Wonderful, (2)
"The location was great. We really just needed somewhere to sleep because we spent the day at the Disney Parks. The place had enough beds and was a great price."
United States
Christine M.
$158 nightly
The price is $177
Jan 6 - Jan 7, 2026
Total with taxes and fees
Tiny house close to Disney KISSIMMEE
10.0 out of 10, Exceptional, (1)
"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.
$180 nightly
The price is $202
Jan 7 - Jan 8, 2026
Total with taxes and fees
Family-Friendly Cottage Near Orlando’s Top Attractions
$222 nightly
The price is $249
Dec 29 - Dec 30
Total with taxes and fees
Charming 1-bedroom cottage in Kissimmee
$188 nightly
The price is $211
Jan 5 - Jan 6, 2026
Total with taxes and fees
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
$255 nightly
The price is $285
Dec 28 - Dec 29
Total with taxes and fees
Cozy Tropical Cottage - 4 mi to Disney
$253 nightly
The price is $283
Dec 24 - Dec 25
Total with taxes and fees
Cozy Lake Cottage - 4 miles to Disney

Cottage in Davenport

Watersong Swanky
3.0 star property
$899 nightly
The price is $1,005
Jan 8 - Jan 9, 2026
Total with taxes and fees
Watersong Swanky
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
3.0 star property
Upstay: 6BR Resort Home w Pool & Basketball Court
3.0 star property
$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
9.8 out of 10, Exceptional, (6)
"Wonderful place to stay overnight. Nice furnishings. Good room layout for family. Convenience of washer and dryer. Host was quick and responsive. Thank you for a terrific stay."
United States
George L.
$268 nightly
The price is $300
Jan 7 - Jan 8, 2026
Total with taxes and fees
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Dreamy Coral Cottage with Hot Tub near Disney with Margaritaville Resort &.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Clermont Hotel Reviews

Find out more about Clermont

Clermont Cottages information

Number of reviews
154
Accommodation
58 Cottages
Lowest Price
$144
Highest Price
$1,203

Frequently asked questions

How much do cottages in Clermont cost?
Cottages in Clermont range between $144 and $1,203 per night. These retreats offer a chance to soak up nature's beauty — at a price you can afford. 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.
How many cottages are there in Clermont?
Take your pick of 58 cottages in Clermont. No matter if you're vacationing with the kids or planning a getaway with your closest amigos, Expedia will help you find the perfect place to enjoy nature's beauty.
Are there any family-friendly cottages in Clermont?
Book in to Ltr: 2250/mo Directly Across From Lake Louisa State Park and make your family vacay to Clermont an easy one. This family-friendly cottage has a 3-star rating and conveniences including a nearby theme park and a water park. Once you've checked in, there are lots of family-friendly attractions to discover in and around Clermont. Citrus Tower and Watertoyz of Clermont promise fun for young and old.
Why book your cottage in Clermont with Expedia?
Reserving a cottage in Clermont is as easy as clicking on your travel dates and selecting your ideal place for a vacation in the outdoors. From upmarket retreats to budget-friendly stays and cottages that have perks like a pool, Expedia has something for all tastes. As for the best deals around? We've got them too!
How can I find cheap cottages in Clermont?
With Expedia's convenient filter tool, locating cheap cottages in Clermont has never been easier. To view properties that'll make your bank balance smile, narrow down your search by budget, amenities and star rating.
What is there to do in Clermont near my cottage?
Clermont has enough activities and experiences to keep you busy for weeks (or months!), starting with Kings Ridge South. Lakeridge Winery, Palisades Golf Club and Citrus Tower are other terrific attractions. If you're hanging around a while, Lake Louisa State Park and Clermont Historic Village Museum are nice final touches to your itinerary.

Explore a world of travel with Expedia