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Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
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Feb 13 - Feb 15

Our top choices for Clearwater Beach cottages

Outdoor dining
The Purple Flower - 30 Second walk to the Beach. Free parking.

Cottage in Clearwater

The Purple Flower - 30 Second walk to the Beach. Free parking.
9.8 out of 10, Exceptional, (203)
"Fabulous location, and the accommodation had everything we needed as a family of 4 to enjoy Clearwater Beach."
United Kingdom
Martin H.
$256 nightly
The price is $285
Dec 22 - Dec 23
Total with taxes and fees
The Purple Flower - 30 Second walk to the Beach. Free parking.
Exterior
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage

Cottage in Clearwater

100 Steps to the Beach, Family and Pet friendly Real Beach Cottage
9.2 out of 10, Wonderful, (58)
"Very friendly staff. Capt Al was very accommodating. Highly recommend for a family vacation. "
United States
Char D.
$462 nightly
The price is $518
Dec 22 - Dec 23
Total with taxes and fees
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage
Terrace/patio
Sea-clusion: Private Poolside Cottage by the Beach

Cottage in Clearwater

Sea-clusion: Private Poolside Cottage by the Beach
9.0 out of 10, Wonderful, (4)
"We absolutely loved staying here and cant wait to book it again. It was very clean and nicely decorated. We were close to everything we needed within walking distance! The pool was nice and warm also. Highly recommend staying here."
United States
Amanda S.
$235 nightly
The price is $262
Jan 13 - Jan 14, 2026
Total with taxes and fees
Sea-clusion: Private Poolside Cottage by the Beach
Terrace/patio
Beach Block Sleeps 6 Daily Rentals, Pets OK, Hot Tub

Cottage in Clearwater

Beach Block Sleeps 6 Daily Rentals, Pets OK, Hot Tub
8.6 out of 10, Excellent, (55)
"Walk to the beach and nearby restaurants, set up a little beach camp with all the toys and chairs provided. It was our second stay and I’m sure we’ll be back again!"
United States
Max F.
$329 nightly
The price is $367
Dec 22 - Dec 23
Total with taxes and fees
Beach Block Sleeps 6 Daily Rentals, Pets OK, Hot Tub
Sun loungers, beach towels
Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage

Cottage in Clearwater

Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage
9.2 out of 10, Wonderful, (52)
"Best place to stay. Just close enough to the beach and all of the fun."
United States
Thomas H.
$401 nightly
The price is $448
Dec 22 - Dec 23
Total with taxes and fees
Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage
Exterior
Historic Beach Cottage steps from beach. Pet friendly!

Cottage in Clearwater

Historic Beach Cottage steps from beach. Pet friendly!
9.2 out of 10, Wonderful, (129)
"Great location for a quick trip. "
United States
Shannon J.
$389 nightly
The price is $437
Jan 19 - Jan 20, 2026
Total with taxes and fees
Historic Beach Cottage steps from beach. Pet friendly!
Terrace/patio
Steps from Beach, sleeps 6, Pets Ok

Cottage in Clearwater

Steps from Beach, sleeps 6, Pets Ok
8.8 out of 10, Excellent, (39)
"Was very relaxed, super close to beach and pool. Will stay again"
United States
Robert E.
$452 nightly
The price is $504
Dec 23 - Dec 24
Total with taxes and fees
Steps from Beach, sleeps 6, Pets Ok
Exterior
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals

Cottage in Clearwater

100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
9.0 out of 10, Wonderful, (77)
"Great location close to the beach as well as a short walk to several shops and restaurants!"
United States
Elizabeth B.
$543 nightly
The price is $607
Dec 22 - Dec 23
Total with taxes and fees
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
House (2 Bedrooms) | Interior
Family-friendly Tampa Home < 3 Mi to Ocean!

Cottage in Port Tampa City

Family-friendly Tampa Home < 3 Mi to Ocean!
3.0 star property
10.0 out of 10, Exceptional, (4)
"Located in a quiet, Safe area. The Duplex was clean and had adequate amenities."
United States
David
$328 nightly
The price is $368
Dec 27 - Dec 28
Total with taxes and fees
Family-friendly Tampa Home < 3 Mi to Ocean!
Property grounds
Adorable Waterfront Cottage

Cottage in Odessa

Adorable Waterfront Cottage
9.6 out of 10, Exceptional, (20)
"Very cute little cottage. If going to the area again, will definitely stay again. "
United States
Pauline O.
$252 nightly
The price is $283
Dec 22 - Dec 23
Total with taxes and fees
Adorable Waterfront Cottage
Terrace/patio
Cozy Cottage - Close to Everything, Nature Lovers Dream!

Cottage in Odessa

Cozy Cottage - Close to Everything, Nature Lovers Dream!
10.0 out of 10, Exceptional, (65)
"The property was clean and located near where we needed to be. The horses were adorable. Will definitely stay again. "
United States
Janet T.
$337 nightly
The price is $379
Jan 18 - Jan 19, 2026
Total with taxes and fees
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Property grounds
Key West Style Cottage - with pool/hot-tub

Cottage in Dunedin

Key West Style Cottage - with pool/hot-tub
8.4 out of 10, Very Good, (6)
"It was an amazing place. Peaceful and quite yet very close to the city and all the activities. We loved our stay and will return soon."
United States
Paul B.
$172 nightly
The price is $192
Dec 22 - Dec 23
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
Beach nearby, sun loungers, beach towels
An oasis ACROSS THE STREET FROM THE BEACH :)

Cottage in Sunshine Beach

An oasis ACROSS THE STREET FROM THE BEACH :)
10.0 out of 10, Exceptional, (16)
"Perfect location, quiet, and close to the beach. Looking forward to coming back again. "
Canada
Richard
$254 nightly
The price is $284
Dec 23 - Dec 24
Total with taxes and fees
An oasis ACROSS THE STREET FROM THE BEACH :)
Exterior
Openings for October and November at our Beach Cottage-3 minutes to the Gulf!

Cottage in Largo

Openings for October and November at our Beach Cottage-3 minutes to the Gulf!
9.6 out of 10, Exceptional, (5)
"The property was beautiful and beachy! So many small special touches! Wish we had more time, and could have stayed longer! I will definitely be back on my next trip down!"
United States
Brandy
$343 nightly
The price is $383
Jan 2 - Jan 3, 2026
Total with taxes and fees
Openings for October and November at our Beach Cottage-3 minutes to the Gulf!
Exterior
Charming 1-bedroom Cottage - Close to Downtown/Sponge Docks/Beaches/Trails

Cottage in Tarpon Springs

Charming 1-bedroom Cottage - Close to Downtown/Sponge Docks/Beaches/Trails
10.0 out of 10, Exceptional, (3)
"Excellent property close to the Sponge Docks area. The host is very responsive and I will definitely stay here again."
United States
Dee S.
$288 nightly
The price is $321
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming 1-bedroom Cottage - Close to Downtown/Sponge Docks/Beaches/Trails
Exterior
Steps to Beach+bikes VaCay getaway on PaG island

Cottage in Pass-a-Grille

Steps to Beach+bikes VaCay getaway on PaG island
9.8 out of 10, Exceptional, (20)
"Super cute location and unit! Close parking and within walking distance to restaurants (dinner, lunch, breakfast) and soooo close to the beach! "
United States
Shaunte W.
$229 nightly
The price is $243
Dec 22 - Dec 23
Total with taxes and fees
Steps to Beach+bikes VaCay getaway on PaG island
Front of property
Sunshine Cozy Cottages

Cottage in Indian Rocks Beach

Sunshine Cozy Cottages
2.5 star property
9.2 out of 10, Wonderful, (38)
"Cottages are as advertised, comfortable and near the beach and restaurants are in walking distance."
United States
Gordon
$378 nightly
The price is $427
Jan 1 - Jan 2, 2026
Total with taxes and fees
Sunshine Cozy Cottages
Property grounds
The Cook Cottage sleeps 4 in Dunedin

Cottage in Downtown Dunedin

The Cook Cottage sleeps 4 in Dunedin
10.0 out of 10, Exceptional, (32)
"Really great hidden gem!"
United States
Greggory
$350 nightly
The price is $387
Dec 22 - Dec 23
Total with taxes and fees
The Cook Cottage sleeps 4 in Dunedin
House (2 Bedrooms) | Interior
Tampa House w/ Patio, Near Downtown & Beaches!

Cottage in Port Tampa City

Tampa House w/ Patio, Near Downtown & Beaches!
3.0 star property
9.0 out of 10, Wonderful, (2)
"Our quick getaway staying here was amazing. This place is exactly as described and the owner is very responsive. It is a beautiful place, near shopping, food and beaches. I would stay here again! "
United States
Keia
$328 nightly
The price is $368
Dec 27 - Dec 28
Total with taxes and fees
Tampa House w/ Patio, Near Downtown & Beaches!
Outdoor dining
The Seaside Cottages are located just across the street from Indian Rocks Beach!

Cottage in Indian Rocks Beach

The Seaside Cottages are located just across the street from Indian Rocks Beach!
9.8 out of 10, Exceptional, (12)
"My husband and I enjoyed our time at The Seaside Cottages (#3). The cottage was clean and updated. Short walk to the beach and the pool was nice. We would highly recommend to stay here for a getaway!"
United States
Lacey M.
$297 nightly
The price is $331
Dec 22 - Dec 23
Total with taxes and fees
The Seaside Cottages are located just across the street from Indian Rocks Beach!
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 Clearwater Beach Hotel Reviews

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

10/10 Excellent
"Staff was amazing! Thank you!"
Joshua 3-night trip
Posted 2 hours ago
Wyndham Grand Clearwater Beach

Find out more about Clearwater Beach

Clearwater Beach Cottages information

Number of reviews
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Frequently asked questions

How much do cottages in Clearwater Beach cost?
Cottages in Clearwater Beach range between and 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.
What are the best cottages in Clearwater Beach?
Clearwater Beach offers multiple cottages with a total average guest review rating of . Sunshine Cozy Cottages is a top option if you like natural surroundings and an easygoing pace. Guests staying at this 2.5-star stay can enjoy amenities such as individually decorated rooms and pillow top mattresses. Our Yellow Beach Cottage Nestled In The Heart Of Indian Rocks Beach also comes highly recommended. This 3-star cottage has beach towels and a nearby seaside.
How many cottages are there in Clearwater Beach?
Lock in your vacation dates and then choose from cottages in Clearwater Beach. Hoping to find a place where you can get in touch with nature? Expedia will help you find your ideal retreat in a few simple clicks.
Are there any family-friendly cottages in Clearwater Beach?
A trip with your group in Clearwater Beach is a piece of cake at Sunshine Cozy Cottages. With amenities such as pillow top mattresses and an oven, you'll find all the comforts of home at this 2.5-star cottage. Our Yellow Beach Cottage Nestled In The Heart Of Indian Rocks Beach is another family-friendly pick where you and the rest of your crew can break free from the hustle and bustle of life in the city. This cottage has a 3-star rating and conveniences including a bicycle and an oven. After checking in and chilling in your comfy new digs, it's time to hit the road and explore some of the local sights. St. Petersburg - Clearwater Beaches and Clearwater Marine Aquarium are two excellent family-friendly attractions in Clearwater Beach.
Why book your cottage in Clearwater Beach with Expedia?
Reserving a cottage in Clearwater Beach is as simple as working out your travel dates and choosing an ideal place for a getaway in the outdoors. From upmarket retreats to low-cost properties and cottages that have amenities like laundry facilities, Expedia has something for all styles and tastes. As for awesome deals? We've have them as well!
How can I find cheap cottages in Clearwater Beach?
With Expedia's helpful filter tool, locating cheap cottages in Clearwater Beach has never been easier. To view properties that'll make your bank balance smile, refine your search by amenities, star rating and budget.
What is there to do in Clearwater Beach near my cottage?
No matter your interests, Clearwater Beach has plenty of things to keep you occupied. Clearwater Marine Aquarium, Pier 60 Park and Sand Key Park are on many visitors' sightseeing plans. Don't leave without exploring Beach Walk, Sunsets at Pier 60 and Clearwater Beach Municipal Marina either. With Expedia's Clearwater Beach hotel deals, you'll be able to see more wonderful attractions like these with the money you save.

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