A crowded beach with people walking along the shore and buildings in the background.

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Clearwater cottages

A residential house with a paved driveway, palm trees, and a well-maintained garden.

1. 1465 Satsuma Street

1465 Satsuma Street
2.5 star property
Clearwater
$2,776 nightly
The price is $3,137
Nov 18 - Nov 19
Total with taxes and fees
1465 Satsuma Street
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

2. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (36 reviews)
"Had an amazing stay at this beautiful cottage! The place was very clean, spacious, and comfortable, making it the perfect spot to relax and enjoy our time away. I felt safe throughout the stay, and the location was excellent, with cafés and restaurants within walking distance. The host was wonderful (very easy to communicate back and forth with, even left an itinerary with recommendations, LOVEDDD THATTT) and truly, appreciated the opportunity to stay here. Would absolutely recommend this...
United States
Nayeli
$169 nightly
The price is $189
Nov 15 - Nov 16
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A tropical-themed rental property with a thatched-roof hut, a wooden signboard, and a small outdoor seating area.

3. TIKI Cottage Sleeps 6 STEPS to Beach Hot Tub Dog Friendly FULL Beach Gear

TIKI Cottage Sleeps 6 STEPS to Beach Hot Tub Dog Friendly FULL Beach Gear
Clearwater
$272 nightly
The price is $305
Nov 18 - Nov 19
Total with taxes and fees
TIKI Cottage Sleeps 6 STEPS to Beach Hot Tub Dog Friendly FULL Beach Gear
A single-story house with a white garage, a front door, and a small porch.

4. Garden Cottage ,Cozy 2 BR Near Clearwater Beach

Garden Cottage ,Cozy 2 BR Near Clearwater Beach
Largo
$178 nightly
The price is $200
Nov 16 - Nov 17
Total with taxes and fees
Garden Cottage ,Cozy 2 BR Near Clearwater Beach
A single-story house with a red door, a small front porch, and a clear driveway leading to the entrance.

5. Cozy St Pete Home ~ 2 Mi to Madeira Beach!

Cozy St Pete Home ~ 2 Mi to Madeira Beach!
3.0 star property
Bay Pines
9.0 out of 10, Wonderful, (2 reviews)
"Very clean comfy sheets and towels"
United States
Anita
$199 nightly
The price is $225
Nov 15 - Nov 16
Total with taxes and fees
Cozy St Pete Home ~ 2 Mi to Madeira Beach!
A hot tub on a wooden deck with a house in the background.

6. Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub

Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
Palm Harbor
9.8 out of 10, Exceptional, (23 reviews)
"Great place for my wife and I for a weekend getaway. Allison was an attentive host and replied promptly to our needs. Off the beaten path but close to everything, including the beaches. Will stay here again."
United States
Mike C.
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
A two-story house with a covered porch, a front door, and a small outdoor seating area with chairs.

7. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.6 out of 10, Exceptional, (23 reviews)
"This place was very accommodating, clean and updated like new. The pool was wonderful and grounds were very nice. A short drive (2 min) or 10 min walk to all the restaurants and breweriesWe would definitely stay there again"
United States
Tom D.
$170 nightly
The price is $190
Nov 16 - Nov 17
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A waterfront patio with red seating and palm trees.

8. Pool Cottage King Suite

Pool Cottage King Suite
Clearwater
9.8 out of 10, Exceptional, (12 reviews)
"Very conveniently located to the beach and various restaurants. The room was so beautiful and perfect for mine and my husband’s honeymoon! Very romantic vibes🤗"
United States
Bailey
$211 nightly
The price is $236
Nov 24 - Nov 25
Total with taxes and fees
Pool Cottage King Suite
A poolside area with lounge chairs, a small pool, and a covered patio.

9. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.2 out of 10, Wonderful, (39 reviews)
"Great quiet location. Very comfortable"
United States
dan g.
$169 nightly
The price is $189
Nov 15 - Nov 16
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A covered patio area with a wooden pergola, a dining table with chairs, a surfboard, and a colorful rug.

10. Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Clearwater
10.0 out of 10, Exceptional, (181 reviews)
"Loved our stay, had everything we needed for a quick weekend getaway!"
United States
Ryleigh G.
$270 nightly
The price is $302
Nov 14 - Nov 15
Total with taxes and fees
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
A two-story house with a covered patio, a fenced yard, and a tree in the foreground.

11. Downtown Dunedin Cozy 1 bedroom Cottage

Downtown Dunedin Cozy 1 bedroom Cottage
Downtown Dunedin
10.0 out of 10, Exceptional, (46 reviews)
"Best location to enjoy everything in Dunedin with all the things you would need. Lovely cottage!"
United States
Amy H.
$361 nightly
The price is $400
Nov 16 - Nov 17
Total with taxes and fees
Downtown Dunedin Cozy 1 bedroom Cottage
A small, single-story building with a white door and a sign that reads 'Corner Cottage.'

12. Blue Cottage STEPS to beach DOG friendly Sleeps 5 FULL Beach Gear Hot Tub

Blue Cottage STEPS to beach DOG friendly Sleeps 5 FULL Beach Gear Hot Tub
Clearwater
6.8 out of 10, (3 reviews)
"New management is friendly and onsite. Great improvement"
United States
Darrick J.
$177 nightly
The price is $198
Nov 13 - Nov 14
Total with taxes and fees
Blue Cottage STEPS to beach DOG friendly Sleeps 5 FULL Beach Gear Hot Tub
A wooden deck with a fire pit and two Adirondack chairs.

13. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.6 out of 10, Exceptional, (29 reviews)
"Awesome stay"
United States
Amber P.
$243 nightly
The price is $274
Nov 14 - Nov 15
Total with taxes and fees
Adorable Waterfront Cottage
A small, single-story building with a sign reading "My Home Rentals." It features a white exterior, a small porch area, and is surrounded by a white fence.

14. Blushing Flamingo- Pool + Putting, Walk to Beach

Blushing Flamingo- Pool + Putting, Walk to Beach
Indian Rocks Beach
10.0 out of 10, Exceptional, (4 reviews)
"Great location right across the street from beach entrance"
United States
Jennifer C.
$264 nightly
The price is $295
Nov 17 - Nov 18
Total with taxes and fees
Blushing Flamingo- Pool + Putting, Walk to Beach
A residential house with a garage, a porch with a bench, and potted plants.

15. Fire Pit! Family Getaway, 6 Mi to Beach Access

Fire Pit! Family Getaway, 6 Mi to Beach Access
3.0 star property
Largo
8.6 out of 10, Excellent, (7 reviews)
"Everything. The space was great for my family of 5! The pool area was nice and the use of a grill, washer and dryer made our trip even more enjoyable. Will definitely rent again when we come back down from Maine."
United States
Krystal
$426 nightly
The price is $481
Nov 25 - Nov 26
Total with taxes and fees
Fire Pit! Family Getaway, 6 Mi to Beach Access
A modern kitchen with a stainless steel refrigerator, a wooden ceiling fan, and a striped sofa with decorative pillows.

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

The Purple Flower - 30 Second walk to the Beach. Free parking.
Clearwater
9.8 out of 10, Exceptional, (234 reviews)
"Wonderful stay !"
United States
Rhonda C.
$271 nightly
The price is $302
Nov 15 - Nov 16
Total with taxes and fees
The Purple Flower - 30 Second walk to the Beach. Free parking.
A small house with a door, two windows with shutters, a small porch with two chairs and a table, and a garden with tropical plants.

17. Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!

Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!
St. Petersburg
10.0 out of 10, Exceptional, (1 review)
"Great stay, quick uber ride to down town or the airport!"
United States
Georgina G.
$161 nightly
The price is $181
Nov 18 - Nov 19
Total with taxes and fees
Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

18. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.8 out of 10, Exceptional, (11 reviews)
"Great communication and location is perfect for a quick walk to downtown Dunedin."
United States
Thomas C.
$166 nightly
The price is $186
Nov 17 - Nov 18
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A residential house with a garage, two chairs, a small table, and a potted plant.

19. 2BR Coastal Cottage | Private Patio

2BR Coastal Cottage | Private Patio
St. Petersburg
$253 nightly
The price is $285
Nov 13 - Nov 14
Total with taxes and fees
2BR Coastal Cottage | Private Patio
A covered outdoor seating area with a thatched roof, overlooking a beach with surfboards and a distant island.

20. Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3

Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
Downtown Dunedin
10.0 out of 10, Exceptional, (34 reviews)
"Great location (30 sec walk to Dunedin Brewery!) to downtown and waterfront. Communication with Jen was ongoing and timely. While we did not spend alot of time in the unit, we enjoyed our stay and would recommend!"
Canada
Michelle
$341 nightly
The price is $382
Dec 1 - Dec 2
Total with taxes and fees
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
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 Hotel Reviews

Days Inn by Wyndham Clearwater/Gulf to Bay

Days Inn by Wyndham Clearwater/Gulf to Bay

10/10 Excellent
"Room was clean and quiet. Nice, big TV Coffee at breakfast was very good."
Katrina 3-night trip
Posted less than an hour ago
Days Inn by Wyndham Clearwater/Gulf to Bay

Find out more about Clearwater

Clearwater Cottages information

Number of reviews
646
Accommodation
23 Cottages
Lowest Price
$181
Highest Price
$3,137

Frequently asked questions

How much do cottages in Clearwater cost?
Prices for cottages in Clearwater range between $181 and $3,137 per night. Whatever your budget, you're sure to find an ideal place to touch base with nature. 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?
A guest favorite is Sunshine Cozy Cottages. Make yourself comfortable at this 2.5-star stay which features pillow top mattresses and individually decorated rooms. Our Yellow Beach Cottage Nestled In The Heart Of Indian Rocks Beach is another recommended option to consider. Unpack your suitcase at this 3-star cottage and make the most of conveniences such as a nearby seaside and beach towels. You'll have your pick of multiple cottages in Clearwater with a total average guest review rating of 9.5.
How many cottages are there in Clearwater?
Pack your suitcases and pick from 23 cottages in Clearwater. Longing for a place where you can relax and stay in touch with nature? Expedia will help you find your ideal escape in a simple click or two.
Are there any family-friendly cottages in Clearwater?
Many visitors searching for a family-friendly cottage in Clearwater pick Sunshine Cozy Cottages. With a 2.5-star rating and amenities including a picnic area and pillow top mattresses, you'll feel right at home here. Another excellent option for families on vacation is Our Yellow Beach Cottage Nestled In The Heart Of Indian Rocks Beach. An oven and a bicycle help make this 3-star cottage a comfy base for your Clearwater trip. Clearwater has lots of family-friendly attractions to explore when you need to keep the kids busy. St. Petersburg - Clearwater Beaches and Clearwater Beach promise a fun-filled day for travelers of all ages.
Why book your cottage in Clearwater with Expedia?
Expedia has some excellent cottages in Clearwater, so start planning for a memorable vacay close to nature. If you have a budget, click on how much you're willing to spend and the star rating of your property. Or, make use of our filters to search for cottages with free WiFi or a pool. We'll help you find the perfect pad whatever your getaway looks like.
How can I find cheap cottages in Clearwater?
With Expedia's useful filter tool, sourcing cheap cottages in Clearwater is a snap. To view accommodations that are friendly on the wallet, narrow your search by star rating, amenities and budget.
What is there to do in Clearwater near my cottage?
Clearwater has enough experiences and activities to keep you on the hop for weeks, beginning with Clearwater Country Club. Celebration Station, Ruth Eckerd Hall and Eddie C. Moore Softball Complex are other renowned attractions. If you're sticking around a while, BayCare Ballpark and Church of Scientology are great additions to your itinerary.

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