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 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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
The price is CA $3,234
CA $4,424 total
includes taxes & fees
Nov 9 - Nov 10
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
The price is CA $121
CA $265 total
includes taxes & fees
Nov 9 - Nov 10
Key West Style Cottage - with pool/hot-tub
A single-story house with a white garage, a front door, and a small porch.

3. Garden Cottage ,Cozy 2 BR Near Clearwater Beach

Garden Cottage ,Cozy 2 BR Near Clearwater Beach
Largo
The price is CA $146
CA $268 total
includes taxes & fees
Nov 16 - Nov 17
Garden Cottage ,Cozy 2 BR Near Clearwater Beach
A hot tub on a wooden deck with a house in the background.

4. 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.
The price is CA $144
CA $362 total
includes taxes & fees
Nov 9 - Nov 10
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
A modern kitchen with a stainless steel refrigerator, a wooden ceiling fan, and a striped sofa with decorative pillows.

5. 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, (232 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
The price is CA $173
CA $355 total
includes taxes & fees
Nov 5 - Nov 6
The Purple Flower - 30 Second walk to the Beach. Free parking.
A waterfront patio with red seating and palm trees.

6. Pool Cottage King Suite

Pool Cottage King Suite
Clearwater
9.8 out of 10, Exceptional, (11 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
The price is CA $132
CA $329 total
includes taxes & fees
Nov 24 - Nov 25
Pool Cottage King Suite
A single-story house with a red door, a small front porch, and a clear driveway leading to the entrance.

7. 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
The price is CA $116
CA $315 total
includes taxes & fees
Nov 15 - Nov 16
Cozy St Pete Home ~ 2 Mi to Madeira Beach!
A two-story house with a covered patio, a fenced yard, and a tree in the foreground.

8. Downtown Dunedin Cozy 1 bedroom Cottage

Downtown Dunedin Cozy 1 bedroom Cottage
Downtown Dunedin
10.0 out of 10, Exceptional, (45 reviews)
"Best location to enjoy everything in Dunedin with all the things you would need. Lovely cottage!"
United States
Amy H.
The price is CA $168
CA $571 total
includes taxes & fees
Nov 8 - Nov 9
Downtown Dunedin Cozy 1 bedroom Cottage
A covered patio area with a wooden pergola, a dining table with chairs, a surfboard, and a colorful rug.

9. 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
9.8 out of 10, Exceptional, (180 reviews)
"Loved our stay, had everything we needed for a quick weekend getaway!"
United States
Ryleigh G.
The price is CA $229
CA $443 total
includes taxes & fees
Nov 14 - Nov 15
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
A poolside area with lounge chairs, a small pool, and a covered patio.

10. 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.
The price is CA $121
CA $265 total
includes taxes & fees
Nov 9 - Nov 10
Key West Style Cottage - with pool/hot-tub
A white building with black shutters, a neon sign, and a flamingo decoration.

11. Birds of Paradise- Pool + Putting, Walk to Beach

Birds of Paradise- Pool + Putting, Walk to Beach
Indian Rocks Beach
10.0 out of 10, Exceptional, (11 reviews)
"Plenty of great restaurants, shopping, bars, and activities to enjoy nearby"
United States
KDrCS
The price is CA $162
CA $452 total
includes taxes & fees
Nov 12 - Nov 13
Birds of Paradise- Pool + Putting, Walk to Beach
An indoor swimming pool with a water feature, surrounded by palm trees and ambient lighting.

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.
The price is CA $188
CA $279 total
includes taxes & fees
Nov 13 - Nov 14
Blue Cottage STEPS to beach DOG friendly Sleeps 5 FULL Beach Gear Hot Tub
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

13. 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.
The price is CA $121
CA $265 total
includes taxes & fees
Nov 9 - Nov 10
Key West Style Cottage - with pool/hot-tub
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.

14. 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.
The price is CA $112
CA $262 total
includes taxes & fees
Nov 5 - Nov 6
Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!
A balcony with wicker furniture, a small round table, and two bottles of Corona Extra.

15. 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, (33 reviews)
"Excellent location. The host pulled out all the stops - they had everything to make the stay amazing!!"
United States
Lori A.
The price is CA $226
CA $495 total
includes taxes & fees
Nov 5 - Nov 6
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
A two-story house with a covered porch, a front door, and a small outdoor seating area with chairs.

16. 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.
The price is CA $121
CA $265 total
includes taxes & fees
Nov 9 - Nov 10
Key West Style Cottage - with pool/hot-tub
A row of single-story houses with red-tiled roofs, a central palm tree, and a clear blue sky.

17. Great for Digital Nomads! Spacious Home in Largo

Great for Digital Nomads! Spacious Home in Largo
3.0 star property
Walsingham
The price is CA $259
CA $776 total
includes taxes & fees
Nov 9 - Nov 10
Great for Digital Nomads! Spacious Home in Largo
A single-story house with a front porch, a small deck, and a pathway leading to the entrance.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.8 out of 10, Exceptional, (18 reviews)
"Perfect stay at this cozy cottage. Peaceful, quiet and clean. Will definitely be returning when we are back in the area. The location was great and we walked everywhere"
United States
Shane S.
The price is CA $133
CA $278 total
includes taxes & fees
Nov 5 - Nov 6
Key West Style Cottage - with pool/hot-tub
A single-story house with a white exterior, a front porch, and a mailbox.

19. Amelia- 2BR Beach Villa with King Bed and Bikes

Amelia- 2BR Beach Villa with King Bed and Bikes
Largo
8.0 out of 10, Very good, (1 review)
"Rug on house stained our feet. Umbrella listed as included in the listing was broken. Freezer and refrigerator doors wouldn’t close properly. Everything else was great. Location was the beat! Would def come back!"
United States
Rikki W.
The price is CA $146
CA $396 total
includes taxes & fees
Nov 8 - Nov 9
Amelia- 2BR Beach Villa with King Bed and Bikes
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
8.6 out of 10, Excellent, (7 reviews)
"Great place to stay for two!"
United States
Greg F.
The price is CA $121
CA $265 total
includes taxes & fees
Nov 9 - Nov 10
Key West Style Cottage - with pool/hot-tub
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

Clarion Inn & Suites Central Clearwater Beach

Clarion Inn & Suites Central Clearwater Beach

10/10 Excellent
"What a reasonable place to stay and close to everything…shopping is right around the corner also. Thank you for a pleasant weekend! Chris"
Christopher 1-night trip
Posted 1 hour ago
Clarion Inn & Suites Central Clearwater Beach

Find out more about Clearwater

Clearwater Cottages information

Number of reviews
626
Accommodation
23 Cottages
Lowest Price
CA $262
Highest Price
CA $4,424

Frequently asked questions

How much do cottages in Clearwater cost?
Prices for cottages in Clearwater range between CA $262 and CA $4,424 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 favourite 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 9.4.
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 travellers 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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