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 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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
$2,658 nightly
The price is $3,004
Nov 7 - Nov 8
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, (35 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
$173 nightly
The price is $193
Oct 28 - Oct 29
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A waterfront patio with red seating and palm trees.

3. 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
$211 nightly
The price is $235
Nov 4 - Nov 5
Total with taxes and fees
Pool Cottage King Suite
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.
$235 nightly
The price is $262
Oct 28 - Oct 29
Total with taxes and fees
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
A two-story house with a covered patio, a fenced yard, and a tree in the foreground.

5. Downtown Dunedin Cozy 1 bedroom Cottage

Downtown Dunedin Cozy 1 bedroom Cottage
Downtown Dunedin
10.0 out of 10, Exceptional, (45 reviews)
"Jennifer was among the most responsive hosts I've ever encountered and accommodating to no end."
United States
Grant N.
$350 nightly
The price is $387
Oct 28 - Oct 29
Total with taxes and fees
Downtown Dunedin Cozy 1 bedroom Cottage
A single-story house with a red door, a small front porch, and a clear driveway leading to the entrance.

6. 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
Oct 28 - Oct 29
Total with taxes and fees
Cozy St Pete Home ~ 2 Mi to Madeira Beach!
A balcony with wicker furniture, a small round table, and two bottles of Corona Extra.

7. 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.
$288 nightly
The price is $323
Oct 28 - Oct 29
Total with taxes and fees
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
A covered patio area with a wooden pergola, a dining table with chairs, a surfboard, and a colorful rug.

8. 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, (179 reviews)
"Perfect location for the beach and restaurants. "
United States
Heather S.
$271 nightly
The price is $302
Oct 29 - Oct 30
Total with taxes and fees
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
A white building with black shutters, a neon sign, and a flamingo decoration.

9. 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
$273 nightly
The price is $305
Oct 28 - Oct 29
Total with taxes and fees
Birds of Paradise- Pool + Putting, Walk to Beach
A modern kitchen with a stainless steel refrigerator, a wooden ceiling fan, and a striped sofa with decorative pillows.

10. 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, (231 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
$235 nightly
The price is $262
Nov 5 - Nov 6
Total with taxes and fees
The Purple Flower - 30 Second walk to the Beach. Free parking.
A poolside area with lounge chairs, a small pool, and a covered patio.

11. 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.
$173 nightly
The price is $193
Oct 30 - Oct 31
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

12. 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.
$173 nightly
The price is $193
Oct 28 - Oct 29
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
An indoor swimming pool with a water feature, surrounded by palm trees and ambient lighting.

13. 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.
$185 nightly
The price is $206
Nov 8 - Nov 9
Total with taxes and fees
Blue Cottage STEPS to beach DOG friendly Sleeps 5 FULL Beach Gear Hot Tub
A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table with placemats.

14. Private 1BR Retreat | Near Madeira Beach and VA

Private 1BR Retreat | Near Madeira Beach and VA
St. Petersburg
$192 nightly
The price is $215
Oct 29 - Oct 30
Total with taxes and fees
Private 1BR Retreat | Near Madeira Beach and VA
A garden pathway leading to a wooden pergola with pink bougainvillea flowers.

15. Charming Newly Reno 1 min to Downtown Dunedin

Charming Newly Reno 1 min to Downtown Dunedin
Dunedin
8.8 out of 10, Excellent, (9 reviews)
"I rented this for my Mom and Brother who came to visit me here in Dunedin.I was really impressed in how easy they made the whole process. Communication was fantastic. My family really liked the property and I would definitely recommend the property. I will be a repeat customer"
United States
Paul
Charming Newly Reno 1 min to Downtown Dunedin
A row of single-story houses with red-tiled roofs, a central palm tree, and a clear blue sky.

16. Great for Digital Nomads! Spacious Home in Largo

Great for Digital Nomads! Spacious Home in Largo
3.0 star property
Walsingham
$491 nightly
The price is $555
Oct 28 - Oct 29
Total with taxes and fees
Great for Digital Nomads! Spacious Home in Largo
A two-story house with a covered porch, a front door, and a small outdoor seating area with chairs.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.6 out of 10, Exceptional, (22 reviews)
"Easy access and a lot of amenities."
United States
Scott H.
$173 nightly
The price is $193
Oct 28 - Oct 29
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
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, (17 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.
$183 nightly
The price is $204
Nov 1 - Nov 2
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

19. 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.
$173 nightly
The price is $193
Oct 28 - Oct 29
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A modern kitchen with white cabinetry, a central island with stools, and a dark blue sofa in the living area.

20. Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1

Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
Downtown Dunedin
10.0 out of 10, Exceptional, (18 reviews)
"Great location, easy walk to all the fun stuff. "
United States
Patrick G.
$300 nightly
The price is $335
Oct 28 - Oct 29
Total with taxes and fees
Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
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

Holiday Inn St Petersburg N - Clearwater by IHG

Holiday Inn St Petersburg N - Clearwater by IHG

10/10 Excellent
"My phone didn’t work and I did tell the girl downstairs, but she didn’t do anything about it. I asked for extra pillow and blankets waited in my room for an hour and a half and then she when I walked back down because my phone didn’t work the second time she said oh that’s on me. I forgot to do it so then I finally got extra blankets and pillows but otherwise in that it was clean and the restaurant was excellent and yes, we would stay there again."
Pamela 1-night trip
Posted 2 hours ago
Holiday Inn St Petersburg N - Clearwater by IHG

Find out more about Clearwater

Clearwater Cottages information

Number of reviews
646
Accommodation
23 Cottages
Lowest Price
$193
Highest Price
$3,004

Frequently asked questions

How much do cottages in Clearwater cost?
Prices for cottages in Clearwater range between $193 and $3,004 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 9.4.
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 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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