Search St. Petersburg - Clearwater Cottages

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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for St. Petersburg cottages

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.
$388 nightly
The price is $433
Dec 15 - Dec 16
Total with taxes and fees
Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage
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
House (1 Bedroom) | Interior
Cozy St Pete Home ~ 2 Mi to Madeira Beach!

Cottage in Bay Pines

Cozy St Pete Home ~ 2 Mi to Madeira Beach!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Spacious for a one bedroom flat. Exceptionally quiet. Would stay there again. A good value. "
United States
HELEN
$218 nightly
The price is $243
Dec 15 - Dec 16
Total with taxes and fees
Cozy St Pete Home ~ 2 Mi to Madeira Beach!
Property grounds
Key West Style Cottage - with pool/hot-tub

Cottage in Dunedin

Key West Style Cottage - with pool/hot-tub
10.0 out of 10, Exceptional, (4)
"In the heart of Dunedin. Clean and lovely place to stay. Met all our needs. "
United States
sharon h.
$157 nightly
The price is $175
Dec 15 - Dec 16
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
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.
$200 nightly
The price is $223
Dec 17 - Dec 18
Total with taxes and fees
Sea-clusion: Private Poolside Cottage by the Beach
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.
$207 nightly
The price is $231
Dec 18 - Dec 19
Total with taxes and fees
The Purple Flower - 30 Second walk to the Beach. Free parking.
Terrace/patio
Sleeps 6 Daily Rentals, Pets OK, Hot Tub

Cottage in Clearwater

Sleeps 6 Daily Rentals, Pets OK, Hot Tub
8.6 out of 10, Excellent, (55)
"Great stay. Place was clean and me, my family and my pets enjoyed the stay. Host was really communicative and nice. Definitely coming back."
United States
Alejandro C.
$331 nightly
The price is $369
Dec 14 - Dec 15
Total with taxes and fees
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
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, (128)
"Great location for a quick trip. "
United States
Shannon J.
$340 nightly
The price is $378
Dec 21 - Dec 22
Total with taxes and fees
Historic Beach Cottage steps from beach. Pet friendly!
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.
$522 nightly
The price is $581
Dec 21 - Dec 22
Total with taxes and fees
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
Exterior
Peaceful cottage with AC in St. Petersburg - Close to Everything!

Cottage in St. Petersburg

Peaceful cottage with AC in St. Petersburg - Close to Everything!
10.0 out of 10, Exceptional, (1)
"Excellent host - Very customer service oriented."
United States
Linda C.
$238 nightly
The price is $265
Dec 15 - Dec 16
Total with taxes and fees
Peaceful cottage with AC in St. Petersburg - Close to Everything!
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.
$217 nightly
The price is $231
Dec 16 - Dec 17
Total with taxes and fees
Steps to Beach+bikes VaCay getaway on PaG island
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.
$476 nightly
The price is $531
Dec 17 - Dec 18
Total with taxes and fees
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage
House (5 Bedrooms) | Front of property
Ocean View, Pool & Boat Dock: Indian Rocks Retreat

Cottage in Indian Rocks Beach

Ocean View, Pool & Boat Dock: Indian Rocks Retreat
3.0 star property
$660 nightly
The price is $742
Dec 15 - Dec 16
Total with taxes and fees
Ocean View, Pool & Boat Dock: Indian Rocks Retreat
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.
$254 nightly
The price is $283
Dec 18 - Dec 19
Total with taxes and fees
Charming 1-bedroom Cottage - Close to Downtown/Sponge Docks/Beaches/Trails
Terrace/patio
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub

Cottage in Palm Harbor

Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
10.0 out of 10, Exceptional, (17)
"Home was exactly as advertised. Will stay here again when in the area."
United Kingdom
Michelle H.
$280 nightly
The price is $311
Dec 14 - Dec 15
Total with taxes and fees
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
Exterior
Blushing Flamingo- Triplex with heated pool, across the street from the beach

Cottage in Indian Rocks Beach

Blushing Flamingo- Triplex with heated pool, across the street from the beach
10.0 out of 10, Exceptional, (1)
"We were happy with rental. Everything was clean. The unit was very well stocked with everything. A lot of beach gear. LocaPlenty of parking "
United States
Wayne F.
$278 nightly
The price is $310
Dec 17 - Dec 18
Total with taxes and fees
Blushing Flamingo- Triplex with heated pool, across the street from the beach
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.
$274 nightly
The price is $306
Dec 14 - Dec 15
Total with taxes and fees
The Seaside Cottages are located just across the street from Indian Rocks 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
$359 nightly
The price is $402
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
Fully renovated with 2 bedrooms, 1.5 bathrooms, pet friendly & hot tub

Cottage in Palm Harbor

Fully renovated with 2 bedrooms, 1.5 bathrooms, pet friendly & hot tub
$292 nightly
The price is $325
Dec 14 - Dec 15
Total with taxes and fees
Fully renovated with 2 bedrooms, 1.5 bathrooms, pet friendly & 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
$251 nightly
The price is $281
Dec 17 - Dec 18
Total with taxes and fees
An oasis ACROSS THE STREET FROM THE 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 St. Petersburg - Clearwater Hotel Reviews

Dolphin Sands Clearwater Beach, an Ascend Collection Hotel

Dolphin Sands Clearwater Beach, an Ascend Collection Hotel

10/10 Excellent
"Room was clean and view was great. Quite at night. Staff very helpful and friendly."
Janet 1-night trip
Posted 1 day ago
Dolphin Sands Clearwater Beach, an Ascend Collection Hotel

Find out more about St. Petersburg - Clearwater

St. Petersburg - Clearwater Cottages information

Number of reviews
601
Accommodation
398 Cottages
Lowest Price
$175
Highest Price
$742

Frequently asked questions

How much do cottages in St. Petersburg - Clearwater cost?
You can expect to pay between $175 and $742 per night for cottages in St. Petersburg - Clearwater. Whatever your budget, an awesome stay is only a click or two away on Expedia. 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 St. Petersburg - Clearwater?
St. Petersburg - Clearwater offers multiple cottages with a total average guest review rating of 9.5. Planning an escape to Clearwater? A guest favorite is Sunshine Cozy Cottages, a 2.5-star stay with individually decorated rooms and pillow top mattresses. Another sought-after pick where you can get away from it all is Our Yellow Beach Cottage Nestled In The Heart Of Indian Rocks Beach. It has a 3-star rating and amenities including a nearby seaside and a patio.
How many cottages are there in St. Petersburg - Clearwater?
You can pick from 398 cottages in St. Petersburg - Clearwater. Whether you're traveling with the whole family, as a couple or with a group of workmates, Expedia makes it a breeze to find the perfect digs.
Are there any family-friendly cottages in St. Petersburg - Clearwater?
You'll discover a variety of family-friendly cottages in St. Petersburg - Clearwater. If you're visiting Clearwater, consider Sunshine Cozy Cottages. With useful amenities such as WiFi and a barbecue grill, your entire crew will enjoy chilling out at this 2.5-star stay. Our Yellow Beach Cottage Nestled In The Heart Of Indian Rocks Beach is also a top pick for families in Clearwater. This 3-star cottage features a bicycle, an oven and more. Clearwater offers lots of family-friendly attractions when it's time to sightsee. St. Petersburg - Clearwater Beaches and Clearwater Beach promise fun for the whole crew.
Why book your cottage in St. Petersburg - Clearwater with Expedia?
Expedia has some excellent cottages in St. Petersburg - Clearwater, so get ready for a memorable vacation on nature's doorstep. If you have a fixed budget, choose how much you'd like to spend and your preferred property star rating. Or, make your way to the filters to search for cottages with free WiFi or a kitchen. We'll help you find the right digs whatever your plans or bank balance.
How can I find cheap cottages in St. Petersburg - Clearwater?
Expedia can help you look for cheap cottages in St. Petersburg - Clearwater. To lock in a fantastic stay in a few quick keystrokes, try out the filter tool to refine your search by star rating, budget and amenities.
What is there to do in St. Petersburg - Clearwater near my cottage?
Whichever direction your travels take you in St. Petersburg - Clearwater, you'll discover plenty to immerse yourself in here. Planning a stop in Clearwater? Clearwater Country Club is a favorite attraction to add to your itinerary.

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