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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Top Cities in Pinellas County

Fort De Soto Park which includes a sandy beach
CottagesCottages

St. Petersburg - Clearwater

St. Petersburg - Clearwater

Our top choices for Pinellas County cottages

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

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, (204)
"Fabulous location, and the accommodation had everything we needed as a family of 4 to enjoy Clearwater Beach."
United Kingdom
Martin H.
$266 nightly
The price is $297
Dec 29 - Dec 30
Total with taxes and fees
The Purple Flower - 30 Second walk to the Beach. Free parking.
Fridge, microwave, oven, stovetop
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!

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Clearwater
9.8 out of 10, Exceptional, (154)
"Best place I’ve ever stayed at! It is just right for 2 people and more on the quiet side of town"
United States
Alyssa W.
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Terrace/patio
Tarpon Tides Cottage - Walking Distance to the Sponge Docks & Downtown!

Tarpon Tides Cottage - Walking Distance to the Sponge Docks & Downtown!

Tarpon Tides Cottage - Walking Distance to the Sponge Docks & Downtown!
Tarpon Springs
10.0 out of 10, Exceptional, (6)
Tarpon Tides Cottage - Walking Distance to the Sponge Docks & Downtown!
Exterior
Perfect Cottage In Art District of Gulfport

Perfect Cottage In Art District of Gulfport

Perfect Cottage In Art District of Gulfport
Gulfport
9.8 out of 10, Exceptional, (98)
"The cottage was just the right size"
United States
Constantine M.
Perfect Cottage In Art District of Gulfport
Exterior
Coastal Retreat & Biking Bliss

Coastal Retreat & Biking Bliss

Coastal Retreat & Biking Bliss
Spring Branch
10.0 out of 10, Exceptional, (9)
"This was a great place to stay while in Dunedin. "
United States
Tammy K.
Coastal Retreat & Biking Bliss
Property grounds
Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
10.0 out of 10, Exceptional, (10)
"We were just stopping for the night but loved the amenities. Very cute cottages "
United States
Bret M.
$179 nightly
The price is $200
Jan 14 - Jan 15, 2026
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
Exterior
Cottage by the gulf

Cottage by the gulf

Cottage by the gulf
Dunedin
10.0 out of 10, Exceptional, (49)
"Great place, great location. Everything we needed was provided. We would stay here again. "
United States
Nicholas S.
Cottage by the gulf
Exterior
“A” Beachy Keen Cottage! Just Steps From Indian Rocks Beach!

“A” Beachy Keen Cottage! Just Steps From Indian Rocks Beach!

“A” Beachy Keen Cottage! Just Steps From Indian Rocks Beach!
Indian Rocks Beach
9.8 out of 10, Exceptional, (67)
"Perfect getaway for a girls beach trip! Perfect walking distance to beach and food. "
United States
Carmen P.
“A” Beachy Keen Cottage! Just Steps From Indian Rocks Beach!
Property grounds
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!

White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!

White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Clearwater
9.6 out of 10, Exceptional, (115)
"My family throughly enjoyed our stay. Location can't be beat as it's literally steps to the white sands of Clearwater Beach. Would certainly recommend this property to anyone looking to stay in this area of Clearwater."
United States
Stacy P.
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Exterior
Canary Beach Cottage - steps to the sand!

Canary Beach Cottage - steps to the sand!

Canary Beach Cottage - steps to the sand!
Indian Shores
9.8 out of 10, Exceptional, (51)
"Great access to the beach and tons of good restaurants."
United States
Katherine W.
Canary Beach Cottage - steps to the sand!
Property grounds
Beachfront Cottages GARDEN at Beautiful Sandy Shores on Gulf of Mexico

Beachfront Cottages GARDEN at Beautiful Sandy Shores on Gulf of Mexico

Beachfront Cottages GARDEN at Beautiful Sandy Shores on Gulf of Mexico
Independence Square
10.0 out of 10, Exceptional, (187)
"The owner is lovely like her property, which is conveniently located right by the beach, with restaurants, CVS, and bars nearby."
United States
CSS
Beachfront Cottages GARDEN at Beautiful Sandy Shores on Gulf of Mexico
Beach nearby, sun loungers, beach towels
Beachy Keen Cottage B! Just Steps from Indian Rocks Beach!

Beachy Keen Cottage B! Just Steps from Indian Rocks Beach!

Beachy Keen Cottage B! Just Steps from Indian Rocks Beach!
Indian Rocks Beach
9.8 out of 10, Exceptional, (62)
"Everything from the beginning to the end was perfect 🥰 Cozy, clean, great beds, great shower, all the amenities you need. Location perfect for access to the beach Paula was so quick to respond and accommodating. Thank you for amazing stay."
United States
Zeleanor J.
Beachy Keen Cottage B! Just Steps from Indian Rocks Beach!
Exterior
Pet friendly, Walk to Beaches, Breweries & Blue Jays –DT Dunedin,Marina & Trail!

Pet friendly, Walk to Beaches, Breweries & Blue Jays –DT Dunedin,Marina & Trail!

Pet friendly, Walk to Beaches, Breweries & Blue Jays –DT Dunedin,Marina & Trail!
Dunedin
10.0 out of 10, Exceptional, (8)
"Such a terrific location - close to everything AND quiet! The home is completely updated and beautifully decorated. The kitchen is well equipped and the baths are gorgeous. The entire property is spotless. We had a wonderful stay. Loved sitting in the private yard and enjoying morning coffee. Barbra provided excellent recommendations and thought of every detail making our stay a dream. "
United States
Suzanne G.
$442 nightly
The price is $494
Dec 26 - Dec 27
Total with taxes and fees
Pet friendly, Walk to Beaches, Breweries & Blue Jays –DT Dunedin,Marina & Trail!
Exterior
Historic Beach Cottage steps from beach. Pet friendly!

Historic Beach Cottage steps from beach. Pet friendly!

Historic Beach Cottage steps from beach. Pet friendly!
Clearwater
9.2 out of 10, Wonderful, (129)
"Great location for a quick trip. "
United States
Shannon J.
$385 nightly
The price is $431
Jan 6 - Jan 7, 2026
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

100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals

100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
Clearwater
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.
$548 nightly
The price is $612
Jan 6 - Jan 7, 2026
Total with taxes and fees
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
Outdoor dining
Beachfront Cottages (Patio) at Beautiful Sandy Shores on Gulf of Mexico

Beachfront Cottages (Patio) at Beautiful Sandy Shores on Gulf of Mexico

Beachfront Cottages (Patio) at Beautiful Sandy Shores on Gulf of Mexico
INDIAN ROCKS BEACH
10.0 out of 10, Exceptional, (166)
"Beautiful property, great location and Myrtle was a wonderful host. We will stay again for sure."
United States
Catherine M.
Beachfront Cottages (Patio) at Beautiful Sandy Shores on Gulf of Mexico
Sun loungers
THE COTTAGE - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill.

THE COTTAGE - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill.

THE COTTAGE - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill.
Clearwater
9.8 out of 10, Exceptional, (146)
"The Cottage was the perfect little spot for two! Our stay had everything we needed like chairs, umbrellas and beach towels. The hosts were very attentive and care about the experience of theirs guests. Steps from the beach and close to plenty of restaurants and shops! "
United States
Mackenzie W.
THE COTTAGE - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill.
Smart TV
Cute Cottage In The Heart of Gulfport!

Cute Cottage In The Heart of Gulfport!

Cute Cottage In The Heart of Gulfport!
Gulfport
9.8 out of 10, Exceptional, (38)
"Melissa our host is amazing! She was very accommodating & gracious to our schedule needs during our stay. The cottage is conveniently located in Gulfport to the highway, beaches, stores, downtown & restaurants of all kinds. If you are considering a stay, you won’t be disappointed!"
United States
Megan B.
Cute Cottage In The Heart of Gulfport!
Outdoor dining
Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer

Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer

Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer
Indian Shores
7.8 out of 10, Good, (100)
"Beach is amazing!As other reviews stated driveway is a challengeI would recommend one of the ATV rentals House has some cosmetic/maintenance issues but we spent a lot of time on the beach. "
United States
Nanette L.
$747 nightly
The price is $797
Jan 7 - Jan 8, 2026
Total with taxes and fees
Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer
Exterior
Last minute discounts for Fall - Quaint Bungalow just off Main Street!

Last minute discounts for Fall - Quaint Bungalow just off Main Street!

Last minute discounts for Fall - Quaint Bungalow just off Main Street!
Downtown Dunedin
9.4 out of 10, Exceptional, (36)
"Good times in Dunedin from convenient location."
United States
Michael R.
Last minute discounts for Fall - Quaint Bungalow just off Main Street!
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 Pinellas County Hotel Reviews

Hilton St. Petersburg Carillon Park

Hilton St. Petersburg Carillon Park

10/10 Excellent
"Yes "
Keenan 1-night trip
Posted 2 days ago
Hilton St. Petersburg Carillon Park

Find out more about Pinellas County

Pinellas County Cottages information

Number of reviews
1,587
Accommodation
406 Cottages
Lowest Price
$200
Highest Price
$797

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