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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28

Top Cities in Pinellas County

Fort De Soto Park which includes a sandy beach
CottagesCottages

St. Petersburg - Clearwater

St. Petersburg - Clearwater

Cottages in Pinellas County

Yachtsman*OCEAN FRONT COTTAGE*Right on the sand*sleeps up to 6*Heated Pool
Exterior

Yachtsman*OCEAN FRONT COTTAGE*Right on the sand*sleeps up to 6*Heated Pool

9.8 out of 10, Exceptional, (56)
"Perfect beach house for a single family! The kids loved the convenience of being on the beach and the heated pool. "
Yachtsman*OCEAN FRONT COTTAGE*Right on the sand*sleeps up to 6*Heated Pool
Gulfport Art District! One block from the beach!
Exterior

Gulfport Art District! One block from the beach!

10.0 out of 10, Exceptional, (38)
"The location was perfect for my wife and I. It’s right in the heart of the small town of Gulfport and our pup had a great time. The hosts were very responsive and thoughtful. We hope to go back! "
Gulfport Art District! One block from the beach!
Steps to Beach+bikes VaCay getaway on PaG island
Exterior

Steps to Beach+bikes VaCay getaway on PaG island

10.0 out of 10, Exceptional, (14)
"These Bungalows are small, but packed with character and are less than a two minute walk to one of Floridas most serene, beautiful beaches. Owner was very helpful!"
$252 nightly
The price is $269
Oct 22 - Oct 23
Total with taxes and fees
Steps to Beach+bikes VaCay getaway on PaG island
Historic Beach Cottage steps from beach. Pet friendly!
Exterior

Historic Beach Cottage steps from beach. Pet friendly!

9.2 out of 10, Wonderful, (124)
"We LOVED staying at Capt. Al's corner cottage. It was such a cute place and perfect for what we were looking for. Walking distance to everything, steps away from the beach and so relaxing! We especially loved the hot tub that was just out the back door and the atmosphere was so "beachy"....5 stars is not enough for this little gem of a place!"
$320 nightly
The price is $357
Oct 2 - Oct 3
Total with taxes and fees
Historic Beach Cottage steps from beach. Pet friendly!
Escondido Boutique Bungalow in Crystal Beach- Inquire for Seasonal Savings!
Exterior

Escondido Boutique Bungalow in Crystal Beach- Inquire for Seasonal Savings!

10.0 out of 10, Exceptional, (15)
"Absolutely amazing property and location. The bikes were a wonderful addition! Will be returning!"
Escondido Boutique Bungalow in Crystal Beach- Inquire for Seasonal Savings!
“A” Beachy Keen Cottage! Just Steps From Indian Rocks Beach!
Exterior

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

9.8 out of 10, Exceptional, (60)
"Loved our stay! "
“A” Beachy Keen Cottage! Just Steps From Indian Rocks Beach!
Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer
Outdoor dining

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

7.8 out of 10, Good, (97)
"Good, not great"
Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer
Grove Keeper Cottage unit has a tree house atmosphere
Property grounds

Grove Keeper Cottage unit has a tree house atmosphere

10.0 out of 10, Exceptional, (44)
"Really enjoyed the privacy that this spot gave us from the area. The landscaping was beautiful. There are a lot of great places to eat right around the corner. "
Grove Keeper Cottage unit has a tree house atmosphere
Island Vibes Cottage | Amazing Location
Beach nearby

Island Vibes Cottage | Amazing Location

9.0 out of 10, Wonderful, (35)
"We had a beautiful stay in Clearwater. The cottage was perfect for two and great walk to the beach as well as downtown. Great food everywhere we turned! We will be back!"
Island Vibes Cottage | Amazing Location
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (145)
"We loved the stay there. It is very close to the beach. One of the best places I’ve stayed at in a long time. "
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Two-bedroom bungalow - Old FL Cottage - Gulf Side - Ground Level
Aerial view

Two-bedroom bungalow - Old FL Cottage - Gulf Side - Ground Level

10.0 out of 10, Exceptional, (31)
"We love this place so beautiful and most of all a private beach, great get away "
Two-bedroom bungalow - Old FL Cottage - Gulf Side - Ground Level
Cozy and roomy cottage
Outdoor pool

Cozy and roomy cottage

10.0 out of 10, Exceptional, (62)
"We absolutely loved this cottage, the grounds, the pool and the overall location. It was like a hideaway oasis in the middle of the city!!"
Cozy and roomy cottage
Perfect Cottage In Art District of Gulfport
Exterior

Perfect Cottage In Art District of Gulfport

9.6 out of 10, Exceptional, (95)
"Very Clean and plenty of room for 2."
Perfect Cottage In Art District of Gulfport
Updated Key West Style Cottage.
Property grounds

Updated Key West Style Cottage.

10.0 out of 10, Exceptional, (8)
"Our stay was lovely. The location is perfect and a short walk to John's pass and its on the beach side of the main road. The owners were super friendly, quick to contact, and cared deeply about the safety of all guests. The amenities were awesome and privacy of the courtyard that separated the cottage from the street was comforting."
Updated Key West Style Cottage.
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Exterior

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

9.8 out of 10, Exceptional, (144)
"Really well kept old style Florida home. Beautifully decorated and comfortable. Location is perfect for beach access. We’ll be back."
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
Property grounds

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

10.0 out of 10, Exceptional, (24)
"Great place and Location to stay and very close to Main Street .Host Jen is fantastic and always available."
$324 nightly
The price is $361
Oct 19 - Oct 20
Total with taxes and fees
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass
Outdoor dining

Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass

9.4 out of 10, Exceptional, (148)
"Comfortable, no-frills stay for one or a couple. Easy access to beach as well as restaurants and shopping at John’s Pass. Handy parking, nice deck and patio with grill. A few basic items that would be helpful: kitchen linens, basic storage containers and hand soap. "
Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass
Key West Style Cottage - with pool/hot-tub
Property grounds

Key West Style Cottage - with pool/hot-tub

9.4 out of 10, Exceptional, (6)
"Great stay and located close to downtown."
$187 nightly
The price is $209
Oct 2 - Oct 3
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
Coral Cottage pool/gas firepit a 2 bedr 2 bath sleeps 6
Terrace/patio

Coral Cottage pool/gas firepit a 2 bedr 2 bath sleeps 6

10.0 out of 10, Exceptional, (42)
"Very clean, relaxing property. Close to everything, especially the Greek restaurants in Tarpon Sorings! "
Coral Cottage pool/gas firepit a 2 bedr 2 bath sleeps 6
Private Surf Shack Less Than 5 Minutes to Indian Rocks Beach Bikes Included!
Property grounds

Private Surf Shack Less Than 5 Minutes to Indian Rocks Beach Bikes Included!

10.0 out of 10, Exceptional, (26)
"Beautiful option for the beach."
Private Surf Shack Less Than 5 Minutes to Indian Rocks Beach Bikes Included!
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

AC Hotel Clearwater Beach

AC Hotel Clearwater Beach

10/10 Excellent
"Clean room and good breakfast"
Tuanne 1-night trip
Posted 8 hours ago
AC Hotel Clearwater Beach

Price trends for hotels in Pinellas County

Price trends for hotels in Pinellas County

Less expensive
More expensive
This month
Next month
October
March
$219
$222
Month
Price
January
$258
February
$325
March
$429
April
$251
May
$251
June
$227
July
$230
August
$227
September
$239
October
$219
November
$222
December
$223
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Cottages in Pinellas County. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Pinellas County

Find out more about Pinellas County

Pinellas County Cottages information

Number of reviews
1,133
Accommodation
404 Cottages
Lowest Price
$209
Highest Price
$361

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