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Our top choices for Pinellas County cottages
1. Yachtsman Cottage – Beachfront Charm, Gulf Views, Heated Pool & Walkable Dining
Yachtsman Cottage – Beachfront Charm, Gulf Views, Heated Pool & Walkable DiningIndian Rocks Beach
9.8 out of 10, Exceptional, (63 reviews)
"Great location with awesome views and access to the beach."
Kimberly B.
2. 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, (181 reviews)
"Loved our stay, had everything we needed for a quick weekend getaway!"
Ryleigh G.
The price is CA $243
CA $464 total
includes taxes & fees
Nov 16 - Nov 17
3. Beachfront 1BR, Steps to Ocean, Dog Friendly. BOOK TODAY!
Beachfront 1BR, Steps to Ocean, Dog Friendly. BOOK TODAY!Redington Shores
9.8 out of 10, Exceptional, (20 reviews)
"Great price, great location and very close to the ocean. We loved it here and would definitely go back again."
Anonymous traveller
4. Key West Style Cottage - with pool/hot-tub
Key West Style Cottage - with pool/hot-tubDunedin
9.8 out of 10, Exceptional, (19 reviews)
"amazing little cottage, so close to all of downtown and activities.Everything i need was in the cottage"
Patrick A.
The price is CA $136
CA $283 total
includes taxes & fees
Nov 17 - Nov 18
5. Key West Style Cottage - with pool/hot-tub
Key West Style Cottage - with pool/hot-tubDunedin
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...
Nayeli
The price is CA $124
CA $270 total
includes taxes & fees
Nov 16 - Nov 17
6. Beachfront Cottage! Directly on the Gulf! Ground floor! Walk out onto the Sand!
Beachfront Cottage! Directly on the Gulf! Ground floor! Walk out onto the Sand!Indian Shores
10.0 out of 10, Exceptional, (252 reviews)
"It was a fantastic stay - the weather was great and the sunsets were the best!"
Veronica F.
7. Private Surf Shack Less Than 5 Minutes to Indian Rocks Beach Bikes Included!
Private Surf Shack Less Than 5 Minutes to Indian Rocks Beach Bikes Included!Largo
10.0 out of 10, Exceptional, (46 reviews)
"Beautiful little park with great wildlife just a short walk away."
Robert H.
8. Key West Style Cottage - with pool/hot-tub
Key West Style Cottage - with pool/hot-tubDunedin
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"
Tom D.
The price is CA $124
CA $261 total
includes taxes & fees
Nov 19 - Nov 20
9. 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, (234 reviews)
"Wonderful stay !"
Rhonda C.
The price is CA $217
CA $431 total
includes taxes & fees
Nov 16 - Nov 17
10. Lemon Cottage Steps to Beach Dog Friendly Hot Tub Full Beach Gear
Lemon Cottage Steps to Beach Dog Friendly Hot Tub Full Beach GearClearwater
9.0 out of 10, Wonderful, (2 reviews)
"We had a delightful stay at this lovely cottage. Jenna, our host was helpful and inviting. Just a short walk to the white sands of Clearwater beach"
Ron L.
The price is CA $321
CA $443 total
includes taxes & fees
Dec 1 - Dec 2
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.