Cottages in Pinellas County

Compare and save
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Top cities in Pinellas County

Find vacation rentals that suit your style

Check prices for these dates

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 Dining
Indian Rocks Beach
9.8 out of 10, Exceptional, (63 reviews)
"Great location with awesome views and access to the beach."
United States
Kimberly B.
Yachtsman Cottage – Beachfront Charm, Gulf Views, Heated Pool & Walkable Dining

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!"
United States
Ryleigh G.
The price is AED 602
AED 1,165 total
includes taxes & fees
14 Nov - 15 Nov
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

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, (19 reviews)
"Great price, great location and very close to the ocean. We loved it here and would definitely go back again."
United States
Anonymous traveler
Beachfront 1BR, Steps to Ocean, Dog Friendly. BOOK TODAY!

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.8 out of 10, Exceptional, (18 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.
The price is AED 349
AED 737 total
includes taxes & fees
9 Nov - 10 Nov
Key West Style Cottage - with pool/hot-tub

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

Key West Style Cottage - with pool/hot-tub
Dunedin
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...
United States
Nayeli
The price is AED 319
AED 698 total
includes taxes & fees
9 Nov - 10 Nov
Key West Style Cottage - with pool/hot-tub

6. Charming Direct Beachfront Cottage GroundFloor Step out the door into the Sand

Charming Direct Beachfront Cottage GroundFloor Step out the door into 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!"
United States
Veronica F.
The price is AED 845
AED 1,612 total
includes taxes & fees
15 Nov - 16 Nov
Charming Direct Beachfront Cottage GroundFloor Step out the door into the Sand

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."
United States
Robert H.
Private Surf Shack Less Than 5 Minutes to Indian Rocks Beach Bikes Included!

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

Key West Style Cottage - with pool/hot-tub
Dunedin
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"
United States
Tom D.
The price is AED 319
AED 698 total
includes taxes & fees
9 Nov - 10 Nov
Key West Style Cottage - with pool/hot-tub

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, (233 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
The price is AED 559
AED 1,109 total
includes taxes & fees
10 Nov - 11 Nov
The Purple Flower - 30 Second walk to the Beach. Free parking.

10. Lemon Cottage Steps to Beach Dog Friendly Hot Tub Full Beach Gear

Lemon Cottage Steps to Beach Dog Friendly Hot Tub Full Beach Gear
Clearwater
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"
United States
Ron L.
The price is AED 992
AED 1,337 total
includes taxes & fees
9 Nov - 10 Nov
Lemon Cottage Steps to Beach Dog Friendly Hot Tub Full Beach Gear
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.

Top reviews in Pinellas County

Explore a world of travel with Expedia