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

Check prices for these dates

In two weeks
In two months
In three months
In four months

Top Cities in Pinellas County

Our top choices for Pinellas County cottages

100 Steps to the Beach, Family and Pet friendly Real Beach Cottage

100 Steps to the Beach, Family and Pet friendly Real Beach Cottage
Clearwater
9.2 out of 10, Wonderful, (60 reviews)
"Cool rustic cottage steps from the beach."
United States
Ray D.
The price is AED 955
AED 2,618 total
includes taxes & fees
20 Apr - 21 Apr
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage

Historic Beach Cottage steps from beach. Pet friendly! Sleeps 5

Historic Beach Cottage steps from beach. Pet friendly! Sleeps 5
Clearwater
9.2 out of 10, Wonderful, (135 reviews)
"Host was very friendly great location "
United States
anna w.
The price is AED 879
AED 1,785 total
includes taxes & fees
1 Apr - 2 Apr
Historic Beach Cottage steps from beach. Pet friendly! Sleeps 5

Stay steps from the sand in this charming single-family home. Enjoy exclusive beach access at Sunburst Inn, featured on HGTV. Cozy comfort for up to 4, and an unbeatable location on the Gulf. Perfect for a romantic escape or small family getaway.

Stay steps from the sand in this charming single-family home. Enjoy exclusive beach access at Sunburst Inn, featured on HGTV. Cozy comfort for up to 4, and an unbeatable location on the Gulf. Perfect for a romantic escape or small family getaway.
Indian Shores
9.8 out of 10, Exceptional, (26 reviews)
"The home did not disappoint. The communication was timely and relevant as well. I appreciate the location and information, and it allowed for easy travel in the area. Access to the beach was perfect and I appreciated the local recommendations for food and coffee. I highly recommended staying at the Pink House. "
United States
Tad M.
Stay steps from the sand in this charming single-family home. Enjoy exclusive beach access at Sunburst Inn, featured on HGTV. Cozy comfort for up to 4, and an unbeatable location on the Gulf. Perfect for a romantic escape or small family getaway.

Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30

Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
Madeira Beach
10.0 out of 10, Exceptional, (1 review)
"The cottages were very nice and clean. The layout was great for our group. The host was very responsive to any issues we had. "
United States
Alyssa C.
Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30

Beachfront 1BR, Steps to Ocean, Dog Friendly. BOOK TODAY!

Beachfront 1BR, Steps to Ocean, Dog Friendly. BOOK TODAY!
Redington Shores
9.4 out of 10, Exceptional, (3 reviews)
"Great place awesome location very walkable nice right on the beach beautiful location have everything you need definitely will be returning."
United States
Dana
Beachfront 1BR, Steps to Ocean, Dog Friendly. BOOK TODAY!

COZY COTTAGE ON PRIVATE BEACH *CLEARWATER/BELLEAIR BEACH

COZY COTTAGE ON PRIVATE BEACH *CLEARWATER/BELLEAIR BEACH
Bellaire beach
9.6 out of 10, Exceptional, (62 reviews)
"The condo was perfect for the four of us. Very cozy and had everything we needed. The owner was very easy to communicate l with. He reached out to us to make sure that we were good during the day. He even offered for us to stay an extra day if you needed it. The beach is beautiful outside his condo. I will definitely stay here again if we are in the area!"
United States
Marie P.
COZY COTTAGE ON PRIVATE BEACH *CLEARWATER/BELLEAIR BEACH

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, (209 reviews)
"very nice place only few feet from the beach"
United States
enrico z.
The Purple Flower - 30 Second walk to the Beach. Free parking.

Beachside Cottage #3/ Fun In The Sun/Dogs Welcome

Beachside Cottage #3/ Fun In The Sun/Dogs Welcome
Redington Shores
7.0 out of 10, Good, (2 reviews)
"The location couldn’t be better. Low key and beautiful beach. Host answered anytime I had a question. Only negative was the beds weren’t great. I’d definitely go back cause it was a great value! "
United States
Carol T.
Beachside Cottage #3/ Fun In The Sun/Dogs Welcome

Charming 1 bedroom carriage house Downtown Dunedin- can walk to everything!

Charming 1 bedroom carriage house Downtown Dunedin- can walk to everything!
Downtown Dunedin
10.0 out of 10, Exceptional, (4 reviews)
"The host was very accommodating! The cottage is in a great location, walkable to nearly everywhere in Dunedin."
United States
Lisa V.
Charming 1 bedroom carriage house Downtown Dunedin- can walk to everything!

HUGE Spa- Quick Walk to the BEACH - 2 Family Rooms - Screened Patio

HUGE Spa- Quick Walk to the BEACH - 2 Family Rooms - Screened Patio
Carlouel
10.0 out of 10, Exceptional, (38 reviews)
"The location, beauty, quality of the interior and renovations, hot tub and appliances were all incredible. "
United States
Adam Z.
HUGE Spa- Quick Walk to the BEACH - 2 Family Rooms - Screened Patio

MANGO TANGO COTTAGE heated pool 2-minute walk to beach and attractions.

MANGO TANGO COTTAGE heated pool 2-minute walk to beach and attractions.
Clearwater
9.6 out of 10, Exceptional, (115 reviews)
"Great location, LOVED the pool, super helpful host. Would recommend and would come back. "
United States
Emily M.
MANGO TANGO COTTAGE heated pool 2-minute walk to beach and attractions.

Steps 2 Beach- Cottage w/king bd +2bikes +parking

Steps 2 Beach- Cottage w/king bd +2bikes +parking
Pass-a-Grille
9.8 out of 10, Exceptional, (46 reviews)
"Quiet neighborhood away from the tourist areas. 50 steps to a beautiful white sandy beach:) charming little place, very clean and comfortable. sunsets were beautiful and almost no rain all week:)"
United States
James C.
The price is AED 1,247
AED 2,213 total
includes taxes & fees
14 Apr - 15 Apr
Steps 2 Beach- Cottage w/king bd +2bikes +parking

Canary Beach Cottage - steps to the sand!

Canary Beach Cottage - steps to the sand!
Indian Shores
9.6 out of 10, Exceptional, (54 reviews)
"Great access to a nice beach."
United States
Judy J.
Canary Beach Cottage - steps to the sand!

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

Escondido Boutique Bungalow in Crystal Beach- Inquire for Seasonal Savings!
Palm Harbor
10.0 out of 10, Exceptional, (22 reviews)
"Host was very responsive and the location and the place were awesome and exceeded expectations! "
United States
Teresa M.
Escondido Boutique Bungalow in Crystal Beach- Inquire for Seasonal Savings!

Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear

Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Pass-a-Grille
10.0 out of 10, Exceptional, (22 reviews)
"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.
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear

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, (78 reviews)
"The location is amazing."
United States
Trish S.
The price is AED 836
AED 2,466 total
includes taxes & fees
21 Apr - 22 Apr
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals

Newly Renovated 1 BR Madeira Beach Cottage

Newly Renovated 1 BR Madeira Beach Cottage
Madeira Beach
10.0 out of 10, Exceptional, (45 reviews)
"Great communication from the host. The place was clean and very welcoming. We will definitely be returning."
United States
Deborah T.
Newly Renovated 1 BR Madeira Beach Cottage

Quaint, Clean and Bright Cottage in Ozona

Quaint, Clean and Bright Cottage in Ozona
Ozona
8.4 out of 10, Very Good, (5 reviews)
"Highly recommend. "
United States
Brandon M.
The price is AED 540
AED 1,102 total
includes taxes & fees
27 Mar - 28 Mar
Quaint, Clean and Bright Cottage in Ozona

Coastal Retreat & Biking Bliss

Coastal Retreat & Biking Bliss
Spring Branch
9.8 out of 10, Exceptional, (14 reviews)
"This was a great place to stay while in Dunedin. "
United States
Tammy K.
Coastal Retreat & Biking Bliss

Sea-clusion: Private Poolside Cottage by the Beach

Sea-clusion: Private Poolside Cottage by the Beach
Clearwater
9.2 out of 10, Wonderful, (5 reviews)
"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.
Sea-clusion: Private Poolside Cottage by 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pinellas County Hotel Reviews