Pinellas County Cottage Rentals
Cottage
10.0(198 Reviews)
1 Bedroom
1 Bath
4 Guests
Fireplace/Heating
Ocean View
Balcony/Terrace
View
US $405/Night
7 Nights - US $2,834
House
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1097.92 ft²
Private Beach
Oceanfront- Fireplace/Heating
- Ocean View
US $419/Night
7 Nights - US $2,933
Cottage
1 Bedroom
1 Bath
- Fireplace/Heating
Pool
Kitchen
Parking
US $1,011/Night
7 Nights - US $7,077
Cottage
10.0(115 Reviews)
2 Bedrooms
2 Baths
4 Guests
1600 ft²
Private Pool- Oceanfront
Hot Tub- Fireplace/Heating
US $254/Night
7 Nights - US $1,780
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1453.13 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $195/Night
7 Nights - US $1,365
Cottage
10.0(79 Reviews)
1 Bedroom
1 Bath
4 Guests
480 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $206/Night
7 Nights - US $1,439
Apartment
10.0(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1399.31 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $423/Night
7 Nights - US $2,961
Cottage
10.0(73 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $374/Night
7 Nights - US $2,616
House
10.0(2 Reviews)
3 Bedrooms
4 Baths
12 Guests
1431.6 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- View
US $498/Night
7 Nights - US $3,486
Cottage
10.0(73 Reviews)
2 Bedrooms
1 Bath
4 Guests
670 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $207/Night
7 Nights - US $1,452
House
10.0(2 Reviews)
3 Bedrooms
4 Baths
12 Guests
1431.6 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- View
US $491/Night
7 Nights - US $3,437
Cottage
10.0(71 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $202/Night
7 Nights - US $1,415
Why Choose Rent By Owner for your Pinellas County Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Pinellas County
How to Book Your Pinellas County Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Pinellas County
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Pinellas County, FL
St. Petersburg - Clearwater
Clearwater-St. Pete Beaches
St. Petersburg
Clearwater Beach
Madeira Beach
Treasure Island
Indian Rocks Beach
Indian Shores
St. Petersburg - Clearwater Beaches
St. Pete Beach
Downtown St. Petersburg
Frequently Asked Questions About Pinellas County Rental Cottages
1. What are the top Cottages in Pinellas County?
There are a lot of options in Pinellas County. If you plan on staying in the Pinellas County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Pinellas County:
- Beachfront, Chic a si Cottage, original vintage Florida charm right on the Gulf
- Historic, sunny cottage - Walk to parks by the sea and downtown!
- HUGE Spa- Quick Walk to the BEACH - 2 Family Rooms - Screened Patio
- Two-bedroom bungalow - Old FL Cottage - Gulf Side - Ground Level
- Private Surf Shack Less Than 5 Minutes to Indian Rocks Beach Bikes Included!
- The Cook Cottage sleeps 4 in Dunedin
- El Palmar Caribbean Vive Across from The Beach
- Tampa Bay Area Cottage w/Gas Grill and Fire Pit!
- Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
- Escondido Boutique Bungalow in Crystal Beach- Inquire for Seasonal Savings!
2. How many Cottages are available in Pinellas County?
Currently, the total number of properties listed by RBO in 2026 is over 535 in the Pinellas County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Pinellas County.
More Rentals You May Like Near Pinellas County
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
1130.21 ft²
- Oceanfront
- Hot Tub
Spa
Skiing
US $269/Night
7 Nights - US $1,883
Cottage
10.0(65 Reviews)
1 Bedroom
1 Bath
4 Guests
480 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $205/Night
7 Nights - US $1,438
Cottage
10.0(58 Reviews)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $198/Night
7 Nights - US $1,386
Cottage
10.0(55 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $428/Night
7 Nights - US $2,994
Cottage
10.0(55 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $194/Night
7 Nights - US $1,355
Cottage
10.0(53 Reviews)
1 Bedroom
1 Bath
4 Guests
420 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $156/Night
7 Nights - US $1,092
Cottage
10.0(52 Reviews)
1 Bedroom
1 Bath
3 Guests
800 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $247/Night
7 Nights - US $1,731
Cottage
10.0(51 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $178/Night
7 Nights - US $1,246
Cottage
10.0(50 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $194/Night
7 Nights - US $1,359
Cottage
10.0(48 Reviews)
2 Bedrooms
2 Baths
6 Guests
1450 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $273/Night
7 Nights - US $1,908
Cottage
10.0(48 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $214/Night
7 Nights - US $1,500
Cottage
10.0(45 Reviews)
1 Bedroom
1 Bath
4 Guests
1100 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $222/Night
7 Nights - US $1,557
