Pinellas County Cottage Rentals
Cottage
10.0(198 Reviews)
1 Bedroom
1 Bath
4 Guests
Fireplace/Heating
Ocean View
Balcony/Terrace
View
R6,605/Night
7 Nights - R46,232
House
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1097.92 ft²
Private Beach
Oceanfront- Fireplace/Heating
- Ocean View
R6,835/Night
7 Nights - R47,847
Cottage
9.0(2 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,966/Night
7 Nights - R27,765
Cottage
10.0(189 Reviews)
1 Bedroom
1 Bath
4 Guests
595 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,351/Night
7 Nights - R30,457
Apartment
10.0(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1399.31 ft²
- Oceanfront
Hot Tub
Pool- Ocean View
R6,901/Night
7 Nights - R48,304
Cottage
10.0(175 Reviews)
1 Bedroom
1 Bath
4 Guests
582 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,525/Night
7 Nights - R31,680
House
10.0(2 Reviews)
3 Bedrooms
4 Baths
12 Guests
1431.6 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- View
R8,124/Night
7 Nights - R56,868
Cottage
10.0(142 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R6,138/Night
7 Nights - R42,969
House
10.0(2 Reviews)
3 Bedrooms
4 Baths
12 Guests
1431.6 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- View
R8,010/Night
7 Nights - R56,069
Cottage
10.0(120 Reviews)
2 Bedrooms
1 Bath
4 Guests
670 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R2,949/Night
7 Nights - R20,653
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
1130.21 ft²
- Oceanfront
- Hot Tub
Spa
Skiing
R4,388/Night
7 Nights - R30,718
Cottage
10.0(115 Reviews)
2 Bedrooms
2 Baths
4 Guests
1600 ft²
Private Pool- Oceanfront
- Hot Tub
- Fireplace/Heating
R4,148/Night
7 Nights - R29,038
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
Treasure Island
Clearwater Beach
Madeira Beach
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!
- Newly Renovated 1 BR Madeira Beach Cottage
- Grove Keeper Cottage unit has a tree house atmosphere
- Coral Cottage pool/gas firepit a 3n bed 2 bath sleeps 6
- Gulfport Art District! One block from the beach!
- Charming, Historic Carriage House Old Florida setting on Tampa Bay
- 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 BeachnBikes Included!
2. How many Cottages are available in Pinellas County?
Currently, the total number of properties listed by RBO in 2026 is over 536 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)
2 Bedrooms
1 Bath
6 Guests
1205.56 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Ocean View
R4,377/Night
7 Nights - R30,636
Cottage
10.0(92 Reviews)
2 Bedrooms
2 Baths
4 Guests
1050 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R3,272/Night
7 Nights - R22,904
Cottage
10.0(79 Reviews)
1 Bedroom
1 Bath
4 Guests
480 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,352/Night
7 Nights - R23,459
Cottage
10.0(73 Reviews)
2 Bedrooms
1 Bath
4 Guests
670 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R3,384/Night
7 Nights - R23,687
Cottage
10.0(73 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R2,752/Night
7 Nights - R19,266
Cottage
10.0(71 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
R3,297/Night
7 Nights - R23,083
Cottage
10.0(64 Reviews)
1 Bedroom
1 Bath
4 Guests
480 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,315/Night
7 Nights - R23,214
Cottage
10.0(58 Reviews)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,250/Night
7 Nights - R22,741
Cottage
10.0(55 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R6,979/Night
7 Nights - R48,842
Cottage
10.0(55 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,214/Night
7 Nights - R22,496
Cottage
10.0(53 Reviews)
1 Bedroom
1 Bath
4 Guests
420 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R2,545/Night
7 Nights - R17,814
Cottage
10.0(52 Reviews)
1 Bedroom
1 Bath
3 Guests
800 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,650/Night
7 Nights - R25,547
