Cottage
10.0(249 Reviews)
1 Bedroom
4 Guests
Parking
Ocean View
Balcony/Terrace
View
US $378/Night
7 Nights - US $2,643
Pinellas County Cottage Rentals & Holiday Homes
Find the best cottages in Pinellas County - We found 545 exact matches
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Compare Cottage Rentals in Pinellas County
10.0
US $423/Night
7 Nights - US $2,961
Cottage
2 Bedrooms
4 Guests
Air Conditioner
Internet
Child Friendly
Laundry
US $169/Night
7 Nights - US $1,180
Cottage
10.0(174 Reviews)
1 Bedroom
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $275/Night
7 Nights - US $1,927
US $498/Night
7 Nights - US $3,486
Cottage
10.0(149 Reviews)
1 Bedroom
4 Guests
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $386/Night
7 Nights - US $2,699
House
10.0(2 Reviews)
3 Bedrooms
8 Guests
- Parking
- View
- Air Conditioner
- Internet
US $445/Night
7 Nights - US $3,118
Cottage
10.0(148 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $249/Night
7 Nights - US $1,743
US $269/Night
7 Nights - US $1,883
Cottage
10.0(82 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $235/Night
7 Nights - US $1,643
House
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
Spa- Ocean View
US $238/Night
7 Nights - US $1,664
US $251/Night
7 Nights - US $1,759
House
10.0(2 Reviews)
1 Bedroom
4 Guests
- View
- Air Conditioner
- Internet
- Child Friendly
US $204/Night
7 Nights - US $1,430
Cottage
10.0(73 Reviews)
1 Bedroom
4 Guests
- Parking
Pool- Ocean View
- Balcony/Terrace
US $436/Night
7 Nights - US $3,052
Cottage
10.0(67 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $235/Night
7 Nights - US $1,643
Cottage
10.0(62 Reviews)
2 Bedrooms
5 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $341/Night
7 Nights - US $2,385
Cottage
10.0(57 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $290/Night
7 Nights - US $2,030
Cottage
10.0(54 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $183/Night
7 Nights - US $1,278
Cottage
10.0(52 Reviews)
1 Bedroom
2 Guests
Hot Tub- Parking
- Pool
- Balcony/Terrace
US $269/Night
7 Nights - US $1,883
Cottage
10.0(52 Reviews)
1 Bedroom
3 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- View
US $252/Night
7 Nights - US $1,764
Cottage
10.0(51 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- View
Kitchen
US $269/Night
7 Nights - US $1,881
Cottage
10.0(49 Reviews)
2 Bedrooms
6 Guests
Private Pool- Parking
- Pool
- Ocean View
US $301/Night
7 Nights - US $2,105
Cottage
10.0(46 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- View
US $264/Night
7 Nights - US $1,850
Cottage
10.0(44 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $243/Night
7 Nights - US $1,704
About Pinellas County Cottage Rentals on Casai.nz
Searching for cottages to rent near Pinellas County? Casai features more than 545 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Pinellas County have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Casai’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Pinellas County.
Are you planning to travel to the lakeside, beach, or mountain area? Casai’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
Casai boasts of 545 holiday cottages and places to stay in Pinellas County. The site provides unique Airbnb, VRBO, Casai-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Cottage Rentals: Explore Top Destinations
Frequently Asked Questions About Pinellas County Rental Cottages
What are the top rated Cottage Rentals 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 Cottage Rentals in Pinellas County:
- Beachfront, Chic a si Cottage, original vintage Florida charm right on the Gulf
- HUGE Spa- Quick Walk to the BEACH - 2 Family Rooms - Screened Patio
- Downtown Dunedin Cozy 1 bedroom Cottage
- Two-bedroom bungalow - Old FL Cottage - Gulf Side - Ground Level
- Private Surf Shack Less Than 5 Minutes to Indian Rocks Beach Bikes Included!
- Escondido Boutique Bungalow in Crystal Beach- Inquire for Seasonal Savings!
- Tarpon Tides Cottage
- BEST LOCATION Across The Gulf Beach.
- Tampa Bay Area Cottage w/Gas Grill & Fire Pit!
- Beautiful luxury 2 bedroom private Cottage
How much does it cost to rent a cottage in Pinellas County?
The average cost for a cottage rental in Pinellas County is $332 per night. Casai has a wide list of great cottages near Pinellas County that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Pinellas County that allow pets?
Yes, here are the top cottage rentals in Pinellas County that allow you to bring your pet:
- Rare Direct Beachfront Cottage Ground-Floor Walk-Out to the Sand No Stairs!
- Beach Cottage 1311
- Amelia- 2BR Beach Villa with King Bed and Bikes
- Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
See all pet-friendly vacation rentals in Pinellas County on Casai.nz
Do you have any rental cottages in Pinellas County that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Pinellas County to find one that works for you.
Are there quality cottages in Pinellas County that have indoor swimming pools?
As of 2026, the data from Casai.nz shows that there are Over 545 private swimming pools or cottages with indoor pools in the Pinellas County area along with other great amenities.
Do any cottages in Pinellas County have hot tubs?
About 545 cottages in Pinellas County boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Pinellas County on Casai.nz
Are there luxury cottages in Pinellas County?
Yes, there are luxury cottages in Pinellas County. Find more luxury, lakefront, winter, & last-minute cottage rentals near Pinellas County.
