Pet Friendly Vacation Rentals in Osprey, FL

This 5-bedroom vacation rental in Siesta Key is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

2/2 Venice Island

4.8 Venice, FL

2/2 Venice Island Pet Policy

This 2-bedroom house in Venice is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. The yard is fenced, and a dog beach is nearby.

Private Home

4.7 Nokomis, FL

Private Home Pet Policy

This 3-bedroom house in Nokomis is pet friendly! Dogs of any size are allowed for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance.

Lovely 2BR Condo with Two Pools & Tiki Bar

4.9 Siesta Key, FL

Lovely 2BR Condo with Two Pools & Tiki Bar Pet Policy

This 2-bedroom condo in Siesta Key is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

35 Steps to the Beach at Runaway Bay

5.0 Bradenton Beach, FL

35 Steps to the Beach at Runaway Bay Pet Policy

This 1-bedroom condo in Bradenton Beach is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

The Big Orange 1BR (Turtle)

4.6 Siesta Key, FL

The Big Orange 1BR (Turtle) Pet Policy

This 1-bedroom apartment in Siesta Key is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Relaxing Open Plan Living

4.5 Sarasota, FL

Relaxing Open Plan Living Pet Policy

This 2-bedroom house in Sarasota is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Sweet Home Sarasota

5.0 Sarasota, FL

Sweet Home Sarasota Pet Policy

This 2-bedroom house in Sarasota allows 2 dogs of any size for no additional fee. Pets must be approved in advance. Please leash and clean up after your dogs and do not allow them on the furniture unless it is covered. There is an outdoor shower and designated dog towels for cleaning Fido after trips to the nearby dog beach. Sorry, no cats.

Back Unit of Beach Rental in Historic Downtown

4.8 Nokomis, FL

Back Unit of Beach Rental in Historic Downtown Pet Policy

This 1-bedroom house in Nokomis is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. The fenced backyard is shared.

Cozy Condo with Pool 1 Block from Siesta Village

4.9 Siesta Key, FL

Cozy Condo with Pool 1 Block from Siesta Village Pet Policy

This 2-bedroom condo in Siesta Key is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

2BR Condo with Pool Close to Siesta Key Village

4.9 Siesta Key, FL

2BR Condo with Pool Close to Siesta Key Village Pet Policy

This 2-bedroom condo in Siesta Key is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Home in Downtown Venice 8 Houses from the Beach

4.8 Venice, FL

Home in Downtown Venice 8 Houses from the Beach Pet Policy

This 3-bedroom house in Venice is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance. Please share Fido's age, weight, and breed with your booking request.

Cabana Cottage

5.0 Siesta Key, FL

Cabana Cottage Pet Policy

This 2-bedroom cottage in Siesta Key is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Studio Blue

5.0 Sarasota, FL

Studio Blue Pet Policy

This 1-bedroom vacation rental in Sarasota is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

35 Steps to the Sea at Runaway Bay

4.8 Bradenton Beach, FL

35 Steps to the Sea at Runaway Bay Pet Policy

This 1-bedroom condo in Bradenton Beach is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Siesta Salt Life

5.0 Siesta Key, FL

Siesta Salt Life Pet Policy

This 6-bedroom vacation rental in Siesta Key is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Short Stroll to the Beach

4.6 Bradenton Beach, FL

Short Stroll to the Beach Pet Policy

This 2-bedroom condo in Bradenton Beach is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

Slick Mod Midcentury

4.8 Sarasota, FL

Slick Mod Midcentury Pet Policy

This 2-bedroom house in Sarasota is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. The yard is fenced.

Pelican Perch (Upstairs)

4.6 Holmes Beach, FL

Pelican Perch (Upstairs) Pet Policy

This 2-bedroom cottage in Holmes Beach is dog friendly! Dogs of any size are allowed for no additional fee. Pets cannot be left unattended. Sorry, no cats.