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Pet Friendly Vacation Rentals
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    Pet Friendly Vacation Rentals in Osprey, FL

    There are 10 pet friendly vacation rentals in Osprey. Need help to decide where to stay with your dog? You can browse the results below and filter by amenities to find the perfect spot. BringFido members never pay a booking fee, and their reservations are backed by our Pet Friendly Guarantee!

    $99+
    No pet fee
    Big dogs OK
    2+ pets OK

    Pet-Friendly Airbnb Rentals

    Osprey, FL
    $146
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 2

    Holiday Dream House

    Port Charlotte, FL
    Holiday Dream House Pet Policy This property is pet friendly! Dogs of any size are allowed for no additional fee. Cats may also be allowed by request. See Details
    $682
    No pet fee
    Big dogs OK
    2+ pets OK

    Vacation and Party Rental

    Sarasota, FL
    Vacation and Party Rental Pet Policy This property is pet friendly! Dogs of any size are allowed for no additional fee. Cats may also be allowed by request. See Details
    Inquire
    No pet fee
    Big dogs OK
    2+ pets OK

    Jungle Bungalow With Pool

    Englewood, FL
    Jungle Bungalow With Pool Pet Policy This property is pet friendly! Dogs of any size are allowed for no additional fee. Cats may also be allowed by request. See Details
    $330
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 2

    Siesta Key Beach Cottage

    5.0 Siesta Key, FL
    Siesta Key Beach Cottage Pet Policy This 1-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. Visit Website
    $460
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 4

    Gulf View Condominium

    4.9 Bradenton Beach, FL
    Gulf View Condominium 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. Visit Website
    $280
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 5

    The Preymore House

    4.9 Osprey, FL
    The Preymore House Pet Policy This 3-bedroom house in Osprey is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. The backyard is fenced. Visit Website
    $351
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 4

    2850 Gulf of Mexico Dr #3

    4.7 Longboat Key, FL
    2850 Gulf of Mexico Dr #3 Pet Policy This 1-bedroom condo in Longboat Key is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $155
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 4

    Tiny House - Yellow Lifeguard Stand

    4.8 Sarasota, FL
    Tiny House - Yellow Lifeguard Stand 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. Visit Website
    $148
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 5

    Tiny House - Green Lifeguard Stand

    4.8 Sarasota, FL
    Tiny House - Green Lifeguard Stand 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. Visit Website
    $701
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 6

    Siesta Sandals at Siesta Key

    4.8 Siesta Key, FL
    Siesta Sandals at Siesta Key Pet Policy This 3-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. Visit Website
    $249
    No pet fee
    Big dogs OK
    2 pets max
    Sleeps 4

    Tropical Hideaway

    5.0 Siesta Key, FL
    Tropical Hideaway Pet Policy This 2-bedroom house in Siesta Key allows 2 dogs of any size for a $1000 refundable deposit. Cats are also welcome. Visit Website
    $429
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 8

    Siesta Key Beach Village Home

    5.0 Siesta Key, FL
    Siesta Key Beach Village Home Pet Policy This 2-bedroom house in Siesta Key is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $54
    No pet fee
    Big dogs OK
    2+ pets OK

    VRBO Osprey

    Osprey, FL
    VRBO Osprey Pet Policy Pet policies are determined by the individual owner of each Vrbo property. For more information on the pet fee, weight limit and other restrictions at a dog-friendly Vrbo in Osprey, please contact the owner directly or read the 'House Rules' section of their listing. Also be sure to include your pet(s) in the 'Guest' field when making your reservation, so the pet fee can be included. If applicable, it will be usually be displayed in the 'On-site Fees' or 'Owner Fees' sections during checkout. Some owners will also wait until you arrive in Osprey to collect the pet fee. Visit Website
    $251
    No pet fee
    25 kg max
    2 pets max
    Sleeps 5

    Lime on Green

    5.0 Osprey, FL
    Lime on Green Pet Policy This 2-bedroom house in Osprey allows 2 dogs under 50 lbs for no additional fee. Declawed cats are also welcome. New Bay Steet Dog Park is within walking distance. Visit Website
    $207
    No pet fee
    Big dogs OK
    2+ pets OK

    Osprey Airbnb Rentals

    Osprey, FL
    Osprey Airbnb Rentals Pet Policy Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Osprey, please contact the host directly or read the House Rules section at the bottom of their listing. Visit Website
    $771
    No pet fee
    25 kg max
    2 pets max
    Sleeps 6

    3BR Penthouse with Sunset Views of Blackburn Bay

    4.3 Osprey, FL
    3BR Penthouse with Sunset Views of Blackburn Bay Pet Policy This 3-bedroom condo in Osprey allows 2 dogs under 50 lbs for no additional fee. Cats may also be allowed by request. Visit Website
    $363
    No pet fee
    25 kg max
    2 pets max
    Sleeps 5

    Gorgeous 2BR Condo with Hot Tub

    4.4 Osprey, FL
    Gorgeous 2BR Condo with Hot Tub Pet Policy This 2-bedroom condo in Osprey allows 2 dogs under 50 lbs for no additional fee. Cats are also welcome. Visit Website
    $802
    +$250 per pet
    Big dogs OK
    2+ pets OK
    Sleeps 6

    House CKBH

    4.8 Osprey, FL
    House CKBH Pet Policy This 3-bedroom vacation rental in Osprey allows dogs of any size for an additional fee of $250 per pet, per stay. Cats may also be allowed by request. Visit Website
    $238
    +$100 per pet
    Big dogs OK
    2+ pets OK
    Sleeps 8

    Beach House with Heated Pool & Natural Waterfall

    4.4 Osprey, FL
    Beach House with Heated Pool & Natural Waterfall Pet Policy This 4-bedroom house in Osprey allows dogs of any size for an additional fee of $100 per pet, per stay. Cats may also be allowed by request. Visit Website
    Osprey, FL, US