Pet Friendly Holiday Rentals
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    Pet Friendly Holiday Rentals in Osprey, FL

    There are 10 pet friendly holiday 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
    £109
    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
    £28
    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
    £94
    +$200 per pet
    10 kg max
    4 pets max
    Sleeps 6

    Bay Acres Bungalow - B

    5.0 Osprey, FL
    Bay Acres Bungalow - B Pet Policy This 2-bedroom house in Osprey allows 4 dogs under 20 lbs for an additional fee of $200 per pet, per stay. Guests traveling with more than one pet must contact the host in advance. Sorry, no cats. Visit Website
    £422
    +$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
    £148
    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
    £132
    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
    £406
    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
    £191
    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
    £125
    +$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
    £140
    +$150 per pet
    25 kg max
    2+ pets OK
    Sleeps 8

    421 Bayview Ave

    4.8 Osprey, FL
    421 Bayview Ave Pet Policy This 3-bedroom house in Osprey allows 2 dogs under 50 lbs for an additional fee of $150 per pet, per stay. Cats are also welcome. The yard is fenced. Visit Website
    £97
    +$50 per pet
    Big dogs OK
    3 pets max
    Sleeps 8

    Cozy & Relaxing Home Next to Siesta Key

    3.7 Sarasota, FL
    Cozy & Relaxing Home Next to Siesta Key Pet Policy This 2-bedroom house in Sarasota allows 3 dogs of any size for an additional fee of $50 per pet, per stay. Cats may also be allowed by request. The yard is fenced. Visit Website
    Inquire
    + Pet fee
    Big dogs OK
    2+ pets OK

    Pet-Friendly Sarasota Vacation Rental With Patio

    Sarasota, FL
    Pet-Friendly Sarasota Vacation Rental With Patio Pet Policy This 2-bedroom flat in Sarasota allows pets of any size for an additional fee. Both dogs and cats are welcome. See Details
    £199
    +$50 per pet
    Big dogs OK
    1 pet max

    52 Audubon

    Sarasota, FL
    52 Audubon Pet Policy This townhouse in Sarasota allows dogs of any size for an additional fee of $50 per pet, per stay. Sorry, no cats. See Details
    £184
    +$300 per pet
    Big dogs OK
    2+ pets OK

    Seagrass Cottage

    Sarasota, FL
    Seagrass Cottage Pet Policy This 3-bedroom house in Sarasota allows pets of any size for an additional fee of $300 per pet, per stay. Both dogs and cats are welcome. See Details
    Inquire
    + Pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 14

    Pastel Palms - Sport Court - Pool - Hot Tub - Bar

    Bradenton, FL
    Pastel Palms - Sport Court - Pool - Hot Tub - Bar Pet Policy This 4-bedroom house in Bradenton allows pets of any size for an additional fee. Both dogs and cats are welcome. See Details
    Inquire
    + Pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 10

    Family Retreat Pool Putt Putt Playground

    Bradenton, FL
    Family Retreat Pool Putt Putt Playground Pet Policy This 4-bedroom house in Bradenton allows pets of any size for an additional fee. Both dogs and cats are welcome. See Details
    Inquire
    + Pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 8

    Poolside Oasis Sleeps 8 Game Room Putt Putt

    Bradenton, FL
    Poolside Oasis Sleeps 8 Game Room Putt Putt Pet Policy This 3-bedroom house in Bradenton allows pets of any size for an additional fee. Both dogs and cats are welcome. See Details
    £165
    +$250 per pet
    Big dogs OK
    2 pets max
    Sleeps 6

    The Strand

    4.6 Sarasota, FL
    The Strand Pet Policy This 2-bedroom condo in Sarasota allows 2 dogs of any size for an additional fee of $250 per pet, per stay. Sorry, no cats. All pets must be approved in advance. There is an on-site dog park. Visit Website
    Inquire
    +$250/pet/night
    Big dogs OK
    2+ pets OK

    Siesta Key Beach Home

    Siesta Key, FL
    Siesta Key Beach Home Pet Policy This 6-bedroom house in Siesta Key allows pets of any size for an additional fee of $250 per pet, per week. Both dogs and cats are welcome. See Details
    Osprey, FL, US