Pet-friendly vacation rentals in Osprey
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Osprey
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Osprey pet-friendly home rentals
Pet-friendly house rentals
Home in Sarasota
4.9 out of 5 average rating, 144 reviewsSunshine Suite, Minutes to Beach,Tropical Paradise
Dec 21 – 28
Home in Sarasota
4.94 out of 5 average rating, 106 reviewsHyde Park/Southside Village Modern 5 Star Home
Aug 12 – 19
Home in Sarasota
4.96 out of 5 average rating, 111 reviewsNewly Renovated Ranch Minutes From Beach/Downtown
Jul 14 – 21
Home in Sarasota
4.94 out of 5 average rating, 126 reviewsRanch 2 blocks from Sarasota Bay
Nov 29 – Dec 6
Home in Sarasota
4.94 out of 5 average rating, 109 reviewsThe Winn Haus
Sep 19 – 26
Home in Venice
4.78 out of 5 average rating, 113 reviewsSouth Venice, FL. Ideal vacation home.
Nov 8 – 15
Home in Sarasota
4.81 out of 5 average rating, 107 reviews1 House 1400sq. ft. 12 min from Siesta Key!
Sep 26 – Oct 3
Home in Sarasota
4.93 out of 5 average rating, 106 reviewsLake Front House with a Pool
Oct 27 – Nov 3
Pet-friendly home rentals with a pool
Home in Sarasota
4.95 out of 5 average rating, 181 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
Sep 19 – 26
Condo in Nokomis
4.83 out of 5 average rating, 142 reviewsPrivate Beachside Kitchenette
Feb 27 – Mar 6
Home in Sarasota
4.94 out of 5 average rating, 149 reviewsModern, Bright Downtown SRQ A-Frame West of Trail
Dec 9 – 16
Camper/RV in Sarasota
4.91 out of 5 average rating, 32 reviewsSandmari RV/ 8 miles to Siesta Key
Aug 15 – 22
Guesthouse in Sarasota
4.93 out of 5 average rating, 68 reviewsStorybook Cottage With Pool Near the Bay & Beach
Oct 17 – 24
Cottage in Nokomis
5.0 out of 5 average rating, 49 reviewsNew Pool Tropical Waterfront Dock & Optional Boat
Aug 18 – 25
Home in Nokomis
4.95 out of 5 average rating, 19 reviewsBlue Sky Retreat
Jul 29 – Aug 5
Home in Nokomis
5.0 out of 5 average rating, 5 reviewsSandy Beaches Minutes Away! Fun in the sun Resort
Jun 21 – 28
Private, pet-friendly home rentals
Bungalow in Sarasota
4.92 out of 5 average rating, 265 reviewsDowntown Bungalow...Beaches- Restaurants- Cafes!
Jul 23 – 30
Cottage in Sarasota
4.97 out of 5 average rating, 128 reviewsTropical Oasis SRQ.
Sep 23 – 30
Villa in Nokomis
4.95 out of 5 average rating, 78 reviewsNEW MAY Promo 30% Sarasota, NEW Villa,Yard Pets OK
Dec 12 – 19
Guest suite in Sarasota
4.86 out of 5 average rating, 97 reviewsVACATION RENTAL NEAR SIESTA KEY BEACH!
Jun 28 – Jul 5
Home in Nokomis
5.0 out of 5 average rating, 46 reviewsCharming vacation home, short walk to the beach
Jul 18 – 25
Home in Venice
4.9 out of 5 average rating, 41 reviewsVenice Gardens, 2-Br Pet Friendly Home - Indra
Oct 18 – 25
Home in Sarasota
4.92 out of 5 average rating, 53 reviews1 Bed 1 bath 7 mins to the beach
Aug 31 – Sep 7
Home in Nokomis
4.99 out of 5 average rating, 84 reviewsAvailable get away 1 night, weekly or monthly
Sep 21 – 28
Quick stats about vacation rentals that are pet-friendly in Osprey
Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
530 reviews
Nightly prices starting at
$70 before taxes and fees
Destinations to explore
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- Monthly Rentals Osprey
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