Pet-friendly holiday 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.
Holiday 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
21–28 Dec
Home in Sarasota
4.94 out of 5 average rating, 106 reviewsHyde Park/Southside Village Modern 5 Star Home
12–19 Aug
Home in Sarasota
4.96 out of 5 average rating, 111 reviewsNewly Renovated Ranch Minutes From Beach/Downtown
14–21 Jul
Home in Sarasota
4.94 out of 5 average rating, 126 reviewsRanch 2 blocks from Sarasota Bay
29 Nov – 6 Dec
Home in Sarasota
4.94 out of 5 average rating, 109 reviewsThe Winn Haus
19–26 Sep
Home in Venice
4.78 out of 5 average rating, 113 reviewsSouth Venice, FL. Ideal vacation home.
8–15 Nov
Home in Sarasota
4.81 out of 5 average rating, 107 reviews1 House 1400sq. ft. 12 min from Siesta Key!
26 Sep – 3 Oct
Home in Sarasota
4.93 out of 5 average rating, 106 reviewsLake Front House with a Pool
27 Oct – 3 Nov
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!!!
19–26 Sep
Apartment in Nokomis
4.83 out of 5 average rating, 142 reviewsPrivate Beachside Kitchenette
27 Feb – 6 Mar
Home in Sarasota
4.94 out of 5 average rating, 149 reviewsModern, Bright Downtown SRQ A-Frame West of Trail
9–16 Dec
Campervan/Motorhome in Sarasota
4.91 out of 5 average rating, 32 reviewsSandmari RV/ 8 miles to Siesta Key
15–22 Aug
Guest house in Sarasota
4.93 out of 5 average rating, 68 reviewsStorybook Cottage With Pool Near the Bay & Beach
17–24 Oct
Cottage in Nokomis
5.0 out of 5 average rating, 49 reviewsNew Pool Tropical Waterfront Dock & Optional Boat
18–25 Aug
Home in Nokomis
4.95 out of 5 average rating, 19 reviewsBlue Sky Retreat
29 Jul – 5 Aug
Home in Nokomis
5.0 out of 5 average rating, 5 reviewsSandy Beaches Minutes Away! Fun in the sun Resort
21–28 Jun
Private, pet-friendly home rentals
Bungalow in Sarasota
4.92 out of 5 average rating, 265 reviewsDowntown Bungalow...Beaches- Restaurants- Cafes!
23–30 Jul
Cottage in Sarasota
4.97 out of 5 average rating, 128 reviewsTropical Oasis SRQ.
23–30 Sep
Villa in Nokomis
4.95 out of 5 average rating, 78 reviewsNEW MAY Promo 30% Sarasota, NEW Villa,Yard Pets OK
12–19 Dec
Guest suite in Sarasota
4.86 out of 5 average rating, 97 reviewsVACATION RENTAL NEAR SIESTA KEY BEACH!
28 Jun – 5 Jul
Home in Nokomis
5.0 out of 5 average rating, 46 reviewsCharming vacation home, short walk to the beach
18–25 Jul
Home in Venice
4.9 out of 5 average rating, 41 reviewsVenice Gardens, 2-Br Pet Friendly Home - Indra
18–25 Oct
Home in Sarasota
4.92 out of 5 average rating, 53 reviews1 Bed 1 bath 7 mins to the beach
31 Aug – 7 Sep
Home in Nokomis
4.99 out of 5 average rating, 84 reviewsAvailable get away 1 night, weekly or monthly
21–28 Sep
Quick stats about holiday 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
$95 SGD before taxes and fees
Destinations to explore
- Sarasota Holiday rentals
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- Rentals with a hot tub Osprey
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- Rentals with a washing machine and dryer Osprey
- Rentals with pools Osprey
- Rentals with a patio Osprey
- House rentals Osprey
- Rentals with outdoor seating Osprey
- Family-friendly rentals Osprey
- Rentals with a firepit Osprey
- Monthly Rentals Osprey
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