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
4.94 out of 5 average rating, 106 reviewsHyde Park/Southside Village Modern 5 Star Home
Aug. 19 – 26
Home in Sarasota
4.92 out of 5 average rating, 188 reviewsCentral Location in Sarasota with bonus amenities
Sep. 8 – 15
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 Englewood
4.96 out of 5 average rating, 104 reviewsWaterfront Cottage by Manasota Key
Sep. 12 – 19
Home in Sarasota
4.93 out of 5 average rating, 106 reviewsLake Front House with a Pool
Aug. 26 – Sep. 2
Home in Osprey
4.97 out of 5 average rating, 33 reviewsSarasota vacation Home!
Oct. 27 – Nov. 3
Home in Osprey
4.79 out of 5 average rating, 48 reviewsLIME ON GREEN Osprey, Florida 34229
Oct. 22 – 29
Pet-friendly home rentals with a pool
Apartment in Englewood
4.94 out of 5 average rating, 340 reviewsThe Oz Cottage Room Studio with Hot tub, Pool
Nov. 2 – 9
Guesthouse in Sarasota
4.89 out of 5 average rating, 166 reviewsSupercute Beach Themed Retreat Free Parking Wi-FI
Oct. 9 – 16
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, 140 reviewsPrivate Beachside Kitchenette
Jul. 7 – 14
Vacation home in Nokomis
4.94 out of 5 average rating, 32 reviewsThe "Seahorse" Peaceful Sunshine & Saltwater
Aug. 12 – 19
Cottage in Nokomis
5.0 out of 5 average rating, 49 reviewsNew Pool Tropical Waterfront Dock & Optional Boat
Aug. 15 – 22
Guesthouse in Sarasota
4.93 out of 5 average rating, 68 reviewsStorybook Cottage With Pool Near the Bay & Beach
Jul. 21 – 28
Apartment in Sarasota
4.97 out of 5 average rating, 94 reviewsLuxury Large Studio, private kitchen and bathroom
May 8 – 15
Private, pet-friendly home rentals
Cottage in Sarasota
4.97 out of 5 average rating, 128 reviewsTropical Oasis SRQ.
Aug. 25 – Sep. 1
Vacation home in Nokomis
4.88 out of 5 average rating, 58 reviews*MAY SALE 30% Sarasota, NEW Villa, Yard, Pets OK!
Oct. 2 – 9
Condo in Venice
5.0 out of 5 average rating, 18 reviewsBeach condo 5 Close to dntwn King bed Dog Friendly
Sep. 14 – 21
Condo in Venice
4.94 out of 5 average rating, 18 reviewsVenice Beach - Coco Palms 103
Aug. 28 – Sep. 4
Home in Nokomis
4.99 out of 5 average rating, 84 reviewsAvailable get away 1 night, weekly or monthly
Sep. 18 – 25
Home in Nokomis
5.0 out of 5 average rating, 42 reviewsMinutes to Nokomis Beach Updated and Spacious
May 14 – 21
Guest suite in Sarasota
4.86 out of 5 average rating, 97 reviewsVACATION RENTAL NEAR SIESTA KEY BEACH!
Jun. 29 – Jul. 6
Home in North Port
4.96 out of 5 average rating, 51 reviewsBeautiful Modern New Home in Tropical Paradise
May 8 – 15
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
$96 CAD before taxes and fees
Destinations to explore
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