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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.

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Guest suite in Sarasota

4.78 out of 5 average rating, 232 reviews

Sarasota Escape: Perfect Studio Near the Beach

Experience Sarasota like never before in our studio. Immerse yourself in the seaside charm while enjoying the comfort of a home away from home. Perfectly situated in the heart of Sarasota, you'll have easy access to all the must-see attractions, from the pristine Siesta Key beach to the bustling downtown area. Plus, with Sarasota Bay, Marina Jacks, top-rated restaurants, and grocery stores just a stone's throw away, everything you need is within reach. Come live the dream & book your stay today!

Home in Sarasota

4.9 out of 5 average rating, 144 reviews

Sunshine Suite, Minutes to Beach,Tropical Paradise

The Sunshine Suite.Lots of natural light in this totally updated modern 3 bed/1 bath home.It is a completely separate dwelling w separate entry from the other dwelling on the property sharing no common walls. Smart thermostat & door lock. Keyless entry.Brand new AC, gas oven, quartz counter w/ custom marble backsplash, modern & comfortable furniture, private outdoor area, gas BBQ grill, off street parking.Great location! Minutes to Siesta Key beach, shopping/UTC, interstate, hospital & downtown

Apartment in Sarasota

4.88 out of 5 average rating, 137 reviews

Pets friendly modern studio 5 mi to Siesta Key

Renovated Studio/1 full bath apartment in a duplex house with separate entrance in a quiet and secure neighborhood. Located in a West of "The Trail" in Southern Central Sarasota. Ideally close to Siesta Key, Turtle, Osprey and Nokomis beaches. Bike Routes throughout and short drive to downtown Sarasota, Osprey, Venice and wonderful amenities of Sarasota Lifestyle. Walking distance to restaurants, Selby aquatic center, Vamo Sarasota Bay Park, Westfield Mall, Total Wine, Costco, Target and CVS.

Home in Sarasota

4.96 out of 5 average rating, 128 reviews

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

Home in Venice

4.93 out of 5 average rating, 107 reviews

A Dream Come True

Located in a desirable community of Venice Garden in a quiet neighborhood where you can't tell if it is a weekend or a weekday. The kitchen is fully equipped, beds are amazingly comfortable, the reclining couch and loveseat are great for relaxing. Everything you need for the beach is included in the rental. The private fenced in backyard allows you monitor your pet while enjoying a cup of coffee. Enjoy a guest Netflix account and high-speed internet from XFINITY all included in the rental.

Guest suite in Sarasota

4.94 out of 5 average rating, 113 reviews

Sweet Siesta Suite

Sweet spot with the best of both Sarasota and Siesta Key - your private oasis for relaxing and rejuvenating. Whether you choose to chill or find adventure it is all within reach! Siesta Key beaches, Village with shops, restaurants, and bars; Sarasota culture, arts, and entertainment; quaint Gulf Gate shops and eateries ...the possibilities truly are endless. Regardless of how you choose to spend your time here, you will be sure to create lasting memories to share and leave wanting more.

Home in Sarasota

4.96 out of 5 average rating, 111 reviews

Newly Renovated Ranch Minutes From Beach/Downtown

Newly renovated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high speed WIFI. Grab the beach chairs and umbrella to enjoy Lido Key or Siesta Key Beaches both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the backyard. Several golf courses near-by or catch Orioles spring training at Ed Smith stadium within walking distance.

Home in Sarasota

4.87 out of 5 average rating, 204 reviews

The Pineapple Suite.Teal tropical home in Sarasota

This is a perfect space for a vacations, snowbirds, visiting professionals (desk and work station within home), or families looking for a home located in the center of Sarasota, Florida. Access everything you need in just a short ride: beaches, University Mall/UTC, hospitals, interstate, gyms, downtown, yoga, local hangouts, and really good food! [*Important note: For all communication, please use the Airbnb App. It is the fastest, most direct and effective way to reach us!]

Home in Sarasota

4.94 out of 5 average rating, 106 reviews

Hyde Park/Southside Village Modern 5 Star Home

BEST LOCATION/BEST VALUE ON 5 STAR HOME All 5 Star Reviews! Love This Location! Recently fully remodeled home. Three blocks to Southside Village, Morton's Market, fantastic shops and restaurants. Beautiful Arlington Park is down the street with pool, tennis, walking trails and dog park. 7 Minute Drive to Siesta Key or Downtown. **We love and welcome small dogs in our home. We need them declared at the time of booking. There is a small pet fee.

Guest suite in Venice

4.81 out of 5 average rating, 114 reviews

Venice large Studio Near Manasota Beach, King Bed.

We are located 8 min from the Manasota beach on a beautiful 1.6 acre property with big shady oak trees. We have everything that you would need for a vacation and for the beach. Just renovated with a modern touch . Comfy King size bed, fully equipped kitchen with a small convection cooktop, beautiful bathroom with walk in shower and even a walk in closet! Ready for beach, umbrella buggie board & chairs. You will TOTALLY LOVE your stay with us!

Cottage in Nokomis

4.98 out of 5 average rating, 123 reviews

Staycation Sanctuary - 100% Smoke-Free Property

Bella Vita! (The Good Life!)…that feeling when you wake up each day in this little slice of Paradise. This is the spot to enjoy a warm peaceful getaway from the rest of the world...just arrive with your bathing suit/flip flops and walk 1.5 blocks to the warm Gulf waters. Tranquillity of beach life, beautiful sunsets and lazy days of fishing and bird watching. Visit the Jetties, where you can see dolphins, manatees and rays, is only 1/2 mile away.

Bungalow in Englewood

4.96 out of 5 average rating, 169 reviews

TROPICAL OASIS, MINUTES FROM THE BEACH!!

This charming 2 bedroom/2 bathroom, dog friendly home in Englewood is located 2 miles away from our beautiful Manasota Beach. Call this your home away from home, as you will find a flat screen TV, Dish, free wireless internet and a gas grill, washer/dryer, and a fully equipped kitchen. Bring your boat (boat ramp is located in the neighborhood), bathing suits, beach towels and sunscreen. We have the rest ready for you.

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Popular amenities for Osprey pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Venice

4.78 out of 5 average rating, 113 reviews

South Venice, FL. Ideal vacation home.

Home in Sarasota

4.94 out of 5 average rating, 125 reviews

Ranch 2 blocks from Sarasota Bay

Home in Venice

4.89 out of 5 average rating, 161 reviews

Venice Pool Villa with Bikes Kayaks Great Beaches!

Home in Sarasota

4.81 out of 5 average rating, 107 reviews

1 House 1400sq. ft. 12 min from Siesta Key!

Home in Sarasota

4.92 out of 5 average rating, 188 reviews

Central Location in Sarasota with bonus amenities

Home in Englewood

4.96 out of 5 average rating, 103 reviews

Waterfront Cottage by Manasota Key

Home in Sarasota

4.93 out of 5 average rating, 107 reviews

The Winn Haus

Home in Sarasota

4.84 out of 5 average rating, 117 reviews

Beneva Beach House

Pet-friendly home rentals with a pool

Apartment in Englewood

4.94 out of 5 average rating, 340 reviews

The Oz Cottage Room Studio with Jacuzzi

Guesthouse in Sarasota

4.89 out of 5 average rating, 166 reviews

Supercute Beach Themed Retreat Free Parking Wi-FI

Home in Sarasota

4.95 out of 5 average rating, 181 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

Condo in Nokomis

4.83 out of 5 average rating, 140 reviews

Private Beachside Kitchenette

Home in Sarasota

4.94 out of 5 average rating, 147 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

Guesthouse in Sarasota

4.93 out of 5 average rating, 68 reviews

Storybook Cottage With Pool Near the Bay & Beach

Camper/RV in Sarasota

4.9 out of 5 average rating, 31 reviews

Sandmari RV/ 8 miles to Siesta Key

Vacation home in Nokomis

4.98 out of 5 average rating, 52 reviews

"Dolphin" Shore Beach Houses Resort

Private, pet-friendly home rentals

Guest suite in Sarasota

4.98 out of 5 average rating, 191 reviews

The Sapphire Suite 1Bed/1Bath

Townhouse in Sarasota

4.95 out of 5 average rating, 329 reviews

Peacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙

Vacation home in Nokomis

4.88 out of 5 average rating, 58 reviews

APR LST Min CX Sarasota, NEW Villa, Yard, Pets OK!

Condo in Venice

5.0 out of 5 average rating, 18 reviews

Beach condo 5 Close to dntwn King bed Dog Friendly

Guest suite in Sarasota

4.86 out of 5 average rating, 97 reviews

VACATION RENTAL NEAR SIESTA KEY BEACH!

Home in Sarasota

4.92 out of 5 average rating, 53 reviews

1 Bed 1 bath 7 mins to the beach

Home in Nokomis

5.0 out of 5 average rating, 46 reviews

Charming vacation home, short walk to the beach

Home in Nokomis

4.99 out of 5 average rating, 83 reviews

Available get away 1 night, weekly or monthly

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