
Pet-friendly vacation rentals in Osprey
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Osprey

Total vacation rentals
Explore 30 vacation rentals in Osprey

Nightly prices starting at
Osprey vacation rentals start at €43 per night before taxes and fees

Verified guest reviews
Over 630 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Osprey vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Osprey rentals

4.9 Average rating
Osprey stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Osprey
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Beachy Cottage close to Siesta | 3 Bed | Huge Pool
Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace

5 mins to the beach! Come relax!
Relax with the family at this peaceful place to stay. Home located in a unique family friendly neighborhood on the inter-coastal. Enjoy family games, watching the sunset from the lanai and using the enclosed outdoor shower after a day at the white sandy beach! Take out our 2 kayaks on the intercoastal and explore the area. Nokomis beach 5 minutes away and Siesta key 7 miles. So many cute restaurants nearby on the water. Stroll through the neighborhood and see all of the beautiful homes and boats

Pet-Friendly Modern Retreat Near Siesta Key
Discover your perfect Florida retreat in this stylish, spacious, and pet-friendly home located in a quiet Palmer Ranch neighborhood. Enjoy an open-concept layout with tall ceilings, a fully stocked modern kitchen, luxury linens, and a fenced-in yard ideal for pets and families. Centrally located near beaches, shops, golf, and top attractions, this elegant getaway offers comfort, convenience, and relaxation. Perfect for extended stays, remote work, and unforgettable family memories all year round

Great one bedroom apartment near beaches in Osprey
Our rental features a one bedroom with an attached living room and private bathroom. The bedroom offers a queen bed, walk in closet. The living room has a large couch and tv. Full equipped kitchen with a laundry room. The apartment has its own private front door entrance and driveway parking. Friendly for dogs to safety run outside (gated). The house is located 12 min away from Siesta Beach (ranked #1 in Fl) and 10 min away from Nokomis Beach. We are placed between Venice and Sarasota. WiFi

Saltwater Oasis
Welcome to your dream vacation home, where the tranquility of a private saltwater pool meets the convenience of a prime location, just minutes from Nokomis Beach, Legacy Trail and Siesta Key, the USA's #1 Beach. This home offers the perfect blend of comfort, style, and relaxation for your getaway. Our home even features a King sized master bedroom equipped with a sleeper sofa, ensuring young children can stay close to their parents. This is your haven for creating unforgettable memories.

Nokomis Serenity Oasis
Welcome to your private Oasis, with a large private backyard filled with fruit trees and saltwater pool that meets the convenience of a prime location, just minutes from Nokomis Beach, and Legacy Trail. Casperson Beach, shark tooth hunters dream, is a short drive over to Venice Island to enjoy Venice Beach and charming local shops and dining or take a short ride north to Siesta Key Beach, USA's #1 Beach, and Siesta Village offering direct beach access and charming local shops and dining.

Sunny Oasis/Beautiful House/Near Beach/Heated Pool
Beautiful House with 3 bedrooms, heated pool, mini golf and two-car garage. Great location. five-minute drive to the beach. near shopping plazas, restaurants, and the famous Legacy Trail perfect for biking, running, and more. Situated at a dead-end in a peaceful community. Lots of outdoor space around the house with beautiful palm trees and a large patio. bicycles, board games, cornhole, a gas grill, and more at your disposal. Lots of places to visit in the Sarasota and Venice area.

La Niña 5 minutes to Nokomis Beach Fenced In Yard
Welcome to our charming and completely remodeled 3 bedroom, 2 bathroom house in beautiful Nokomis, Florida! With its large and fully fenced backyard, this pet-friendly home is perfect for families and groups of up to 8 guests. As you step inside, you'll be impressed by the modern and stylish decor throughout the spacious living areas. The fully equipped kitchen features stainless steel appliances and quarts countertops, making it easy to cook your favorite meals during your stay…

Cute Little Getaway
Close to the beach and walking distance to 5 restaurants, including one on the water. Our place is less than 2 miles from Nokomis Beach! We have you covered on beach equipment, wagon, chairs, towels and umbrella. The backyard boasts a relaxing, beautiful escape with resort style touches. We have a gas grill to cook your catch, a high powered outdoor fan, and comfy seating in the shade. The house is freshly modernized, open and airy. You will enjoy an outfitted kitchen.

The Nautilus Hacienda
Bring the whole family to this great place with lots of room for fun. Loaded game room and fast internet. Newly remodeled 3 bedroom, 2 full bath, plus a bonus game room! Big back yard for your furry family members. Minutes to the beach and walking distance to groceries and CVS. Quiet neighborhood in great location! Close to downtown Venice, Siesta Key and Nokomis Beach. All pets MUST be on a vet approved flea medication & proof sent prior to check in. No exceptions.

Short walk to beach 4, King bed, Dog Friendly
Location Location Location! A few steps to beach, and short walk or bike ride down the tree lined boulevard takes you to Historic Downtown Venice where you'll find, Restaurants, Cafes, and Boutiques. Experience island life from this 1 BR, 1st floor condo, walk to everything. Pack your bathing suit, and flip flops, with all the comforts of home, beach towels, umbrella, and chairs, provided, that's all you'll need here! Sofa bed also available.

Creekside Paradise I
The 1970 sqft living space hosts 3 bedrooms, 2 bathrooms, an open living room with attached ‘library’, a dining area, as well as a fully equipped kitchen. From the caged pool area you have a view of the North Creek and our Boat Dock. The pool can be electrically heated and measures 32.80ft in length/13.12ft in width. You enter Creekside Paradise I thru the attached 2 car garage, where you can find the beach equipment (chairs, umbrella, cooler).
Popular amenities for Osprey pet-friendly home rentals
Pet-friendly house rentals

Luxury Canal Home | Pool, Spa & Dock Near Beach

14 acre home peaceful, private, 5 minutes to beach

Sarasota Tropical Place in the Heart of the Gulf!

Summer sunset. 3 minutes away from beach!

Venice Island Home w Heated Pool

Beautiful Home on a prestigious 18 holes golf

Spacious Clean 7 min Nokomis Beach Pets Welcome

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"
Pet-friendly home rentals with a pool

Oceanfront home w/sunset views of Sarasota Bay

Retreat by the Bay-Heated Saltwater Pool

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Tiki Oasis 3bed on .6 acre paradise 5 min to Beach

Cool ranch home w/heated pool near beach

Sea Glass Serenity, 3+2, Nokomis Beach, Pool

Pool house with a lush yard 10 min from Siesta Key

Casa Azul*Pool*Spa*Fire Pit*Close to Siesta Key
Private, pet-friendly home rentals

Private Coastal Getaway - Your Home Away from Home

Nokomis waterfront unit | Kayaks | Boat Friendly

Nirvana In Nokomis

3/2 near Beaches! Pet Friendly•Patio• Fox Lea Farm

Coconut Cottage 5 min drive to Siesta Key

Beach house

The Siesta Key Retreat - An Island Garden Oasis!

Coastal Home in Sarasota-8min from Siesta Key
When is the best time to visit Osprey?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €152 | €185 | €166 | €158 | €135 | €137 | €138 | €150 | €139 | €135 | €152 | €148 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Panama City Beach Vacation rentals
- Tampa Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- St. Augustine Vacation rentals
- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Island Beach
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Vinoy Park
- Crescent Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Fort De Soto Park
- Cortez Beach
- Anna Maria Public Beach
- Img Academy
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Jannus Live
- Myakka River State Park
- The Don CeSar





