Pet-friendly vacation rentals in Osprey

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

Sarasota Villa 1 min to BEACH, king/qn/Pets/Yard!

Our unique villas sit just 1/2 mile from one of Florida's most pristine beaches. Biking, boating, kayaking, museums, as well as great dining/shopping are easily accessible. The villas also have an attached yard/field perfect for pets to run and exercise. Max pet weight 40 lb total. The local beach has only one access point for over 7 miles of private beach, Casey Key is a secret gem! As superhosts we love creating great memories, please read our reviews! Two adults, two kids maximum capacity:)

Ocean Breeze Retreat 6min to Siesta BEACH!

Welcome to Ocean Breeze Retreat only 6min to the #1 beach in the State of Florida, Siesta Key Beach! Located in Siesta Heights, Sarasota, our charming retreat is just 2.2 miles from beach access 12. Enjoy the best local restaurants and unique shops nearby all within 1 mile! Relax in our cozy, beautifully decorated guesthouse featuring all modern amenities. Perfect for couples seeking a memorable beachside escape or a solo getaway. Book now and experience the best of Sarasota’s coastal charm!

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.

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.

2 BR House 1.6 miles from Siesta Key Beach

Discover the charm of Sarasota in our newly remodeled 2BR/1BA vacation home. Just 1.6 miles from beautiful Siesta Key Beach! Enjoy your morning coffee on a brick patio surrounded by flowers and sunshine. Our comfy beds, blackout curtains, and quiet neighborhood ensure a sweet deep sleep. FIOS wifi and three smart TVs; a fully-equipped kitchen; and a sparkling new bathroom with two sinks, huge mirror, and marble shower offer all the comforts and convenience of home. We welcome you!

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.