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.

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Top guest favorite
The image captures an ocean scene as waves crest against the shoreline, showcasing dynamic white foam. The sky is filled with a gradient of orange and gray hues, signaling sunset, with the sun's rays peeking above the horizon, creating a serene and tranquil atmosphere.
Home in Osprey
5.0 out of 5 average rating, 30 reviews

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

Guest favorite
The front exterior of the house is featured, showcasing a well-maintained garden with shrubs and small plants. A concrete walkway leads to the entrance, with a single chair positioned beside it. The garage door and house number are clearly visible.
Apartment in Osprey
4.71 out of 5 average rating, 143 reviews

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

Guest favorite
A sandy beach stretches toward a wooden pier that extends into the ocean. The sun sets on the horizon, casting warm golden hues across the sky and reflecting on the gentle waves.
Home in Venice
4.93 out of 5 average rating, 155 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.

Superhost
A serene view of the canal is presented, featuring lush greenery along the water's edge. A wooden dock extends into the calm waters, with a single folding chair positioned nearby. Colorful flowers add vibrancy to the scene, creating a peaceful outdoor atmosphere.
Home in Nokomis
4.93 out of 5 average rating, 107 reviews

Welcome to Paradise Palms! Canal home/Pet friendly

Canal front home in Nokomis, right next to Legacy Trail. Bicycles and Kayaks available to enjoy a trip to the beaches and local islands, please sign waivers before using and send to hosts. Fish right off your dock and enjoy covered Lanai with outdoor fireplace. Nokomis beach (2 miles), Venice beach (2.5 miles), Jetti beach (3 miles). Close to restaurants and historical Venice shopping. This home can sleep up to 8 people. Pets are welcome (125$ pet fee) Please be courteous noise late night.

Top guest favorite
A spacious pool area is surrounded by a screen enclosure, offering a clear view of the turquoise saltwater pool. The patio features a few lounge chairs and a table, with a grassy backyard visible through the enclosure, enhanced by the natural light streaming in.
Home in Nokomis
5.0 out of 5 average rating, 14 reviews

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.

Guest favorite
A single-story house is set within a lush green landscape, featuring well-maintained shrubs and palm trees. The façade includes large arched windows and a spacious driveway nearby, with bicycles visible against the side of the house. A clean lawn invites outdoor activities.
Home in Nokomis
4.93 out of 5 average rating, 137 reviews

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.

Top guest favorite
A modern kitchen features dark wood cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator and dishwasher, are included. A doorway leads to a bright living area where natural light filters through a window, illuminating a cozy seating arrangement.
Home in Gulf Gate Estates
4.96 out of 5 average rating, 277 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Walking distance to a Publix grocery store and 5 good restaurants. ⅕1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. New tile and wood floors throughout. Quite neighborhood for walking .

Top guest favorite
An open living area is presented, featuring a blue couch and a wooden coffee table. A dining table with four chairs sits nearby, complemented by a kitchen with white cabinetry and modern appliances. A Christmas tree adds a seasonal touch, while windows allow natural light.
Home in Gulf Gate Estates
4.97 out of 5 average rating, 140 reviews

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!

Top guest favorite
Colorful swinging chairs are suspended from a wooden frame in a lush backyard. A small round table rests on the deck beneath a cloudy sky, surrounded by greenery and a fenced perimeter.
Home in Nokomis
4.97 out of 5 average rating, 130 reviews

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.

Guest favorite
A spacious backyard features a heated private pool surrounded by a paved area. Lounge chairs are positioned around the pool, with umbrellas providing shade. Lush greenery and a fence frame the yard, creating a serene outdoor setting, ideal for relaxation.
Home in Gulf Gate Estates
4.8 out of 5 average rating, 136 reviews

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard

Spacious 4-bedroom, 2-bath home with a heated private pool, just minutes from the #1 Siesta Key Beach! Located in the Gulf Gate area, you’re only a short drive to the beach, grocery stores, and dining. Enjoy a fully fenced backyard, plenty of parking, and outdoor grill. Inside, you’ll find beach supplies, a fully equipped kitchen, Keurig & drip coffee makers, and TVs in every bedroom—everything you need for a comfortable and convenient stay 🌴☀️

Guest favorite
The property is surrounded by lush greenery, featuring a spacious driveway leading to a single-story home. Tall palm trees and various plants are visible in the yard, creating a tropical ambiance. The structure is situated in a serene neighborhood, showcasing nature's beauty.
Home in Osprey
4.96 out of 5 average rating, 52 reviews

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).

Top guest favorite
Cottage in Nokomis
4.98 out of 5 average rating, 187 reviews

Staycation Sanctuary

Our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world just steps to the beach. This is the perfect "Old Florida-style" location to experience the comfort and hospitality you so deserve! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 2 blocks away!

Popular amenities for Osprey pet-friendly home rentals

When is the best time to visit Osprey?

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Avg. price€153€185€166€158€136€137€138€150€139€136€153€148
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