
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.

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

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

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.

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.

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.

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 .

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!

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.

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).

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!

New Pool Tropical Waterfront Dock & Optional Boat
Located on a highly desirable street, the house is perched high above Curry Creek offering spectacular water views from every room. The property includes a boat ramp to avoid the public launch. Three kayaks (two tandems and one single). Two miles from Nokomis Beach and only half a mile from The Legacy Bike Trail. You can do so many fun things, or just have a drink on the dock and watch the manatees. Pet Friendly

Relax+ Jacuzzi | 9 Min to Siesta Key Beach
Important for privacy-conscious guests: You are renting a fully private home. There are no shared spaces of any kind. Stylish 4BR home 9 minutes from Siesta Key. Private jacuzzi, equipped kitchen, fast Wi-Fi, and outdoor grill. Sleeps 8, 2 bathrooms. Pet-friendly with fee. Please note: A separate structure on the property has its own entrance and does not share space with the guest home.
Popular amenities for Osprey pet-friendly home rentals
Pet-friendly house rentals

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

Nokomis Serenity Oasis

Sarasota Tropical Place in the Heart of the Gulf!

Pet-Friendly Modern Retreat Near Siesta Key

Saltwater Oasis

Spacious Gulf Escape 7 min to Nokomis Beach Pets

Family-Friendly Retreat Near Siesta Key+Beach Gear
Pet-friendly home rentals with a pool

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

Lake Front House with a Pool

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

Pink Flamingo: 4 Beds/3 Baths Screened Pool Oasis

Gorgeous renovation with pool, minutes from beach

Perfect Getaway 3bd/2bth Private Heated Pool

Beautiful Home on a prestigious 18 holes golf

Luxury Canal Home | Pool, Spa & Dock Near Beach
Private, pet-friendly home rentals

The Nautilus Casita

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

Viva life Residence

Beach house

Cozy and private in Sarasota

Nokomis Beach | Canal Front Unit | Boat Friendly

Private Retreat! Indoor HeatedPool/Spa! Near Beach

Royal Coachman Resort - bay oasis near beach
When is the best time to visit Osprey?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €154 | €186 | €167 | €159 | €136 | €138 | €139 | €151 | €140 | €136 | €154 | €149 |
| 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 |
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