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Pet-friendly vacation rentals in Osprey

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Osprey pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
An inviting fire pit is surrounded by several chairs, situated on a lush green lawn. Palm trees sway gently in the background, and in the distance, a saltwater infinity pool glistens under a bright sky with fluffy clouds.
Home in Nokomis
5 out of 5 average rating, 11 reviews

Slice of Paradise in Nokomis

FrankRating, 5 stars1 month ago
A Slice of Paradise was amazing. Robert was a GREAT Host , he answered every question with in hours, if not minutes. Great location and close to everything. After a couple days it felt like home, when our 6 weeks were up we did not want to leave. We hit 7 different beaches and some 3 or 4 time each. Shark’s and Pop’s were our favorite restaurants long with Dunkin most every day and DQ once a week Detwiler’s Farm Market on Tamiami Trail was our go to for fresh fruits and vegetables. Their bakery was wonderful. We would highly recommended A Slice of Paradise. We can’t wait to go back . Frank, Sue and Paisley.
Guest favorite
A cozy living area is presented with a leather sectional sofa arranged around a round table. Light-colored walls are complemented by a feature wall of rustic wood panels. A flat-screen television is mounted for entertainment, with a view of the dining area and kitchen beyond.
Home in Nokomis
4.88 out of 5 average rating, 26 reviews

Perfect location updated & loaded with all u need!

AleishaRating, 5 stars2 weeks ago
Would recommend highly! Great location (everything is working a 10-15 min drive at the most). The place itself is very cozy and plenty of space for the four of us that resided there for the weekend. Definitely would stay here again if I find myself in the area again.
Top guest favorite
An outdoor dining area is displayed, featuring a large black table surrounded by six black chairs. An oversized turquoise umbrella offers shade, and a grassy backyard is visible in the background, accented by palm trees and lush greenery.
Home in Sarasota
4.97 out of 5 average rating, 87 reviews

Paradise Retreat Bring Family to the Beach!

GiselleRating, 5 stars2 weeks ago
Me and my family enjoyed our stay! I would definitely recommend !
Superhost
An outdoor pergola is illuminated with string lights, creating a warm ambiance. Comfortable seating is provided with decorative cushions surrounded by potted plants. Soft landscaping features colorful plants and pathway lighting, enhancing the tranquil outdoor space.
Home in Sarasota
4.87 out of 5 average rating, 145 reviews

Home near Lido Beach - Hot Tub + Fire Pit

LukeRating, 5 stars4 weeks ago
This home was great! Very quiet and private, exactly as in the listing. Super clean and everything is in good working order. Jacob was proactive and attentive. An enthusiastic five stars!
Guest favorite
A sparkling pool is surrounded by a spacious patio, featuring lounge chairs and a vibrant red umbrella. Lush tropical landscaping creates a serene retreat, providing an inviting space for relaxation and leisure under a clear blue sky dotted with fluffy white clouds.
Home in Sarasota
4.96 out of 5 average rating, 119 reviews

Mid-Century Oasis with Pool in Arlington Park 1

MatthewRating, 5 stars2 days ago
This place is perfect. Everything you want in an air bnb and it’s exactly like it looks. My family and I were beyond happy with it. The pool is gorgeous. The location is amazing it’s legit 8 to 10 minutes away from pretty much anything you need or want to do. The house is quiet and the beds are super comfy. I would rent this place every year for a trip. Also the host is awesome! They were there for anything we needed or had questions about and are super nice and friendly people. Thanks again for everything!
Superhost
A bright bedroom features a spacious bed with crisp linens, complemented by a soft throw. A modern ceiling fan hovers above. A chair and side table are positioned nearby, with a small vase of flowers adding a touch of warmth. Natural light is invited through the window.
Home in Osprey
5 out of 5 average rating, 6 reviews

Sunny Coastal Escape | By LussoStay

ChasityRating, 5 stars2 months ago
Good place, good location. Exactly what I was looking for. Ceiling fans didn’t work, they tried to fix the issue but were unsuccessful. Other than that the place was great.
Guest favorite
An outdoor seating area is presented with dark wicker furniture, blue cushions, and an orange throw draped over the arm. A table sits in the center, with manicured grass and a view of the waterfront in the background, framed by a decorative gazebo.
Home in Venice
4.95 out of 5 average rating, 140 reviews

MCM Waterfront Getaway w/ Private Dock + 4 Kayaks

KatieRating, 5 stars6 days ago
If you’re looking for the perfect Airbnb for fishermen and vacationers are alike, this is it. This Home is elegant and extremely clean. The host are responsive and so sweet and kind. It has everything you can need , and it’s in the perfect location. We loved relaxing and watching the rain in the Florida room. We really enjoyed all the nature outside and fishing from the dock so many memories were made with our family here.
Top guest favorite
A modern living area features a cream-colored sofa and two patterned armchairs arranged around a glass coffee table. A decorative area rug adds warmth to the marble flooring, while framed wall art and a pendant light complete the inviting space.
Home in Sarasota
5 out of 5 average rating, 25 reviews

SandMari Paradise Unit 1

DeniseRating, 5 stars2 weeks ago
Great place for a short weekend getaway! Had everything we needed and more! Great for families.

Pet-friendly home rentals with a pool

Top guest favorite
Home in Sarasota
5 out of 5 average rating, 57 reviews

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

CharlieRating, 5 stars4 days ago
My wife and I had a great time at this stay. Lots to do at the house along with great beaches and restaurants within a 15-20 minute drive. The house was clean and had everything that you might need. We were able to drive to Disney in just over an hour and a half which provided a different experience to go along with the daily beach/pool trips. Cool AC inside to combat the humid 88 degree weather in June 2025.
Guest favorite
A sparkling pool is surrounded by neatly arranged lounge chairs on a stone patio. The building nearby features multiple balconies and large windows, allowing natural light to filter through. Lush greenery and palm trees enhance the area, creating a relaxing outdoor setting.
Apartment in Indian Beach-Sapphire Shores
4.96 out of 5 average rating, 140 reviews

Free Early Chk-in, Super Clean, Free Parking,Bikes

VictoriaRating, 5 stars1 week ago
We had a great stay at Lisa’s. It was well stocked and had everything we needed for a great stay. Would definitely recommend!
Guest favorite
A shared swimming pool reflects shimmering blue water, with gentle ripples creating a serene effect. A stainless steel handrail is visible at one side, offering support for entry. Sunlight enhances the clarity of the water, inviting relaxation and enjoyment.
Guesthouse in Sarasota
4.87 out of 5 average rating, 212 reviews

Supercute Beach Themed Retreat Free Parking Wi-FI

DaffanisRating, 5 stars1 week ago
They were an excellent host, always super attentive and friendly.
Guest favorite
A sign marking Siesta Beach as the '#1 Beach in the USA' is prominently displayed at the entrance. A sandy pathway leads to the beach, flanked by green vegetation and palm trees. Beachgoers and colorful umbrellas can be seen in the background, emphasizing the lively atmosphere.
Condo in Sarasota
4.91 out of 5 average rating, 66 reviews

A Hidden Gem in Paradise

TatianaRating, 5 stars1 month ago
Diana’s place is a very comfortable. Very clean, cozy, with a fully equipped kitchen, stove, dishwasher, large refrigerator, washer and dryer. There is a private barbecue area and a reserved parking space. 10 minutes by car to Siesta Beach and 13 minutes to Turtle Beach. We found a beach umbrella and chairs in the apartment’s closet. Also there is a safe in the bedroom which made us feel protected. We are definitely very happy that we stayed at Diana’s place and can recommend it to anyone who wants to come to Sarasota for the holidays.
Guest favorite
A resort pool is surrounded by palm trees, with lounge chairs arranged along the edge. The water reflects vibrant colors from the sunset sky, creating a serene environment. Umbrellas can be seen providing shade, complementing the peaceful ambiance of the resort.
Cabin in Nokomis
4.95 out of 5 average rating, 20 reviews

Royal Coachman Resort - bay oasis near beach

BitsyRating, 5 stars3 weeks ago
Rob’s house was great! Great location to restaurants and the beach. And 10 mins to Fox Lea Farm if you are going to show!! If I had a question he responded right away. Very clean and nice! Would definitely stay again!!
Top guest favorite
A heated pool surrounded by tropical greenery highlights the outdoor space. A stone walkway connects the pool to the lush plants, creating a serene oasis. Sunlight reflects on the water, enhancing the setting for relaxation and outdoor gatherings.
Home in Nokomis
5 out of 5 average rating, 61 reviews

Tropical Oasis Pool Home 1 mile to the Beach

KarenRating, 5 stars3 months ago
Cory was a wonderful host. When we called to inquire about the temperature of the pool water (it felt cold to us, after the heater was turned on,) Cory was very responsive and made arrangements for someone to come over right away to turn it up for us! Thanks for accommodating our request and for your concern that we were comfortable and had everything we needed for our stay in Florida.
Superhost
A salt-water pool is highlighted under the nighttime sky, surrounded by tropical plants and illuminated by soft blue lights. The pool area is enclosed by a white fence, featuring stone pavers that enhance the serene atmosphere.
Home in Sarasota
4.9 out of 5 average rating, 39 reviews

New pool 3br 3b #1 Ranked Siesta Key w Game Room

CraigRating, 5 stars1 month ago
Steve was the perfect host as always, super responsive and made for a smooth and peaceful stay. Check-in and check-out was a breeze, highly recommend and will stay again!
Top guest favorite
A relaxing outdoor space features a lounge chair adorned with a striped towel and a wide-brimmed hat. A tray holds a refreshing drink beside the crystal-clear pool, surrounded by lush tropical foliage and a colorful float visible in the water.
Villa in Sarasota
5 out of 5 average rating, 103 reviews

Tropical Retreat Close to Beaches |Pool |Game room

Alistair LanceRating, 5 stars3 weeks ago
Absolutely loved our stay! The house looked exactly like the photos—beautiful, bright, and well-kept. Everything was spotless when we arrived. The host went above and beyond by providing tons of beach equipment, which made our beach days so easy and fun. The location was perfect—just a short walk to the marina, but tucked away in a quiet, peaceful area. Communication was seamless; the host was super responsive and helpful throughout. Would definitely stay here again and highly recommend it to anyone visiting the area!

Private, pet-friendly home rentals

Guest favorite
A bright living area features a spacious white sofa facing a modern entertainment unit. Two dark blue armchairs are positioned nearby. A large window allows natural light to fill the room, while light wood flooring and a neutral area rug enhance the open space.
Home in Nokomis
5 out of 5 average rating, 5 reviews

Good Beach Bungalow

KateRating, 5 stars2 months ago
My family of 4 recently had a wonderful stay. The house was beautifully appointed, perfectly clean, and well stocked. It is located very close to a great bike trail and we used the bikes that were provided by the hosts. The house also had beach chairs, toys, and a shark tooth sifter for guests to use. The beds were our favorite part and everyone slept wonderfully!
Top guest favorite
Farm stay in Sarasota
5 out of 5 average rating, 9 reviews

Pretty in Pink Horse Farm w/ Barnyard friends

EthanRating, 5 stars3 weeks ago
The horse farm was so peaceful and scenic. Very quiet at night. We loved looking at the stars. The room is just as shown in the ad, very cute decorations. Comfy bed and a nice shower. We loved our stay and would certainly come back!
Top guest favorite
A sandy pathway leads to the beach, framed by lush greenery and tall grasses. The gentle waves of the ocean are visible in the distance, with a clear blue sky overhead. Sunlight casts a warm glow on the pathway, inviting relaxation.
Condo in Venice
4.95 out of 5 average rating, 86 reviews

Short walk to beach 4, King bed, Dog Friendly

KatieRating, 5 stars1 week ago
Loved this spot! You can’t beat the location! I would recommend staying here if you want to spend everyday at the beach. 😎🏖️
Guest favorite
A charming house is situated on a cul-de-sac, featuring a well-maintained exterior and a single-car garage. Lush greenery and palm trees surround the home, contributing to a serene setting. The driveway is spacious, leading to the entryway, which can be seen through the open front porch.
Home in Nokomis
4.88 out of 5 average rating, 24 reviews

Nirvana In Nokomis

MarkRating, 5 stars2 months ago
Had a great stay during our week in Nokomis. The layout was great and actually had way more space than we even thought. Very easily fit our family of 5. Great set up as well with the master on one side of the house and then the other 2 bedrooms on the other. Neighborhood was very well maintained. You’re about a 3 minute drive or 20 min walk to the beach, but you should already know that when booking. This was one of the best stocked AirBnB’s we’ve stayed at. We truly felt like we were in a home we could live in as there was good flow. Backyard was great as we used the fire pit and hosted some family one evening. Lynda was great to communicate with. She even went above and beyond as we left a camera accidentally. I wouldn’t hesitate to book this place!
Superhost
A well-lit room features a spacious bed with decorative pillows and a soft quilt. A cozy seating area with a couch and a decorative table is present, along with a wooden chair. Natural light fills the space through large windows, enhancing the calm atmosphere.
Vacation home in Nokomis
4.86 out of 5 average rating, 86 reviews

JUNE SALE! Beach Sarasota Coast, NEW Yard Pets OK!

MarthaRating, 5 stars1 month ago
We enjoyed staying at Christopher and Michelle’s place. It was clean, convenient to nearby attractions, they quickly responded to questions and provided recommendations for local attractions and restaurants. We would definitely stay here again.
Guest favorite
An outdoor seating area is presented, featuring several wooden chairs arranged around a central fire pit. Lush greenery surrounds the space, along with a bicycle leaning against a wall and palm trees adding to the tropical ambiance.
Home in Nokomis
4.89 out of 5 average rating, 36 reviews

Beach house

JacobRating, 5 stars2 weeks ago
Airbnb review: Not only is the location perfect for beach goers looking for shark teeth (we had more luck in Nokomis than Venice beach), but the house comes fully equipped with everything anyone needs to make this place a home away from home. We are avid cooks and were able to utilize the kitchen (and the spices were not just salt and pepper)! Additionally, the beach supplies in the shed are abundant. We didn’t have luck with the beach buggy, but they supply you with good quality towels, linens, blankets, etc. The office is also a nice touch for those who need to work remotely because it has a door and is nicely lit. The backyard space is perfect for families and friends. Overall, as people who have airbnbed a lot (since we prefer to have a kitchen), this was a perfect hidden find. Jaime was also a great host and will be sure to look out for items you may have left behind. Next time we go to Nokomis, we will plan to use the same airbnb. Thank you, Jaime!
Guest favorite
A two-story, light blue house is shown against a backdrop of blue skies and scattered clouds. A white picket fence encloses the yard, which features a well-manicured green lawn. A gravel driveway leads to the house, and a deck is visible on the upper level.
Home in Nokomis
5 out of 5 average rating, 13 reviews

On the water in Venice FL.

AngelaRating, 5 stars1 month ago
Jared’s house is ideal for a people who like to go to the beach. It had all the beach gear and is about 10 minutes from Venice and Nakomis beaches. The neighborhood is quiet and the sunset view is the best! The couches are great for movie night—super spacious and comfy! Definitely recommend.
Guest favorite
A modern studio space features a grey sectional couch accompanied by a tan throw blanket. A small dining table is positioned near the kitchenette, which is equipped with a stove and refrigerator. Natural light enters through window blinds, illuminating the neutral walls and wood flooring.
Guesthouse in Indian Beach-Sapphire Shores
4.92 out of 5 average rating, 39 reviews

Sarasota Bayside Hideaway

CameronRating, 5 stars2 days ago
This place was perfect for what we needed. We needed a little space to just be able to pop in and out of for the weekend. Getting in and out was very easy! It was clean, super cute and we felt very comfortable there.

Quick stats about vacation rentals that are pet-friendly in Osprey

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    380 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Osprey
  6. Pet-friendly rentals