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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

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
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 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!
Guest favorite
A screened-in pool area features a crystal-clear heated pool with lounge chairs positioned nearby. An umbrella provides shade over a seating area, surrounded by lush greenery and fencing that enhances privacy.
Home in Sarasota
4.95 out of 5 average rating, 211 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

EmilyRating, 5 stars1 week ago
We absolutely loved our stay here! The house is beautiful and has everything we needed for vacation. The pool was perfect for the kids - they preferred staying home at the pool than going the beach. Romulda was also so helpful and responsive to all our questions. We only wished we had more time to stay here! We’re looking forward to booking again in the future!
Guest favorite
The exterior features a well-maintained house surrounded by grassy lawns and tropical landscaping. Palm trees and shrubs provide natural shade, while a driveway leads to a single-car garage. The exterior is brightened by soft evening light, creating a welcoming ambiance.
Home in Venice
4.85 out of 5 average rating, 55 reviews

Venice Gardens, 2-Br Pet Friendly Home - Indra

TaraRating, 5 stars3 weeks ago
This truly felt like home away from home. Very clean, cozy home in a quiet neighborhood. Our 2 dogs and toddler enjoyed the fenced in backyard. The air conditioner works great! We loved sitting out in the lanai listening to the birds. We felt very safe here and Tom was very responsive. 🥰
Guest favorite
A serene outdoor space features a sparkling pool surrounded by lush greenery and tropical plants. Comfortable lounge chairs are placed along the poolside, and string lights cast a warm glow overhead. A shaded seating area with a gazebo can be seen in the background.
Home in Bradenton
4.92 out of 5 average rating, 367 reviews

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

AlejandraRating, 5 stars2 days ago
Great place to stay !! The house is beautiful, it’s in a great location and I love the pool area, I had so much fun with my friends on this trip and we’re planning to come back !!
Top guest favorite
A charming blue house is presented with a gabled roof and dormer windows. Lush greenery and colorful flowers surround the entrance, which features a white door and inviting walkway. The bright sky with scattered clouds complements the vibrant exterior and landscaped yard.
Home in Sarasota
5 out of 5 average rating, 13 reviews

Casa Playa Sleeps 6

MelissaRating, 5 stars2 weeks ago
Host was very kind, clear instructions to get in. Everything was very clean & the location is awesome! Super close to the beach and good restaurants. There’s everything you need in the kitchen and overall the house has very cozy vibes.
Guest favorite
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, 82 reviews

Welcome to Paradise Palms! Canal home/Pet friendly

TiffanyRating, 5 stars4 weeks ago
Cute house in a good location. Comfortable beds. Lucky enough to experience a thunderstorm while we were there and the rain on the tin roof was lovely. Nice view of the water. Quiet neighbors. Although we didn't utilize the bikes or kayaks, it was nice to know they were there and we could have. Clear instructions on what was required for check-in, our stay, and check out.

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 stars2 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.
Superhost
A clear swimming pool reflects the evening sky, surrounded by a spacious patio. Outdoor seating for dining is arranged under an umbrella, with chairs positioned nearby. Lush greenery provides privacy, and large glass doors lead to the inviting interior of the home.
Home in Sarasota
5 out of 5 average rating, 4 reviews

Pool, Spa, & Private Gym in the Heart of Sarasota

JenniferRating, 5 stars4 weeks ago
The home is beautiful and well appointed with everything you need for your stay. The neighborhood is quiet and the pool was enjoyed daily! The location is a quick drive to Siesta Key, Lido, and Saint Armand’s. It took about 10-15m for each of these. I would stay here again when we return to Siesta. It is a beautiful home in a great neighborhood!
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!!
Superhost
A modern exterior of the home features a private heated pool, accompanied by a tiled patio area. Lush palm trees are positioned around the pool, offering a tropical ambiance. Large glass doors lead inside, providing a view of the indoor living space.
Home in Sarasota
4.82 out of 5 average rating, 11 reviews

Hidden GEM Sarasota Siesta BEACH

ChristaRating, 5 stars2 months ago
The home is simply beautiful, open, airy, Clean the backyard and pool are beautiful and so private. Hidden Gem is a perfect name for this home as you would never expect to find a home like this on a ‘such a typical’ block. It’s like brand new. Everything is updated and modern. The bathrooms and showers were clean and beautiful. Large TV in the living room with comfy couches (a bit worn) but still comfortable. We all loved the place! Would stay again in a heartbeat! So quiet and peaceful.
Guest favorite
Home in Downtown Sarasota
5 out of 5 average rating, 25 reviews

Serenity Springs | Private Heated Pool + Waterfall

CarolineRating, 5 stars1 week ago
Beautiful place! In a pretty good area to close to the beach. House was neat and tidy everything looked perfect. The pool is a plus! WiFi is slow but we didn’t really use it. Would definitely book 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!

Private, pet-friendly home rentals

Top guest favorite
A cozy studio features wooden walls and a large window, allowing natural light to illuminate the space. A spacious bed is complemented by a soft, textured blanket. A mini fridge and microwave are present, along with a mounted television displaying a scenic landscape.
Farm stay in Sarasota
5 out of 5 average rating, 9 reviews

Pretty in Pink Horse Farm w/ Barnyard friends

EthanRating, 5 stars2 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!
Superhost
The exterior of the condo showcases a modern design with a covered porch featuring a seating area. Palm trees and landscaped greenery are present, contributing to a relaxed atmosphere. The structure features large windows, allowing natural light to illuminate the white façade.
Condo in Nokomis
4.94 out of 5 average rating, 18 reviews

Walk to the beach from this lovely 2 bedroom condo

Tiffany HopeRating, 5 stars1 week ago
This place is awesome! A nice washer and dryer, super clean, comfortable, and a cute outside sitting area. host left snacks, water, cooler, flashlight, and beach towels - very well thought out. The host was also super nice when we thought we locked ourselves out 😅 We enjoyed our stay and would love to come back.
Guest favorite
A bright living area features two light-colored sofas positioned around a glass coffee table. Two large TVs are mounted on the wall, while a blue area rug ties the space together. Natural light streams in from an adjacent room with a dining area.
Home in Sarasota
4.96 out of 5 average rating, 24 reviews

Cottage w/lanai and garage, 4 mi. Siesta Key

MartinRating, 5 stars1 week ago
Bedrooms run hot, not much air flow in n there from the AC so we had to leave the doors open to cool the room down a bit over night. Aside from that, beautiful place, very clean, has EVERYTHING you need fully stocked kitchen and fully stocked bathrooms LOVED the place.
Top guest favorite
A modern kitchen is highlighted by a central island with a dark countertop and multiple drawers. Sleek white cabinets complement stainless steel appliances, while a coffee maker and kettle are positioned on the counter. A potted orchid adds a touch of color to the space.
Home in Sarasota
4.98 out of 5 average rating, 66 reviews

Luxury Pet friendly home, 2.7miles to Siesta Key!

AmyRating, 5 stars1 month ago
This home was exceptionally clean and every detail was thought of to make guests feel at home from every kitchen utensil and dish you could need , bath supplies, and even beach equipment and tour and excursion brochures- beds was very comfortable and bathrooms were pristine - Conrad was the best airbnb host we have ever dealt with- extremely responsive and helpful in every way throughout our stay- the location is also close to downtown and near the beach but in a quiet and friendly neighborhood with little to no through traffic - Thank you Conrad for your amazing hospitality!
Top guest favorite
A spacious bedroom features a large bed with white linens and decorative pillows. A tufted gray bench sits at the foot of the bed, displaying a throw pillow with the text 'STAY awhile.' Wall art and bedside lamps complement the calming decor.
Condo in Venice Beach
4.98 out of 5 average rating, 46 reviews

Beach condo 5 Walk to beach King bed Dog Friendly

ThomasinaRating, 5 stars2 weeks ago
Laura was absolutely the best host I have ever had! She was so responsive and attentive. Everything we needed for our stay was provided (even a few extras). The bed was so comfy! The decor was cute and the feel was inviting and warm. Location…..FANTASTIC! Close to so many things; restaurants, shopping, beaches! The area was quiet and felt very safe. We made friends with the locals (Geckos) and a couple neighbors as well. We enjoyed our stay and I can’t wait to book another trip with Laura 😎🦈 By the way..I would have given 10 stars if they were available. ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️! There you go!!
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
The spacious room features a large bed adorned with decorative pillows and a light-colored quilt. A cozy seating area includes a gray sofa and a wooden trunk. Natural light enters through windows, illuminating the simple decor and inviting atmosphere.
Villa in Nokomis
4.96 out of 5 average rating, 93 reviews

JUNE. SALE! Beach Sarasota, NEW Villa,Yard Pets OK

AdrienneRating, 5 stars1 month ago
Our family had a wonderful stay - would definitely stay here again. It was 3 minutes to Nokomis beach - lots of shells and beautiful water. Took us with two toddlers 20 minutes to walk there. Only 8 minutes to Venice beach. The screened in porch was key with our two toddlers. Shower was very nice and the bed was comfortable. Kitchen cooking supplies were plenty stocked. Thank you for hosting us!

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$14,687 GYD 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