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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
A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.
Home in Sarasota
5 out of 5 average rating, 57 reviews

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

CharlieRating, 5 stars3 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 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

Buena 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!
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 Pinecraft
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!
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 stars3 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.
Top guest favorite
The exterior of the duplex is presented, featuring a charming blue facade and a spacious wooden deck. Brightly colored adirondack chairs are arranged around a fire pit in the foreground, surrounded by grassy areas and lush greenery. A clear sky is visible with the sun shining above.
Home in Nokomis
5 out of 5 average rating, 9 reviews

Casa Azul your beach oasis! (Pet friendly Duplex)

AutumnRating, 5 stars2 weeks ago
Our stay at Casa Azul was fantastic. The home was cute & clean and had everything we needed- plenty of clean towels, basic toiletries & laundry soap, and beach gear! And it's an easy walk to Pop's and the beach! Roger & Claudette were great hosts. I definitely recommend Casa Azul
Top guest favorite
A bright kitchen and dining area features white cabinetry and a large island with a dark countertop. A round wooden dining table is accompanied by four white chairs. Natural light enters through the window, illuminating the space, while greenery is visible outdoors.
Home in Sarasota
5 out of 5 average rating, 7 reviews

The Avocado Palm Cottage

ChristyRating, 5 stars2 weeks ago
The place was amazing. It was very clean while taking care of a very nice quiet neighborhood. Tara was definitely on point when I texted. She replied immediately. I would definitely rent here again.

Pet-friendly home rentals with a pool

Top guest favorite
A screened lanai showcases a heated pool and spa, surrounded by twinkling string lights. Lounger chairs and outdoor dining furniture are positioned nearby. A grassy area is visible beyond the pool, while a pink inflatable floats in the water, enhancing the serene outdoor setting.
Home in Sarasota
4.98 out of 5 average rating, 50 reviews

Charming Home in Sarasota-8min from Siesta Key

KhloeyRating, 5 stars1 week ago
The hosts were very responsive and very helpful. Their home was spotless. The pool with the enclosure allowed you all the sunshine you could ask for without the bugs! The interior is very spacious and great for hosting dinner. With the turf back yard it’s the perfect hangout for adults and children! The hosts are very thoughtful with items available for the perfect beach day (beach wagon, chairs, a cooler, and lots of fun items for children! We will definitely be visiting again!
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
A screened-in pool area features a sparkling pool with loungers nearby. A dining table sits under a covered area, surrounded by tropical plants and lush greenery. Soft lighting fixtures hang above, creating a serene atmosphere for relaxation.
Guest suite in Sarasota
4.94 out of 5 average rating, 213 reviews

Sunshine Inn Paradise

JoshuaRating, 5 stars6 days ago
Visited from TN and had an awesome stay! Ron is a supremely chill host. Definitely recommend this BnB and would book again if I were in the area
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!
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 stars3 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 !!

Private, pet-friendly home rentals

Top guest favorite
The exterior of the home showcases a single-story structure with a well-kept lawn and pathways leading to the front door. Fluffy clouds fill the bright blue sky, complementing the home’s white façade and lush greenery surrounding the entryway.
Home in Venice
5 out of 5 average rating, 17 reviews

Home in Venice with Heated Pool

RandyRating, 5 stars2 months ago
The property was exactly as described and pictured. Everything was clean and the home was well stocked with every item we needed. The host was always available and responded very quickly to our questions. This property was well worth the requested fee. We would stay here again during future visits to the area.
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, 5 reviews

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

NatalyaRating, 5 stars2 days ago
We had a great stay at the house. Loved the interior decor. Looks like the home was remodeled recently. Everything was fresh and clean. We loved hanging out by the pool. Backyard was very private and peaceful. Posts were very quick with their responses if I had any questions about the home. We would definitely stay at the Home again when we’re in town.
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 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!
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!
Guest favorite
A comfortable living area showcases a large sectional sofa in neutral tones, accompanied by a wooden coffee table. A flat-screen TV is mounted on a light-colored media unit. Bright natural light filters in through the nearby door leading to the outdoor space.
Home in Venice
4.91 out of 5 average rating, 43 reviews

My Venice Beach House

MarisaRating, 5 stars1 week ago
We had a wonderful stay at Andreina's place. Loved having coffee outside every morning and watching the bunnies and other wildlife. Quick drive to the beach. Had everything we needed, and we felt right at home. Definitely recommend this place. Thank you Andreina!
Superhost
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!

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$14,689 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