
Pet-friendly vacation rentals in Osprey
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Top-rated pet-friendly home rentals in Osprey
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Popular amenities for Osprey pet-friendly home rentals
Pet-friendly house rentals

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

Buena Beach Bungalow
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!

Slice of Paradise in Nokomis
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.

Nirvana In Nokomis
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!

Home near Lido Beach - Hot Tub + Fire Pit
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!

Casa Playa Sleeps 6
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.

Casa Azul your beach oasis! (Pet friendly Duplex)
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

The Avocado Palm Cottage
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

Charming Home in Sarasota-8min from Siesta Key
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!

A Hidden Gem in Paradise
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.

Royal Coachman Resort - bay oasis near beach
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!!

Hidden GEM Sarasota Siesta BEACH
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.

Sunshine Inn Paradise
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

Tropical Oasis Pool Home 1 mile to the Beach
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.

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

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

Home in Venice with Heated Pool
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.

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

Pretty in Pink Horse Farm w/ Barnyard friends
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!

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

Luxury Pet friendly home, 2.7miles to Siesta Key!
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!

My Venice Beach House
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!

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

Beach house
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
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- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- John's Pass
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Jannus Live
- North Beach At Fort DeSoto Park
- Myakka River State Park
- Alafia River State Park
- River Strand Golf and Country Club
- Don CeSar Hotel