
Pet-friendly holiday rentals in Siesta Key
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Top-rated pet-friendly home rentals in Siesta Key
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Pet-friendly house rentals

Lovely Beach Bungalow
My husband stayed for a work conference and was very happy with the place. Unfortunately, the air conditioner broke down the first day he was there. Olga and her husband were on it right away and kept in contact about repairs and when they would happen. You can’t always predict or help it when something breaks down. But the excellent communication made everything better and once it was repaired, he enjoyed the place even more. We would return!

Retreat by the Bay-Heated Saltwater Pool
We loved our stay at Will’s and felt right at home from the start! Super clean and tastefully decorated. The pool was wonderful and the location nice.

The Sand Castle - Backyard Oasis Mins from Siesta!
Loved our stay. Would stay again.

Spacious 2 Bedroom Home | Near Beach | Heated Pool
The stay was in a nice neighborhood. Enjoyed spending time at the pool there. The house was clean and free of clutter. When we had issues with the AC, Melissa responded right away and worked hard to fix the issue immediately. She refunded us the night as we stayed at a hotel with the house at 80. The AC got fixed the next day and we stayed our final night. Thanks Melissa for all your help making for a great stay.

Stunning Home, Heated Pool and Boat Dock
We had an amazing week at this beautiful home just 10 minutes from Siesta Key. The house was spotless, super comfortable, and had everything we needed; the pool, boat dock, games, comfy beds, and a great TV setup. Everything was perfect. Jennifer was an amazing host as well; very responsive, respectful, and friendly. You can tell she puts a lot of care into keeping the place clean and welcoming. Definitely recommend!

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!

Lake Front House with a Pool
This house was spotless, organized and had a loaded kitchen! It is in a amazing location near the beaches and the house came loaded with beach equipment. I would love to come back. Birute was very helpful with us and responsive in timely manner Thansk for all!

Rustic Sands - 650
Our time at this Airbnb in Siesta Key was amazing! The house was super clean and had an awesome kitchen with everything you could think of, plus more. Great appliances, tons of towels, dishes, some games, TVs with premium channels and more! Outside was just as great. The pool area was covered with mosquito netting, so we could relax without bugs bothering us. The pool was our favorite spot! super clean, and the outdoor BBQ grill was great! The only thing was the master bedroom bed was a bit small and not the most comfortable for us (queen size), but everything else was so good. The neighborhood was really quiet, location was 4 minute drive from the beach. Overall, this Airbnb was one of the best places we've stayed. I would 100% recommend it and would come back! it looks better in real life than the photos.
Pet-friendly home rentals with a pool

Free Early Chk-in, Super Clean, Free Parking,Bikes
We had a great stay at Lisa’s. It was well stocked and had everything we needed for a great stay. Would definitely recommend!

New! 3 Bed/3 Bath Pool Home Oasis! Great Location
My favorite place, have stayed many times. Beautiful pool oasis yet moments walk to downtown for great food. House is very comfortable. We love it!

Private Heated Saltwater Pool & Spa 1 mi to Beach
We had a wonderful stay at Shelly and Steven’s beach house! The home is beautifully modern, clean, and well-equipped for a relaxing family getaway. We especially loved the backyard pool and how close everything was—walking distance to shops and just a short drive to the beach. It was perfect for our family, including our toddler. We felt right at home and can’t wait to come back!

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.

Modern Organic King Beds Salt POOL/SPA SRQ Escape
My family of 4 had a great vacation! Luis was very responsive and a great host. The house was immaculate and in a great area. We really enjoyed the pool and being close to Siesta Key and downtown Sarasota. We hope to come back in the future and would definitely consider staying here again!

The Wisteria Oasis W/ heated pool & hot tub
This was the perfect property for our family as we visited family and friends in Sarasota. It was conveniently located (10-15 min) to everyone we wanted to see and everywhere we wanted to go (including both Siesta Key and Lido Key). The house has been beautifully updated and is kept very clean. The backyard was spacious with plenty of space for things to do, and the pool was a hit.

Tropical Retreat Close to Beaches |Pool |Game room
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!

Renovated Ranch near Downtown Sarasota and Siesta
The home was beautifully decorated, clean, welcoming. William was checking in during our stay, which made us feel that he is committed to his guests and his home. Although we didn't need him for anything, the home was perfect. We are planning on staying again
Private, pet-friendly home rentals

Location 3 Bed Cottage 1 block to SiestaKey beach
Lovely and spacious. Bathrooms and kitchen appear to be brand new. A charming comfortable space.

Historic Downtown Sarasota - Gem I
Anna was extremely attentive and made sure we had all of the information we needed before we arrived. The house is very clean located next to lots of great nightlife. Highly recommend staying here and hopefully we can book it again the next time we’re in Sarasota!

2Bed/1Bath Entire House Mins to Beach+Downtown
This house was adorable! Loved the decor - cute touches and uncluttered throughout. Drawers/cabinets were clearly labeled and there were all sorts of things there that you might have forgotten- even hair ties! Bed was comfortable. Whole place was cozy and comfy- I didn’t want to leave! Tons of great recommendations in the guest book by the front door. I wholeheartedly recommend this home!

Beach Stay-Minutes to Siesta Key
Nice, quiet neighborhood convenient to sights and amenities in Sarasota. Apartment very well supplied and clean. Appreciated the coffee. Nice hot shower. I never once heard Anthony or anyone in the house. Anthony was very responsive host. Enjoyed watching the rabbits in the back yard every morning. I would definitely stay here again. Thank you!

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.

Sarasota Tropical Place in the Heart of the Gulf!
We had an amazing time at Agnes's home ! The house was spotless when we arrived—super clean, well-maintained, and clearly cared for with pride. It had everything we needed for a comfortable stay, and the layout made it feel spacious and welcoming. But what really made it stand out was the yard—absolutely beautiful! Plenty of room to relax, play, and enjoy the Florida sunshine. Our dog loved it and so did we. It’s not always easy to find a place that makes both humans and pups equally happy, but this one totally nailed it. If you're looking for a peaceful, pet-friendly getaway with great outdoor space and a sparkling-clean interior, this is the one. We’d definitely stay here again!

Creekside Paradise I
If you are looking to stay in Sarasota, this is an amazing place. Beyond having the best equipped kitchen we've ever seen in an AirBnB, our hosts were incredibly responsive in addressing any other needs we had. This property felt like home by the time we left, and we have no problems recommending it to anyone!

Siesta Key House - “Safe & Available” for rental!
This is our second time staying at Raj’s place. Wonderful, clean home that suits families perfectly. Made it feel like a vacation even with our two young kiddos. We relaxed by the pool during their naps and were able to keep to their schedule easily. Easy walk to the beach, which is absolutely stunning! Raj is friendly and communicative so no stress leading up to the trip. Absolutely recommend staying here!
Quick stats about holiday rentals that are pet-friendly in Siesta Key
Total rentals
330 properties
Total number of reviews
7.7K reviews
Family-friendly rentals
270 properties are a good fit for families
Rentals with a pool
210 properties have a pool
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Wifi availability
330 properties include access to wifi
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- John's Pass
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Raymond James Stadium
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Streamsong Resort
- Jannus Live
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park