
Pet-friendly vacation rentals in Siesta Key
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Top-rated pet-friendly home rentals in Siesta Key
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Popular amenities for Siesta Key pet-friendly home rentals
Pet-friendly home rentals with a pool

Retreat by the Bay-Heated Saltwater Pool
Will's place was amazing! Super clean, comfortable, and exactly as described. The location was perfect - there was so much to do nearby, from the beach, great restaurants and shops. Will was also a fantastic host: responsive and helpful. Highly recommend staying here if you're looking for a spot that's both relaxing and close to all the action!

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.

Pickleball, Axe Throwing, Mini-Golf, Bowling, IMG
This place was just what my family and I needed, clean, fun and close to the beaches! Christina was very responsive and made our stay pleasant

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!

Gorgeous Sarasota Private Home with Heated Pool
DO NOT STAY HERE, Especially during early April 2026!!! I'm kidding of course. my wife's family has been visiting Sarasota for over 40 years and this was a wonderful way to spend the week. Their condo building was under repair so we stayed at Kristian's. The pool is AMAZING and our 5-year-old had an absolute blast the whole week. The landscaping around the pool is top notch and gives it a very secluded feeling. Great house. Great host.

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

Modern, Bright Downtown SRQ A-Frame West of Trail
Very cool home and amazing backyard! Great location too!!
Pet-friendly home rentals with a hot tub

Be an AMI
I came down with 2 friends for a moms getaway and we had a wonderful time. This sweet little house is perfect and we will definitely be back. Amy is so nice and accommodating. The house was very clean and convenient to everything we wanted to do. Can’t wait to visit again.

The Oz Courtyard 2.9 mi beach hot tub, pool
Awesome place, we’d definitely return.

5min to Siesta, Heated Pool & Jacuzzi, Grill, WiFi
We loved the pool and hot tub. Ben was very responsive when I asked about if there was a speaker we could use and he dropped one off at the front door within minutes. Great location and price was reasonable. We would Definately stay again!

Amazing Game Room-86°Pool/Spa-Beaches-Dog Friendly
We had a wonderful time staying at Randy’s place. The kids had a great time swimming in the pool/hot tub and playing games in the game room. Check-in was very easy and the property was very clean. It was an easy 10-15 min drive to the beach. Randy is very friendly, responsive, and easy to work with. I would definitely use the location again. Thanks for a great time.

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!

Near downtown! Saltwater Pool! HOT TUB! Games!
Beautiful house, perfect for a big family vacation trip. Close to a lot of places, Jenny and Kenny were extremely helpful and friendly. Definitely 10/10 ✨

Centrally Located Cozy 1-bed Private Cottage!
The cottage was very nice and comfy, everything was clean and organized. Katie was very communicative and the instructions to get in were easy to understand. The cottage is on the backside of the main house and shares the backyard area. It was very peaceful and a great getaway for my husband and I!

Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ Pkg
We were pleased with the location. There was so much to see and do. The beach was a quick walk, there is a grocery store close by. The area is filled with restaurants, bars and shops. Our large group was comfortable and had enough room to spread out in the fenced yard area. We only stayed one night, but it would be a good location to spend longer.
Pet-friendly house rentals

Coastal Retreat near Siesta Key Beach and Downtown
We had the most perfect stay at Aubrey’s! We loved everything about it! Great location, so comfortable and nice, close to great restaurants and close to beach as well. The design features of the house and everything in it is very well curated and a house you want to spend time in and enjoy the beauty. The beach chairs and umbrella were perfect for the beach. We highly recommend Aubrey’s place and will definitely stay here when we come back! Melissa and John

"Enfuego!"
We had such an incredible time staying at this property! It has everything! Plenty to do even on rainy days. Can’t say enough about it. We had 8 adults and a baby and king beds for everyone which is hard to find. So private in the back yard and unique!

Family friendly with large pool
Overall, this is a wonderful place to stay. The house provided plenty of room for our family of six adults and two kids. There are several nice features in the home including multiple deck spaces to relax in and a large pool and hot tub. The house was very well equipped and organized. Also, the location was away from traffic noise and advantageously situated on the north end of the Key avoiding the heavy traffic that occurs on the south end. Better advanced communication and more prompt responses to a few issues we discovered upon arrival would have made the experience more enjoyable. In the course of our month long stay we were able to address most of the issues and the host accommodated our concerns. We are planning on staying again next year.

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!

The Wisteria Oasis W/ heated pool & hot tub
We had a fantastic stay! The home was spotless, stylish, and comfortable, just like the photos. The amenities were great. Appreciate that David was super responsive & a helpful host. Check-in was easy too! I would 100% stay here again and highly recommend it to anyone looking for a relaxing and hassle-free stay in Sarasota.

Intercostal Oasis
Glen was a great host. Super responsive any time I sent a message. We were able to check-in early. The place is close to beaches and easy to get anywhere you need to go.

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!

Casa Playa Sleeps 6
The house was perfect for our small family of three and two dogs! The fenced in yard was wonderful and the location was perfect. The neighborhood is quiet with very low traffic. Only a short drive to Siesta Key, downtown, and other attractions.
Quick stats about vacation 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
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park
- River Strand Golf and Country Club