
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
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.

Coastal Retreat near Siesta Key Beach and Downtown
Aubrey’s place is amazing! It’s in a great location close to the best attractions Sarasota has to offer, but you’ll find yourself just wanting to stay inside and enjoy this masterfully decorated space. I cannot exaggerate the fact that it feels like you are stepping into a page in an interior design magazine. Aubrey herself was delightful to communicate with. She left us a very sweet welcome note and little gift. Wish she had a bnb in every town we visit!

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!

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!

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!
Pet-friendly home rentals with a pool

Sea Esta | Private Saltwater POOL + Putting Green!
Had a very nice stay and enjoyed the opportunity to make memories. Thank you!

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!

Location! Siesta 1 mile away. Home with HOT SPA.
Marina’s house is very nice: it’s so relaxing. Marina is so nice and helpful. Would rent again.

Beechwood Suites
The condo was very clean upon arrival and the inside was updated very nicely. Liked the location. Not in the middle of the action but you can get there easily. The outdoor area was really nice and we loved the pool. We also liked how close it was to shopping etc. Kyle was very responsive and easy to work with.

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.

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.

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool
We were a group of 7 girls and had a blast at Chads place! Any issues we had were addressed and handled within MOMENTS. Home was clean, safe ash to locate, easy to get into and accurately described. House was within walking distance of everything we wanted to do (beach, bars, restaurants). We all agree we’ll return again!

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!
Private, pet-friendly home rentals

NEW saltwater pool/spa! Amazing outdoor space!
Great place as described. Kids loved the pool and the shade by the pool is 💵💵💵.

Dreamview Beachfront Romantic/Pet Friendly Getaway
Fantastic location on quieter area of beach but still walkable to the Village restaurants. Comfortable bed, huge shower. Loved our stay!

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!

Short walk to beach 4, King bed, Dog Friendly
Loved this spot! You can’t beat the location! I would recommend staying here if you want to spend everyday at the beach. 😎🏖️

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!

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!

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!
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
- 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