
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

Be an AMI
Stop searching you’ve found it! Our third visit to AMI and Amy’s home was without a doubt the best place we’ve stayed. Everything is brand spanking new (sadly she had to renovate after last year’s hurricane). Her home is beautifully decorated and very well appointed. We made all but one of our meals in her fab kitchen and made great use of her fantastic brand new Weber grill. The little plunge pool is a wonderful treat after a busy day relaxing on the beach. The cottage is walkable to bars and restaurants not to mention a short walk to the beautiful beach. Amy has thought of everything. Amy herself was a fantastic host - proactively checking in on us and providing thoughtful advice. We would be thrilled to stay again on our next visit to AMI. Thank you Amy!

Color Casa 3B 2B Pool Home
My sister and I had a lovely stay at El Tropicale. We were attending a yoga retreat in Lakewood Ranch so the location was perfect. Very spacious and the pool is great! All communication was prompt and friendly. Would definitely stay here again.

10m to downtown, 15 to beach! Cozy Fenced Yard
Great stay and Nichole was a great host!

Beach, Sun & Fun
Sonia & Daniel's house exceeded all our needs for our son's stay visiting his grandparents in Venice. The house was very clean, nicely decorated and comfortable. Everything he needed was there, and he enjoyed a quiet place to relax. The screened in lanai was a nice place to enjoy morning coffee. The neighborhood was very peaceful, and our son was happy to be able to do a morning run down through Shamrock Park, which is on the water. Sonia and Daniel were very responsive to our messages. We would definitely consider renting this house again!

2bed/2bath with POOL house, close by SIESTA KEY!!!
Romualda’s home was very clean, beautiful, and modern. She was very communicated from the time we booked the AirBnb, to the time we checked in, and the time we checked out. We felt right at home as she had many ameneties that were offered and more. We will definately book again next time we are in town.

Private Home - Solar Heat Pool -5 star Cleanliness
Cheryl's place was great for our family of three. Clean, comfortable rooms, plenty of space, light filled, perfect AC, all the supplies one can think of in the kitchen, bathrooms. Very nice, clean, generously sized pool and back yard were one of reasons I picked the place and it was very enjoyable. Garage filled with towels, beach chairs, swimming goggles, swimming / beach toys. Cheryl thought of everything! Easy location for the Tampa Bay area. Definitely recommend!

*NEW* Central St Pete Gem
Convenient location. Very clean house. Perfect for our family of 3 and a dog. Our dog enjoyed fully fenced, well maintained yard! We hope to be back next year!

Coastal Beach House Next to the Gulf
Before our arrival Lysette texted us all the information we needed. Unfortunately due to Hurricane Helene we couldn't come. Lysette kept us updated on the current situation so we could decide whether its safe. Cancellation was easy and Lysette was very understanding.
Pet-friendly home rentals with a pool

Pet Friendly Pool Home with Large Private Yard
My wife and I stayed at Wendy's place for a month. The house is located in a nice quite area surrounded by similar one family homes. The poeple in the area were very nice and welcoming. Check in was easy and communication withour host was easy. The home has a nice in ground pool in the back heated by solar. The home also had a nice lani in the back with a grill and table. The yard was very large and private.

Private Retreat
Mary was so easy to talk to and very responsive. We chatting before and during our arrival. She has a lovely, Clean, organized home. She has been so gracious and we loved our stay there.

Beautiful pool home minutes from Anna Maria Island
Lovely home with a large fenced backyard and a warm pool. Conveniently located near Robinson Preserve and Anna Maria Island. Michelle was quick to answer any questions. We enjoyed our stay.

Hot tub/Game rm/86* pool/Prvt Bckyd/Beaches/Shops
Really great accommodation! Stayed with a group of friends. Loved the pool and outdoor space! Kitchen had all the amenities needed. Host was very responsive when we had a minor issue with the pool. Game room and laundry was a bonus! Beach is close but lots of traffic getting on/off Anna Maria Island. Beautiful beaches, recommend Coquina!

Private Heated Pool/Spa, 4bed/2bath, Pets Welcome
We are repeat guests at Rancho Relaxo, and we will continue to return as long as they have us. I highly recommend Lynn's place if you're looking for a place to relax and unwind. We enjoyed the heated pool every night, and our dogs loved the gated backyard. The location is private, yet it's conveniently close to shopping and restaurants. We can't wait to go back!

Venice Pool Villa with Bikes Kayaks & fun!
We had a very nice stay here. The house is in a quiet neighborhood, but only 5 minutes from really nice shopping & restaurants, 8 minutes to downtown Venice, and about 15 minutes to the pier on Venice Beach. Host was very responsive and had great suggestions on things to do. Pool and pool area was very clean. Great value.

Purple Door Heaven - Heated Pool l BBQ
Everything about this home was Grade A! The pictures are spot on and the Hosts are friendly! My 3;children were so happy, and there was something to do for everyone The projector and pool area were my favorite. We will definitely book again.

Fun Getaway Sunny Private Saltwater Pool & Yard
This place was exactly what we needed. Plenty of room to spread out and the pool was awesome!
Private, pet-friendly home rentals

Pool home near Manasota Key and S. Venice Beaches
First I would like to say thanks so much to William and Terri. What a beautiful home you have. My family and a great stay at your house I would have to say the pool was the big hit. The boys absolutely loved it. The area was beautiful the shopping in downtown Venice has tons of shops to go and check out. Manasota Key Beach was fun as well shark tooth exploring and shell hunting was great it's kind of a must do if your there. Can't say enough had a great stay beds were comfy. Thanks again William and Terri.

Breezy Harbor AMI pool retreat near the Beach
Mario's place was a great set up for our family. It's a little smaller than what we thought it was going to be but the island is so beautiful that we didn't really spend a lot of time inside anyways. We had a blast on our trip for a week. The only thing we didn't enjoy was the neighbor directly behind their place didn't like any noise at all. In the instructions it states that the "quiet" time is from 10:00 PM - 7:00 AM. There were two nights that we were being "loud" at 7:30ish PM outside in the pool having fun with our kids and she used choice words after banging on the fence to get us to quiet down. A few nights later around the same time she threatened to call the cops. We were enjoying our vacation, we weren't being rude at all, I think she is what I would consider the "Sherrif of No Fun" but other than those two nights we would highly recommend Mario and his place. It was a great location and we were able to enjoy your stay.

Good Times & Tan Lines
The apartment was very roomy, clean and we loved the well-stocked kitchen with the beautiful countertops and all the cooking utensils that you could want. Renee is an excellent host, very responsive! It was great to enjoy morning coffee out on the balcony!

Sarasota Getaway Guest House
nice house and nice surrounding. cute dog and pretty yard

🏝 PERFECT VACATION GEM to relax, reset & recharge!
Safe to walk my dog in the neighborhood and nice fenced in back yard. House was clean and comfortable. Responsive host.

8 min Drive to the Beach! Golf & Pool Home
This home is so stinking cute! My little group had a wonderful time and everything was really great. I'm so glad I picked this place for my stay. Super close to the beach, but away from all the noise. Thank you!!

Brand New Home near Warm Mineral Springs
We enjoyed our two month stay at Viktoriya’s beautiful new home. The house is well maintained - the kitchen has all the amenities allowing you to feel like you’re at home. The neighborhood is very quiet and we enjoyed our walks. Viktoriya is a wonderful hostess and is very welcoming and responsive to any questions you might have. Looking forward to our stay in 2026.

Orchid Villa by Beach Boutique Rentals
Absolutely amazing place!!! 2 minute walk to the beach, spacious living area with a big open kitchen, stocked with everything you would need. The owners thought of every little detail! The gardens are the envy of the neighborhood and the spacious community area with the huge fountain is lovely. Very quiet, even with the post hurricane construction going on (at time of our visit they were still finishing up some of the units). We can’t wait to come back!
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
Wi-Fi availability
330 properties include access to Wi-Fi
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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
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Raymond James Stadium
- Gulfport Beach Recreation Area
- North Beach
- Coquina Beach
- Vinoy Park
- Manasota Key Beach
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Streamsong Resort
- Jannus Live
- Splash Harbour Water Park
- Myakka River State Park