
Pet-friendly vacation rentals in Siesta Key
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Siesta Key

Total vacation rentals
Explore 390 vacation rentals in Siesta Key

Nightly prices starting at
Siesta Key vacation rentals start at €51 per night before taxes and fees

Verified guest reviews
Over 10,220 verified reviews to help you choose

Family-friendly vacation rentals
310 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
280 properties feature pools

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wi-Fi availability
390 of Siesta Key vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Siesta Key rentals

4.8 Average rating
Siesta Key stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated pet-friendly home rentals in Siesta Key
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Tiki Bar Paradise! Heated Pool & Gaming Oasis!
Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

Quaint Cottage,150 steps away from Crescent Beach!
Nestled on the serene Crescent Street, this classic 1969 cottage, is just a short walk to the ground quartz sands of Siesta Key. The 500 sq foot private brick paver and stone backyard off the screened in lanai is fully fenced with custom built stainless outdoor kitchen, featuring a large grill, refrigerator, custom built stone bar with seating for 8 . Nearby is a blue glass gas fire pit with a seating area, over sized (9 ft. diameter) in ground "spool", loungers and a large circular daybed.

The Mermaid: Heated Pool, 4 Houses to Beach
This apartment is a first-floor unit with an open floor plan that sleeps 2 with a maximum of 4 people. The bed makeup in this rental is a king bed in the master and a queen size sofa sleeper. This rental is great for longer stays or guests who like to cook since you have a full kitchen and all the items to cook any meal. There is a washer/dryer in the apartment. Beach chairs and umbrellas are supplied to you at no charge. This is a duplex and has another 1 bedroom 1 bath apartment above you.

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Newly Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Cozy Studio - quick walk to #1 Siesta Key Beach!
Recently renovated and updated! Adorable studio just steps from Siesta Key Village, and a quick walk to the beach. Spend your day exploring the key, swimming in the ocean, and experiencing the local restaurants and shops. Enjoy coffee in the mornings on the patio, and use the available bikes to catch a beautiful sunset each night. **Please note: - No excessive noise or Parties/Events will be allowed** - No Smoking inside the unit** - Quiet hours from 10 PM to 7 AM**

The Sand Castle - Backyard Oasis Mins from Siesta!
*UPDATED!* Your family will feel at home in this spacious home that has it all! With a gorgeous backyard, alluring HEATED pool, tropical tiki bar, ping pong and other lawn games, cozy and comfortable rooms, and a kitchen stocked with everything you need to prepare meals for many... you will be more than comfortable here! The location is super convenient- minutes from Siesta Key, downtown Sarasota, and every grocery store and restaurant you could ever want!

Luxury Canal-Front Home + Heated Pool Near Beach
This is a thoughtfully renovated canal-front residence near Siesta Beach. A private pool and screened patio offer a refined and tranquil retreat with direct canal views. Bright interiors and carefully curated details create an atmosphere of timeless, understated luxury. Just an 8-minute walk from the world-famous beach, yet surrounded by complete peace and privacy. This home is designed for guests who appreciate discreet luxury and elevated comfort.

Siesta Key Quaint Beach House
This home, built in the 1950’s, has old Florida highlights including cypress wood walls and terrazzo floors located in a peaceful neighborhood. It is all on one level and sleeps 4 adults with a private patio including a gas grill. It’s only a 5 minute walk to Siesta Key beach and includes a beach cart, chairs, umbrella, towels and a cooler. Only a 10 minute walk or 2 minute ride to the village with shops, restaurants, music and nightlife.

Luxury 3/3 with Heated Pool, Spa, & Putting Green!
Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near downtown Sarasota, Siesta Key, Lido Key beaches, and St. Armand’s Circle, it features a full kitchen, 3 king bedrooms, 3 full bathrooms, outdoor dining, high speed internet, a 75” outdoor TV, fire pit, and EV charger. Pet-friendly with a fenced yard, pet crate, bowls & treats. License # VR24-00208

Luxury Lido Key Heated Pool & Game Room
Escape to a beautiful, tropical oasis on Lido Key. This renovated home features a heated saltwater pool, fire pit, and a full game room. Perfect for families and groups, it's just steps from St. Armand's Circle and the beach. Enjoy seamless indoor-outdoor living in a lush, fully fenced backyard. Your ultimate Florida getaway awaits! Certificate Number: 26-VR-000119

Siesta Key Village Home
Your family will be close to everything when you stay at this centrally-located Siesta Key home. 100 Steps to Siesta Key Village and close to Patriot Beach. Fully renovated private home with pool and on the canal. 3 full bedrooms and 2.5 bath, with Lanai and outdoor seating. Great parking for up to 4 cars or RV.
Popular amenities for Siesta Key pet-friendly home rentals
Pet-friendly home rentals with a pool

Sunkissed Pool Home, Fully Renovated, Pet Friendly

The Siesta Key Retreat - An Island Garden Oasis!

Siesta Sunrise-Just steps to the beach and village

3 bed, 4 bath, private pool home, steps to beach

Siesta Key Village, Pool, Beach Access 4-min Walk

Siesta Key, FL - Casa Berano

New listing - Heated Pool, Private Patio!

NEW! Renovated Pool Home Mins 2 Siesta Key Beach
Pet-friendly home rentals with a hot tub

Dockside Dreams - Pool, Spa & Waterfront Dock

Be an AMI

Private pool, only two blocks .3 miles from beach!

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

Luxury 3/3 Margaritaville Resort

Zen Den: Bali Oasis near Siesta w/Pool & Hot Tub

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard

Spacious 4BR Getaway – Perfect for Families!
Pet-friendly, beachfront home rentals

Dreamview • 1BR - Siesta Key Beach Sunset View

Nirvana Sunset~Across from Beach, Heated Pool/Spa!

Holiday House | Steps to Siesta Beach

NEW! w/ Pool - The Pearl Unit 2 on AMI

Do you love the beach?

Siesta Key Beach | Remote Worker Friendly | Bikes

Fireplace, BBQ & Siesta beach access

AMI Sunset Beach - Gulf View Retreat w/ Pool+Decks
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €294 | €385 | €410 | €334 | €266 | €270 | €246 | €233 | €211 | €217 | €249 | €274 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
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- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Manasota Key Beach
- Vinoy Park
- Crescent Beach
- John's Pass
- Tropicana Field
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