
Pet-friendly vacation rentals in Siesta Key
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Siesta Key
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Barefoot bungalow. Near beaches and amenities.
Escape to this beach inspired bungalow with a fully equipped kitchen and a fenced yard to relax in the sunny outdoors. Only 10 minutes to Siesta Key Beach! Enjoy the Sarasota beaches, museums, parks and downtown Sarasota, all just minutes away. Centrally located to grocery stores and restaurants. From coastal decor to comfortable beds, every part of your experience was thoughtfully curated by the owners to allow you to sit back, so feel free to put your feet up and relax at Barefoot Bungalow,

Sunshine Suite, Minutes to Beach,Tropical Paradise
The Sunshine Suite.Lots of natural light in this totally updated modern 3 bed/1 bath home.It is a completely separate dwelling w separate entry from the other dwelling on the property sharing no common walls. Smart thermostat & door lock. Keyless entry.Brand new AC, gas oven, quartz counter w/ custom marble backsplash, modern & comfortable furniture, private outdoor area, gas BBQ grill, off street parking.Great location! Minutes to Siesta Key beach, shopping/UTC, interstate, hospital & downtown

Pool house by the bay
Come stay in our beautiful, Mid-Century Modern, light drenched home just one block from the bay with a private pool. The private yard is surrounded by lush landscaping & the pool is the perfect place to cool off on hot afternoons. The house is spacious & minimally decorated with finds from our world travels. We've recently replaced the bed and the neighborhood is quiet and easy to explore on foot. Note: this is our home, so please expect a warm lived in feel in the space, not that of a hotel.

Tropical Luxury Villa: Pool, Game Room, Near Beach
Welcome to your tropical luxury escape! Spacious living flows to the heated pool, game room and sunny patio—perfect for family fun. Bedrooms: 4 private suites, plush linens and blackout shades ensure restful nights. Location: Quiet neighborhood just minutes from the sandy beach, dining and shopping hotspots. Heated pool & sun loungers Arcade-style game room Fast Wi-Fi & 5-star cleanliness Pet friendly with fenced yard Have questions? We reply in under an hour—book your stay today!

Mid-Century Oasis with Pool in Arlington Park 1
A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool. VR24-00160

Oasis by Siesta Key Beach and Downtown SRQ w/pool
Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI
Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

The Sand Castle - Backyard Oasis Mins from Siesta!
*UPDATE SOON* 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!

1 Bed 1 bath 7 mins to the beach
This charming 1 bedroom 1 bath space has a calming coastal vibe with dedicated driveway parking, front porch, and fenced backyard. This unit is newly renovated and furnished, and is part of a duplex with a large shared backyard. It is within walking/biking distance or a short drive to grocery stores and restaurants, and 7 mins to Siesta Key - FL's #1 beach! Longboat Key, St. Armands, Turtle Beach, and Downtown are all a short drive away!

2BR/2BA home w/ heated pool, 5 min to Siesta Key!
Charming 2BR/2BA Lakefront Home with Heated Pool – Just 2 Miles to Siesta Key Beach! Escape to this picturesque lakefront retreat, only 2 miles from the world-famous Siesta Key Beach. Perfect for families or groups, this spacious and beautifully furnished home offers a relaxing and memorable getaway. Lounge by the heated pool, soak in stunning lake views, or explore nearby attractions—this home is your ideal Sarasota vacation base.

Siesta Beach home w/ private access, walk to town!
Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedroom 3 bathroom beachfront home with Gulf views that sleeps 8.

6 min to Siesta Beach | Heated Pool | Lake View
🌴 Stylish Retreat Near Siesta Key & Heated Pool! Welcome to your perfect Sarasota getaway! This 720 sq. ft. pet-friendly home offers a , heated pool access, and a prime location just 6 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.
Popular amenities for Siesta Key pet-friendly home rentals
Pet-friendly house rentals

Luxury 3BR Pool Near Beach | The Nest Siesta Key

New! Boat Dock + Dolphins + Beaches + Hot tub!

Casa Del Mar - Luxury Home w/ Private Heated Pool!

Walk to Siesta Key Beach 100 feet!

Sanctuary by the Sea

Private Heated Saltwater Pool & Spa 1 mi to Beach

Siesta Key, FL - Casa Berano

Sarasota Pool Home| Hot-tub| 2-miles to Siesta
Pet-friendly home rentals with a pool

Beechwood Suites B

Salty Harbor AMI pool retreat near the Beach

House with pool 1 block to village, 3blks to beach

Luxury Sport Vacation Pool House-Downtown Sarasota

Waterfront Retreat | Heated Pool & Boat Dock

The Village Breeze I- Heated Pool, Walk to Beach!

Siesta Key home 5 min from beach

Updated condo minutes to Siesta Key Beach
Private, pet-friendly home rentals

Warm, Luxury Oasis in Central Sarasota

Sarasota Sunshine House with Heated pool & E-bikes

Tropical Oasis | Fully Remodeled | Private Pool

Le Grande Peacock! Siesta Key

The Gecko Bungalow - DT Sarasota

Modern Organic King Beds Salt POOL/SPA SRQ Escape

Private Splash Pad, Pickleball, Htd Pool, Hot Tub

Casa Playa Sleeps 6
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $445 CAD | $568 CAD | $635 CAD | $524 CAD | $416 CAD | $413 CAD | $403 CAD | $382 CAD | $346 CAD | $343 CAD | $392 CAD | $513 CAD |
| 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 |
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 $84 CAD per night before taxes and fees

Verified guest reviews
Over 8,980 verified reviews to help you choose

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

Vacation rentals with a pool
270 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wifi availability
390 of Siesta Key vacation rentals include wifi 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!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Rentals with a patio Siesta Key
- House rentals Siesta Key
- Waterfront rentals Siesta Key
- Rentals with a hot tub Siesta Key
- Rentals with an EV charger Siesta Key
- Rentals with beach access Siesta Key
- Apartment rentals Siesta Key
- Condo rentals Siesta Key
- Family-friendly rentals Siesta Key
- Rentals with lake access Siesta Key
- Rentals with a washer and dryer Siesta Key
- Beachfront rentals Siesta Key
- Rentals with a firepit Siesta Key
- Rentals with breakfast Siesta Key
- Villa rentals Siesta Key
- Luxury rentals Siesta Key
- Rentals with a kayak Siesta Key
- Mansion rentals Siesta Key
- Rentals with a fireplace Siesta Key
- Beach house rentals Siesta Key
- Cottage rentals Siesta Key
- Rentals with pools Siesta Key
- Rentals with a sauna Siesta Key
- Rentals with outdoor seating Siesta Key
- Fitness-friendly rentals Siesta Key
- Beach condo rentals Siesta Key
- Townhouse rentals Siesta Key
- Pet-friendly rentals Sarasota County
- Pet-friendly rentals Florida
- Pet-friendly rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- North Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Englewood Beach
- North Beach At Fort DeSoto Park
- Point Of Rocks
- Don CeSar Hotel




