
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.

Early Chkin, Elevator-4th fl 2mins-DT, 7mins-Airpt
Beach ready Apt!! White Noise Machine 2 minutes from downtown Sarasota 7 mins - Airport Cornerr apartment Steps to the elevator 2 bicycles & 2 escooters Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb on a main road . Beside ARTS & DESIGN COLLEGE!! 60+ amenities from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. Send me a message if you have any questions .

Modern Private Apartment 1 Block from Sarasota Bay
One block from Sarasota Bay - completely remodeled and fully furnished guest apartment with a Miami deco feel. The unit is a little over 300 sf with full kitchen, one bathroom w/ shower, comfy queen bed, several stools/ chairs, flat screen tv, wifi, off-street parking, six USB ports for easy charging and sitting area outdoors on front porch. Five minutes to downtown or SRQ airport, 15 minutes to Lido Beach, and 25 minutes to Siesta Beach with easy access to University Parkway or Fruitville Rd.

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

Cozy Cottage by the Bay
Charming and historic decorator cottage near Downtown Sarasota. Located in the highly desirable, quiet, and safe neighborhood of Indian Beach - Sapphire Shores. Just a short drive to some of the nations top rated beaches like Siesta Key Beach. One of the best features of the home is the enclosed lanai at the front of the house. Perfect for enjoying Florida's coveted indoor/outdoor living. It has a private fenced in backyard, with a fire pit. Off street parking for 2 cars in the driveway.

Sweet, pet friendly Siesta Suite
Sweet spot with the best of both Sarasota and Siesta Key - your private oasis for relaxing and rejuvenating. Whether you choose to chill or find adventure it is all within reach! Siesta Key beaches, Village with shops, restaurants, and bars; Sarasota culture, arts, and entertainment; quaint Gulf Gate shops and eateries ...the possibilities truly are endless. Regardless of how you choose to spend your time here, you will be sure to create lasting memories to share and leave wanting more.

Duplex - just mins to Siesta Beach - Pet Friendly
This is a 2/1 in Sarasota's Historic Laurel Park that offers a great downtown and beach experience! Walk/bike to historic downtown with shops, restaurants, bars, boutiques, parks, and music/theater. Minutes from the best beaches in the U.S. Enjoy the lanai & fenced backyard for privacy . Grill & enjoy your favorite beverage while watching your favorite show on the lanai ! Enjoy taking your pet for a walk & check out the historic homes in the area! Short term rental number VR24-00222

Private Heated Pool Casita Near Downtown & Beaches
Built in 1925, Our Casaita Verde 2 Bedroom, 1 Bath home still retains its vintage charm but with modern touches. Enjoy watching the 55 inch flat screen TV with HD cable and stay in touch with the world with WI-FI internet. Lounge by the private pool or take in the beautiful evenings on the deck with your favorite beverage. Pet Friendly! Conveniently located near Downtown Sarasota on Bahia Vista with easy drive to Lido Key, our World Famous Siesta Key or I-75 for longer adventures.

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**

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!

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.

The Cottage, very close to Siesta Beach!
The cottage was built in 1926 and is in a Historic Neighborhood. Our location is a 10 min car ride to the #1 Rated Siesta Key Beach and a short stroll to popular eateries and shopping areas. The cottage is cozy and has all the essentials of home. Private entrance, backyard, kitchenette with a full fridge. Ideal for 2 people but can accommodate more. Dogs welcome
Popular amenities for Siesta Key pet-friendly home rentals
Pet-friendly house rentals

Sea Esta | Private Saltwater POOL + Putting Green!

Breezy Harbor AMI pool retreat near the Beach

Sarasota Getaway “Have some fun under the sun.”

Pool house by the bay

Downtown New Construction House

Location! Siesta 1 mile away. Home with HOT SPA.

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

The Wisteria Oasis W/swings, heated pool & hot tub
Pet-friendly home rentals with a pool

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Sunkissed Pool Home, Fully Renovated, Pet Friendly

Serene 3BR family retreat | Firepit & POOL

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

Siesta Key w heated pool arcade & pet friendly

New listing - Heated Pool, Walk to Beach!

Coastal Home in Sarasota-8min from Siesta Key

Private Heated Saltwater Pool & Spa 1 mi to Beach
Private, pet-friendly home rentals

Dreamview • 1BR - Siesta Key Beach Sunset View

Botanical Bungalow at THE BAY

🌴The Palm & Pine🌴 Near downtown and beaches!

Walk to Beach & Siesta Village

Nottingham Beach Bungalow Near Siesta Key Beach!

Sandy Feet Retreat- Cozy Bungalow & Outdoor living

Sarasota Bayside Hideaway

Sunset Hideaway
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $434 CAD | $552 CAD | $618 CAD | $510 CAD | $405 CAD | $402 CAD | $392 CAD | $372 CAD | $336 CAD | $334 CAD | $382 CAD | $499 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 $82 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!
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- Anna Maria Island
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