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Pet-friendly vacation rentals in Siesta Beach

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Top-rated pet-friendly home rentals in Siesta Beach

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest suite in Sarasota

4.78 out of 5 average rating, 234 reviews

Sarasota Escape: Perfect Studio Near the Beach

Experience Sarasota like never before in our studio. Immerse yourself in the seaside charm while enjoying the comfort of a home away from home. Perfectly situated in the heart of Sarasota, you'll have easy access to all the must-see attractions, from the pristine Siesta Key beach to the bustling downtown area. Plus, with Sarasota Bay, Marina Jacks, top-rated restaurants, and grocery stores just a stone's throw away, everything you need is within reach. Come live the dream & book your stay today!

Jun. 9 – 16

$167 CAD per night

Guest favourite

Guest suite in Sarasota

4.98 out of 5 average rating, 194 reviews

The Sapphire Suite 1Bed/1Bath

Beautifully elegant suite with a relaxing touch. A pleasant mix of Hispanic and Modern decor in a newly renovated living area complete with all necessities such as wifi, an outdoor patio and your own free parking. The suite is located MINUTES away from all of Sarasota's famous hotspots! It is down the street from Jungle Gardens. A 10minute walk to The Ringling Museum. 10minute drive to Downtown, 15 minute drive to both Siesta Key and St. Armand's Circle. It could not be located more ideally!

Dec. 1 – 8

$187 CAD per night

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 128 reviews

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

Sep. 25 – Oct. 2

$219 CAD per night

Guest favourite

Guesthouse in Sarasota

4.83 out of 5 average rating, 190 reviews

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.

Aug. 22 – 29

$237 CAD per night

Guest favourite

Guest suite in Sarasota

4.94 out of 5 average rating, 114 reviews

Sweet 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.

Sep. 25 – Oct. 2

$192 CAD per night

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 111 reviews

Newly Renovated Ranch Minutes From Beach/Downtown

Newly renovated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high speed WIFI. Grab the beach chairs and umbrella to enjoy Lido Key or Siesta Key Beaches both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the backyard. Several golf courses near-by or catch Orioles spring training at Ed Smith stadium within walking distance.

Sep. 10 – 17

$186 CAD per night

Guest favourite

Guesthouse in Sarasota

4.91 out of 5 average rating, 115 reviews

Perfect Florida location: Craftsman Carriage House

Beautiful, new construction in downtown Sarasota designed to match and complement our historic 1920s bungalow main house, which can be booked separately on AirBnB. The 1BR/1BA carriage house apartment has all modern amenities, with a dedicated garage parking spot and a lovely outdoor porch. The carriage house features Craftsman-style details and is available for short- or long-term stays. Locally-based property management team on-call to ensure a pleasant stay.

Jun. 9 – 16

$159 CAD per night

Guest favourite

Guest suite in Siesta Key

4.93 out of 5 average rating, 134 reviews

Cozy Studio - 5 min walk to #1 Siesta Key Beach!

Adorable Cabana style studio just steps from Siesta Key Village, and a 5 minute walk to Beach Access #2. 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**

Sep. 27 – Oct. 4

$335 CAD per night

Guest favourite

Cottage in Nokomis

4.98 out of 5 average rating, 123 reviews

Staycation Sanctuary - 100% Smoke-Free Property

Bella Vita! (The Good Life!)…that feeling when you wake up each day in this little slice of Paradise. This is the spot to enjoy a warm peaceful getaway from the rest of the world...just arrive with your bathing suit/flip flops and walk 1.5 blocks to the warm Gulf waters. Tranquillity of beach life, beautiful sunsets and lazy days of fishing and bird watching. Visit the Jetties, where you can see dolphins, manatees and rays, is only 1/2 mile away.

Aug. 11 – 18

$217 CAD per night

Guest favourite

Guesthouse in Sarasota

4.86 out of 5 average rating, 371 reviews

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 or 25 min bike 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

Oct. 28 – Nov. 4

$189 CAD per night

Guest favourite

Guest suite in Siesta Key

4.85 out of 5 average rating, 105 reviews

Siesta Key Studio Cottage

This cozy beach studio cottage is only half a mile to the beach and two blocks to Siesta Village with restaurants, bars, shops and even a full grocery store. The unit has two entrances and a king bed. There's a private bathroom, full kitchen and a sleeper sofa as well. In the shared courtyard is a gas grill, outdoor shower and seating/dining spaces. Wi-Fi and Roku TV is included.

May 31 – Jun. 7

$372 CAD per night

Guest favourite

Guest suite in Sarasota

4.9 out of 5 average rating, 235 reviews

Quiet, private suite short walk to SK Beach

This newly remodeled guest suite is tastefully decorated. The neighborhood is ideally located walking distance to one of the best beaches in the world, Siesta Key Beach. Guests have their own parking space and entry to a private back yard with grill and outdoor furniture. This is a nice private space that is very quiet and well appointed.

Jun. 9 – 16

$231 CAD per night

Vacation rentals for every style

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Popular amenities for Siesta Beach pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home in Sarasota

4.94 out of 5 average rating, 107 reviews

Hyde Park/Southside Village Modern 5 Star Home

Aug. 12 – 19

$249 CAD per night

Guest favourite

Home in Siesta Key

4.9 out of 5 average rating, 105 reviews

Siesta Key, FL - Casa Berano

Dec. 8 – 15

$660 CAD per night

Guest favourite

Home in Sarasota

4.94 out of 5 average rating, 126 reviews

Ranch 2 blocks from Sarasota Bay

Nov. 18 – 25

$205 CAD per night

Guest favourite

Home in Sarasota

4.81 out of 5 average rating, 107 reviews

1 House 1400sq. ft. 12 min from Siesta Key!

Oct. 20 – 27

$284 CAD per night

Guest favourite

Home in Sarasota

4.87 out of 5 average rating, 204 reviews

The Pineapple Suite.Teal tropical home in Sarasota

Aug. 28 – Sep. 4

$167 CAD per night

Guest favourite

Home in Sarasota

4.95 out of 5 average rating, 181 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

Sep. 17 – 24

$366 CAD per night

Home in Siesta Key

4.79 out of 5 average rating, 117 reviews

3BR Unit with Pool & Hot Tub, 2 min walk to Beach

Nov. 10 – 17

$656 CAD per night

Guest favourite

Home in Sarasota

4.9 out of 5 average rating, 145 reviews

Sunshine Suite, Minutes to Beach,Tropical Paradise

Apr. 11 – 18

$183 CAD per night

Pet-friendly home rentals with a pool

Guest favourite

Guesthouse in Sarasota

4.89 out of 5 average rating, 168 reviews

Supercute Beach Themed Retreat Free Parking Wi-FI

Nov. 16 – 23

$168 CAD per night

Guest favourite

Tiny homes in Bradenton

4.95 out of 5 average rating, 308 reviews

Tiny Carriage House-Pool, Riverwalk, Downtown

Jan. 24 – 31

$274 CAD per night

Guest favourite

Bungalow in Anna Maria

4.88 out of 5 average rating, 121 reviews

Bay Breeze Cottages #2

Dec. 11 – 18

$468 CAD per night

Guest favourite

Home in Longboat Key

4.87 out of 5 average rating, 106 reviews

Summer House longboat key

Feb. 28 – Mar. 7

$957 CAD per night

Guest favourite

Guest suite in Sarasota

4.99 out of 5 average rating, 196 reviews

The Artist Studio SRQ

Aug. 9 – 16

$330 CAD per night

Guest favourite

Apartment in Sarasota

5.0 out of 5 average rating, 33 reviews

Beechwood Suites

Oct. 18 – 25

$314 CAD per night

Guest favourite

Condo in Siesta Key

4.89 out of 5 average rating, 90 reviews

Siesta Village Short Walk to Beach w heated Pool

Nov. 26 – Dec. 3

$521 CAD per night

Guest favourite

Condo in Sarasota

4.96 out of 5 average rating, 67 reviews

Sunshine house +6 min. from Siesta +heated pool

Nov. 29 – Dec. 6

$239 CAD per night

Private, pet-friendly home rentals

Guest favourite

Apartment in Sarasota

4.88 out of 5 average rating, 138 reviews

Pets friendly modern studio 5 mi to Siesta Key

Apr. 3 – 10

$197 CAD per night

Guest favourite

Cottage in Sarasota

4.97 out of 5 average rating, 128 reviews

Tropical Oasis SRQ.

Jun. 15 – 22

$224 CAD per night

Guest favourite

Apartment in Sarasota

4.97 out of 5 average rating, 201 reviews

Modern Private Apartment 1 Block from Sarasota Bay

Dec. 6 – 13

$167 CAD per night

Guest favourite

Bungalow in Englewood

4.96 out of 5 average rating, 169 reviews

TROPICAL OASIS, MINUTES FROM THE BEACH!!

Oct. 3 – 10

$199 CAD per night

Guest favourite

Guest suite in Sarasota

4.86 out of 5 average rating, 97 reviews

VACATION RENTAL NEAR SIESTA KEY BEACH!

Jun. 26 – Jul. 3

$173 CAD per night

Guest favourite

Home in Sarasota

4.93 out of 5 average rating, 54 reviews

1 Bed 1 bath 7 mins to the beach

Jun. 7 – 14

$207 CAD per night

Guest favourite

Home in Sarasota

4.98 out of 5 average rating, 62 reviews

Quaint Cottage,150 steps away from Crescent Beach!

Aug. 21 – 28

$829 CAD per night

Guest favourite

Bungalow in Sarasota

5.0 out of 5 average rating, 23 reviews

🌴The Palm & Pine🌴 Near downtown and beaches!

Sep. 9 – 16

$264 CAD per night

Destinations to explore