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Pet-friendly vacation rentals in Siesta Key

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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 €52 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.

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Guest favorite
A welcoming entryway showcases a simple wooden console table with small potted plants. Above, a serene painting depicting a boat complements the neutral wall. The view to the right reveals a sun room filled with natural light, providing a connection to the private backyard.
Home in Sarasota

Updated Ranch Near Beaches/Downtown - Pet Friendly

Updated 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 Wi-Fi. Grab the provided beach chairs, umbrella, and cooler to enjoy Lido or Siesta Key Beaches, both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the fully fenced private backyard. Enjoy several nearby golf courses, or catch Orioles spring training at Ed Smith Stadium

PetsOutdoor spacesLocation

4.95 out of 5 average rating, 195 reviews
Top guest favorite
A spacious living area features a comfortable sofa and two cozy armchairs. A wooden coffee table sits at the center, complemented by a geometric area rug. Large sliding glass doors provide natural light and lead to an outdoor seating area, showcasing a view of the beach.
Condo in Siesta Key

NO Stairs, Siesta beachfront. Walk to the village!

Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door 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 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

Outdoor spacesPetsBathroom

4.95 out of 5 average rating, 146 reviews
Top guest favorite
A serene beach scene captures the sun setting on the horizon, casting warm hues across the sky and reflecting on the gentle waves. The shoreline appears tranquil, inviting relaxation as the day's light slowly fades.
Guest suite in Gulf Gate Estates

Ocean Breeze Retreat 6min to Siesta BEACH!

Welcome to Ocean Breeze Retreat only 6min to the #1 beach in the State of Florida, Siesta Key Beach! Located in Siesta Heights, Sarasota, our charming retreat is just 2.2 miles from beach access 12. Enjoy the best local restaurants and unique shops nearby all within 1 mile! Relax in our cozy, beautifully decorated guesthouse featuring all modern amenities. Perfect for couples seeking a memorable beachside escape or a solo getaway. Book now and experience the best of Sarasota’s coastal charm!

WalkabilityOutdoor spacesIndoor spaces

4.99 out of 5 average rating, 104 reviews
Top guest favorite
A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.
Home in South Sarasota

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.

WalkabilityPetsIndoor spaces

4.94 out of 5 average rating, 106 reviews
Guest favorite
Apartment in Bradenton Beach

Studio - On the sand! Right on the beach. Sunsets

ONE SHELL COVE - Anna Maria Island, Bradenton Beach. Totally remodeled after Hurricane Helene. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves. 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 patio in this ground floor unit. Amazing Location Parking All Amenities Almost all 5 star reviews. Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

WalkabilityOutdoor spacesEV charging

4.92 out of 5 average rating, 157 reviews
Top guest favorite
An open living area features tiled flooring and soft lighting, with comfortable seating arrangements including a sofa and armchairs. A dining area is visible, showcasing a wooden table with chairs. Decorative touches such as artwork and a side cabinet enhance the space's charm.
Cottage in Sarasota

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.

WalkabilityOutdoor spacesValue

4.99 out of 5 average rating, 115 reviews
Top guest favorite
Home in Siesta Key

Siesta Key, FL - Casa Berano

Quiet, private home on lovely Siesta Key. 1.6 miles from lovely #1 Beach in the country. 1.9 miles to Siesta Key Village. FREE shuttle to village & beaches 7 days/wk. Private saltwater pool/enclosed lanai. Spacious 3bd/3b. Pets, dogs only, welcome, pls add to your total guest reservation. Open floor plan, large living area. Kitchen opens into living area & 2 dining areas w/large tables. 2 car gar. brick paved driveway, in home laundry. 6 Guests Max 2 pets max (dogs only), under 50lbs.

Outdoor spacesWalkabilityTV

4.91 out of 5 average rating, 129 reviews
Guest favorite
A swing chair hangs from the ceiling in a cozy living space, complemented by a dark sectional sofa and a round coffee table. A decorative rug adds warmth to the wooden floor, while a wall-mounted television and a piece of artwork provide visual interest.
Home in Sarasota

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

12 min. from Siesta Key Beach!! Perfect cozy vacation home in quiet, friendly neighborhood. Central to lots of shopping/restaurants. 1-king, 1-queen, bunk beds w/ 1-full & 1-twin. Dog & cat friendly w/ large private fenced yard, & 1-men's & 1-women's bike. Air hockey table w/ board games & pool toys. Fully loaded kitchen & W/D. Spacious living w/ large sectional, swing chair, & all bedrooms come w/ TVs & free Netflix & Hulu. Looking forward to hosting you! Message me anytime w/ questions.

PetsWalkabilityComfort

4.8 out of 5 average rating, 189 reviews
Top guest favorite
Home in Bradenton Beach

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.

WalkabilityOutdoor spacesCondition

4.98 out of 5 average rating, 128 reviews
Guest favorite
A spacious backyard features a heated private pool surrounded by a paved area. Lounge chairs are positioned around the pool, with umbrellas providing shade. Lush greenery and a fence frame the yard, creating a serene outdoor setting, ideal for relaxation.
Home in Gulf Gate Estates

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

Spacious 4-bedroom, 2-bath home with a heated private pool, just minutes from the #1 Siesta Key Beach! Located in the Gulf Gate area, you’re only a short drive to the beach, grocery stores, and dining. Enjoy a fully fenced backyard, plenty of parking, and outdoor grill. Inside, you’ll find beach supplies, a fully equipped kitchen, Keurig & drip coffee makers, and TVs in every bedroom—everything you need for a comfortable and convenient stay 🌴☀️

WalkabilityPetsHeating

4.8 out of 5 average rating, 138 reviews
Top guest favorite
A large, colorful sign displays the text 'Siesta Beach #1 Beach in the USA!' against a backdrop of a cloudy sky. The sign features images of people enjoying beach activities, surrounded by wooden posts and rope detailing, set in a grassy area that leads to the beach.
Home in Siesta Key

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.

Outdoor spacesPetsBeach

4.97 out of 5 average rating, 114 reviews
Top guest favorite
A clean, large pool is surrounded by comfortable lounge chairs. Illuminated in soft purple light, the pool features colorful inflatables, with a gazebo and grill visible in the background. Palm trees frame the serene lakeside view beyond the pool area.
Home in Sarasota

Lakefront Getaway in Sunny FL

Welcome to your lakeside retreat in sunny Florida! Our house offers stunning lake views and spacious, immaculate rooms. Just a short drive to Siesta Beach (#1 in the USA). The main house has 3 beautifully furnished bedrooms. The separate guest house it can be available for an extra fee. Relax by the large, clean pool in our private, gated property. Well-equipped kitchen, gazebo, grill, and family-friendly features await!

PetsOutdoor spacesIndoor spaces

4.9 out of 5 average rating, 101 reviews

Popular amenities for Siesta Key pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly home rentals with a pool

Guest favorite
The exterior of a newly renovated home is shown, featuring a light-colored brick facade and a modern garage door. A well-maintained driveway leads to the entrance, which is accentuated by a bright orange door. Landscaping includes gravel beds and low-maintenance plants amidst partial cloud cover.
Home in Sarasota

Gorgeous renovation with pool, minutes from beach

WalkabilityOutdoor spacesAccuracy

4.88 out of 5 average rating, 103 reviews
Top guest favorite
A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.
Home in Sarasota

Oasis by Siesta Key Beach and Downtown SRQ w/pool

WalkabilityOutdoor spacesBeach

4.94 out of 5 average rating, 143 reviews
Guest favorite
A spacious backyard is shown at sunset, featuring a heated pool surrounded by a tiled patio. Tropical palm trees frame the area, and a tiki bar can be seen in the background. Soft outdoor lights create a welcoming ambiance as the sky fills with vibrant orange and purple hues.
Home in Sarasota

The Sand Castle - Backyard Oasis Mins from Siesta!

Outdoor spacesPetsFamily

4.94 out of 5 average rating, 172 reviews
Guest favorite
A secluded backyard features a heated pool surrounded by lush greenery and flowering plants. Tropical palm trees and colorful potted plants enhance the tranquil atmosphere, while the tiled pool edge adds a touch of contemporary design.
Bungalow in Sarasota

Private Siesta Beach House Oasis with Heated Pool.

Outdoor spacesPetsIndoor spaces

4.85 out of 5 average rating, 320 reviews
Guest favorite
A mid-century structure is set among lush palm trees, showcasing a combination of wooden accents and large glass windows. A curved gravel driveway leads to the front entrance, inviting natural light into the living areas and offering a serene outdoor landscape.
Home in Saint Armands

St Armand's Mid-Century Oasis

WalkabilityOutdoor spacesIndoor spaces

4.9 out of 5 average rating, 163 reviews
Top guest favorite
Home in Sarasota Springs

Lake Front House with a Pool

PetsWalkabilityLong stay

4.94 out of 5 average rating, 181 reviews
Guest favorite
Home in South Bradenton

Stylish Pool Home • Near IMG & Beaches • Top Rated

Outdoor spacesPetsSleep quality

4.94 out of 5 average rating, 104 reviews
Top guest favorite
Home in Siesta Key

Siesta Key Village Home

Outdoor spacesWalkabilityBackyard

5.0 out of 5 average rating, 20 reviews

Pet-friendly home rentals with a hot tub

Superhost
Home in Bradenton

Tipsy Flamingo | POOL • HOT TUB • FIRE PIT • GAMES

Outdoor spacesWalkabilityCondition

4.84 out of 5 average rating, 201 reviews
Top guest favorite
A serene saltwater pool features a spa section, adorned with colorful inflatable floats. Lush greenery surrounds the pool area, enhancing the tranquil outdoor space, with a clean, modern stone deck complementing the vibrant tile accents.
Home in Arlington Park

Modern Organic King Beds Salt POOL/SPA SRQ Escape

Outdoor spacesPetsLayout

5.0 out of 5 average rating, 108 reviews
Guest favorite
A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.
Condo in Bradenton

Luxury 3/3 Margaritaville Resort

Outdoor spacesWalkabilityLocation

4.97 out of 5 average rating, 212 reviews
Guest favorite
Home in Bradenton

Ocean View of AMI | Hot Tub | IMG | 6 TVS |

WalkabilityOutdoor spacesTV

4.89 out of 5 average rating, 161 reviews
Guest favorite
Home in Sarasota

Spacious 4BR Getaway – Perfect for Families!

PetsOutdoor spacesIndoor spaces

4.94 out of 5 average rating, 127 reviews
Guest favorite
A spacious bedroom features a large bed with striped bedding, complemented by two nightstands with lamps. Sliding glass doors open to a private backyard with a plunge pool. Natural light floods the room, highlighting the warm wooden ceiling and inviting decor.
Home in Bradenton beach

Sea AMI

Outdoor spacesPetsComfort

4.96 out of 5 average rating, 212 reviews
Top guest favorite
A well-maintained exterior showcases a stone pathway leading to the entrance, framed by lush greenery and palm trees. The home is surrounded by manicured landscaping featuring artificial grass and gravel pathways, creating a welcoming outdoor space.
Home in Siesta Key

Charm Beach House

WalkabilityOutdoor spacesHot tub

4.96 out of 5 average rating, 26 reviews
Guest favorite
An orange three-story townhouse stands surrounded by lush tropical landscaping. A heated pool is situated within a private outdoor area, accompanied by multiple lounge chairs and a patio table. Palm trees provide shade and contribute to the vibrant atmosphere of the space.
Townhouse in Siesta Key

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

WalkabilityQuietGetting around

4.97 out of 5 average rating, 60 reviews

Pet-friendly, beachfront home rentals

Top guest favorite
The duplex features a light blue exterior with a welcoming porch adorned with yellow and blue chairs. Lush palm trees and vibrant landscaping enhance the outdoor space, while a clear blue sky adds brightness to the scene. Graveled parking is visible in front of the unit.
Home in Anna Maria

Do you love the beach?

WalkabilityOutdoor spacesHospitality

4.94 out of 5 average rating, 105 reviews
Superhost
Home in Bradenton Beach

AMI Sunset Beach - Gulf View Retreat w/ Pool+Decks

PetsOutdoor spacesGetting around

4.82 out of 5 average rating, 119 reviews
Guest favorite
Condo in Nokomis

Private Beachside Kitchenette

WalkabilityOutdoor spacesHospitality

4.87 out of 5 average rating, 193 reviews
Top guest favorite
A vibrant outdoor area features a swimming pool surrounded by lounge chairs and tropical plants. A separate upper level apartment is visible, showcasing a light blue exterior. The enclosed patio area provides shaded seating, enhancing the inviting space for relaxation.
Cottage in Siesta Key

The Mermaid: Heated Pool, 4 Houses to Beach

Outdoor spacesWalkabilityDecor

4.94 out of 5 average rating, 149 reviews
Top guest favorite
Apartment in Siesta Key

Bougie Beach Bungalow – Siesta Key, Florida

WalkabilityComfortTV

5.0 out of 5 average rating, 21 reviews
Guest favorite
Home in Siesta Key

Holiday House | Steps to Siesta Beach

WalkabilityFamilyHospitality

4.92 out of 5 average rating, 12 reviews
Top guest favorite
Home in Bradenton Beach

Private Pool + Walk 2 blocks to Beach! King Beds!

WalkabilityOutdoor spacesCleanliness

4.98 out of 5 average rating, 42 reviews
Superhost
A spacious living area features a mix of comfortable seating, including a purple sofa and a black armchair. Large glass doors provide a view of the outdoor space and the surrounding landscape. A dining area is visible with a table set for four, accented by floral decor.
Condo in Siesta Key

Dreamview • 1BR - Siesta Key Beach Sunset View

Outdoor spacesWalkabilitySleep quality

4.89 out of 5 average rating, 54 reviews

When is the best time to visit Siesta Key?

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Avg. price€300€393€418€341€272€276€251€238€215€222€254€280
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