Pet-friendly home rentals near Siesta Beach

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Top-rated pet-friendly home rentals near Siesta Beach

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Guest favorite

Lounge chairs with decorative blue cushions are arranged on a patio, overlooking a serene body of water. A lush green lawn extends in front of the water, and the sky is tinted with soft hues of orange and pink from the setting sun.

Home in Sarasota

4.97 out of 5 average rating, 30 reviews

Right on the bay! Heated pool! King bed

Conveniently located near plenty of Sarasota's shopping and dining areas, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from the waters of Sarasota Bay. You will have whole house except two rooms which will be locked and no one will be there. One bedroom with a king size bed and sleeping sofa in the family room (if more than two guests coming). Full size kitchen, two family rooms, pool and gorgeous view on the salty bay for nature lovers.

Superhost

A spacious patio area features two lounge chairs and a large umbrella, surrounded by tropical plants. A stone pathway leads through the gravel garden, enhancing the outdoor atmosphere. Decorative planters add color against the lush greenery, creating a serene retreat.

Home in Siesta Key

4.87 out of 5 average rating, 118 reviews

[escape to paradise] siesta key beach getaway

Walk to siesta beach from this stylish village house. Perfect for couples & group trips. The home is in a central location on Siesta key. Walking distance to Siesta Key village and beach access 7 (1/2 mile). Enjoy the oversized private patio and with garden views or hop on a bike to siesta beach in less than 5 minutes. Both Siesta Key village and Beach access 7 are less than 1/2 mile from the home. Bikes available onsite ($40 per bike per stay) 1 pet is permitted - $120 per stay

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

4.94 out of 5 average rating, 160 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.

Guest favorite

A private heated pool is surrounded by lush tropical landscaping, featuring comfortable lounge chairs positioned on a sunlit travertine patio. The vibrant blue waters of the pool reflect the clear sky, while the inviting cottage entrance is framed by large green doors.

Home in Siesta Key

5 out of 5 average rating, 9 reviews

Toes In The Sand | Private Pool, Walk to Beach!

Exclusive Amenities Include: • Private Heated Pool • 3 Minute Walk to Siesta Key Village • 1 Minute Walk to Siesta Key Beach • Outdoor Lounge Area • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer • Starter Pack of Toiletry Essentials • Starter Pack of Home Essentials • Beach Towels, Chairs, Cooler, & Caddy • Gas Grill • Enhanced cleaning protocols by our CottageClean Team • Island Shuttle Transportation Available • Dog Friendly (1 dog up to 25 lbs with an additional fee)

Guest favorite

A modern living area features a comfortable sectional sofa, accented by textured cushions. A flat-screen TV is mounted on the wall above a wood panel, while large sliding doors invite natural light and provide access to the patio. Indoor plants add a touch of greenery.

Condo in Siesta Key

4.87 out of 5 average rating, 103 reviews

Siesta Key Condo: Beach, Pool & Village Fun!

Escape to paradise in our newly renovated 2-bedroom condo, perfectly situated a block from Siesta Key Village. Enjoy the convenience of walking to bars and restaurants, plus two parking spots if you prefer to drive. Relax by the community heated pool or take an 8-minute stroll to the award-winning beach. Explore the area using the free trolley, or venture to downtown Sarasota. This dog-friendly condo offers Wi-Fi, a smart TV, in-unit laundry, and essential home and beach gear.

Guest favorite

An open and airy entrance welcomes guests with natural wood flooring and bright lighting. A modern kitchen is visible in the background, featuring sleek cabinetry and stainless appliances. A staircase with a minimalist design extends upward, while a small table holds decor and literature.

Home in Sarasota

4.86 out of 5 average rating, 110 reviews

Saltwater Pool+Hot Tub, Grill, Walk Downtown

The House - Sleeps 12 people. -Saltwater heated pool -4 person hot tub -Kid’s toys & accessories, including stroller, carseat, highchair, pack and play, etc… -Bikes! -Stocked kitchen -King beds. Location: - 5 minute walk to downtown, 8 minute drive to Lido Key Beach. -Directly next to our “sister house” … book both for huge groups! Hosts -Small family run side-business. We love connecting with visitors! WE OFFER A DISCOUNT FOR PUBLIC SCHOOL TEACHERS! Message us for info!

Top guest favorite

An aerial view captures the vibrant neighborhood surrounding the vacation rental. Beach access is visible beyond the homes, along with a stretch of sandy shoreline and crystal-clear water. The layout shows various residential buildings and palm trees dotted throughout the area, creating a welcoming coastal atmosphere.

Townhouse in Siesta Key

5 out of 5 average rating, 46 reviews

100 Steps to beach access & 5-min Village walk

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.

Guest favorite

A bright, open living area features a round dining table surrounded by white chairs. Natural light streams through glass doors that lead to an outdoor patio. A large mirror and potted plants add to the airy ambiance, with visible decor elements creating a welcoming environment.

Apartment in Sarasota

4.94 out of 5 average rating, 18 reviews

The Cozy Bungalow: Sleeps 4, private patio & grill

Enjoy all that Sarasota has to offer at this cozy, NEWLY renovated, one-bedroom, main floor apartment in a tri-plex. Sleeps 4, using the sleeper sofa in the living room. Located 10-15 minutes from downtown Sarasota or Siesta Key Beach, there are plenty of options to get around town from this spot. The area is quiet with plenty of gardens and trees. We are available for anything you may need during your time here, so don't hesitate to reach out if you need us.

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

4.93 out of 5 average rating, 134 reviews

The Sand Castle - Backyard Oasis Mins from Siesta!

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 ask for!

Guest favorite

A wooden sign is illuminated in red light, displaying the words 'BEACH HOUSE' prominently above the number '669.' The sign rests on a rustic base, surrounded by a sandy area, creating a welcoming entry point to the property.

Home in Siesta Key

5 out of 5 average rating, 7 reviews

Walk to Siesta Key Beach 100 feet!

Worth every penny — Siesta Key’s best value! Cozy beach cottage just 100 feet from the beach — just cross the street and you’re there. Walk to restaurants, bars, shops and live music in the Village. No car needed, free parking if you bring one. Perfect spot between the Village and the main Siesta Key Beach entrance. It’s easy to pop back for a break or snack. Safe, easy area with real beach house vibe — perfect for couples or small families!

Top guest favorite

The exterior of the duplex presents a welcoming entrance with a covered front porch and seating. Lush greenery and small potted plants enhance the home's facade. The driveway is visible, leading to the well-maintained lawn and fenced backyard area.

Home in Sarasota

4.94 out of 5 average rating, 100 reviews

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!

Top guest favorite

The exterior of a modern home is showcased at sunset, featuring a paver driveway leading to a two-car garage. Palm trees and vibrant landscaping are present, while blue-shuttered windows complement the light-colored walls.

Home in Sarasota

5 out of 5 average rating, 5 reviews

Luxury Pool Home by Siesta/Lido

Stylish 3BR/3BA+office centrally located Sarasota home with private heated pool, spa, and fenced yard—just minutes to Siesta Key & downtown. A short bike ride to Arlington Park and Southside Village. Features upgraded kitchen, smart features and putting green. Bedroom not pictured has a bunk with a queen on bottom, twin XL on top. Perfect for families or couples looking to relax, work remotely, or explore Sarasota’s best spots