Pet-friendly vacation rentals in Sarasota

A private pool is surrounded by a spacious patio with paver stones, offering an inviting area for relaxation. Several lounge chairs and a small table with decorative seating are positioned near the water. Lush greenery borders the yard, enhancing the secluded feel.

4.77 out of 5 average rating, 113 reviews

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.

A charming cottage is nestled among lush greenery, surrounded by tall trees and palms. A gravel pathway curves gently around the property, enhancing the serene outdoor setting. Sunlight filters through the foliage, creating dappled light across the landscape.

4.96 out of 5 average rating, 170 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.

5 out of 5 average rating, 118 reviews

A relaxing outdoor space features a lounge chair adorned with a striped towel and a wide-brimmed hat. A tray holds a refreshing drink beside the crystal-clear pool, surrounded by lush tropical foliage and a colorful float visible in the water.

Villa in Arlington Park

Luxury Villa with 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 to 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! #VR20240094357

Guesthouse in Gillespie Park

An outdoor patio area is shown, featuring a round table with four red metal chairs. Potted plants flank the table, and string lights hang overhead, creating an inviting space. French doors lead into the interior, framed by lush greenery.

4.84 out of 5 average rating, 333 reviews

Sarasota Getaway Guest House

Fully private & not shared with others Seasonal rates commence Nov 1 2023 - April 30, 2024 Longer Term Lower Rate Rentals commence May 1, 2024 - Nov 24 (Long Term rental rates available - please contact) Enjoy the luxuries of staying in the Gillispie Park area Dog Park, Tennis, Pickleball...... Walking distance to downtown where guests can find wonderful dining, entertainment, Saturday morning Farmers Market and much more Close to beaches and Arts and Entertainment and St. Armands Circle

Cottage in Indian Beach-Sapphire Shores

The cottage features a welcoming exterior with a screened-in lanai, framed by decorative beams and charming window boxes. Lush greenery surrounds the property, and a large tree adds to the tranquil setting. A pathway leads to the front door, enhancing the inviting atmosphere.

4.8 out of 5 average rating, 275 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.

Superhost

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.

4.81 out of 5 average rating, 162 reviews

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.

4.88 out of 5 average rating, 295 reviews

A single-story home is surrounded by greenery and palm trees, showcasing a light green exterior. A narrow pathway leads to the entrance, flanked by decorative planters. The white fence adds charm and defines the front yard, with large windows allowing natural light into the interiors.

Villa in Laurel Park

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

Apartment in Indian Beach-Sapphire Shores

A spacious living area is featured with a large flat-screen television mounted on the wall. Two comfortable chairs are placed adjacent to a round ottoman, decorated with a variety of plants and a small basket. Natural light filters in through large windows, offering a view of the surrounding landscape.

4.97 out of 5 average rating, 149 reviews

Free Early Chk-in, Near-Ringling College Van Wezel

Beach ready Apt!! Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb property on a main road 1 mile from downtown Sarasota. Beside ARTS&DESIGN COLLEGE!! Discover over 60 enticing amenities, from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. This cornerr apartment has a dazzling wrap-around patio .and 2 Bicycles. Send me a message if you have any questions .

A distinctive triangular structure features large glass windows, showcasing vibrant lighting from within. The exterior is surrounded by landscaped greenery and decorative white stones, enhancing the inviting appearance. Palm trees and a tidy paved driveway contribute to the overall charm and unique architectural design.

4.95 out of 5 average rating, 217 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157

Cottage in Bellevue Terrace

A private pool is surrounded by a paved area, featuring two lounge chairs positioned near the water. Green foliage adds a natural touch, while a white fence encloses the space, creating a secluded atmosphere. The clear blue water reflects the sky, inviting relaxation.

4.93 out of 5 average rating, 135 reviews

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.

Guesthouse in Gillespie Park

An outdoor area is shown with a walkway made of red pavers leading to a yellow building. A dining set with an umbrella is situated on a gravel surface, surrounded by potted plants. Decorative stones and landscaping enhance the inviting outdoor space.

4.91 out of 5 average rating, 152 reviews

Perfect Florida location: Craftsman Carriage House

Beautiful, recently built accessory dwelling 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.

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.

4.94 out of 5 average rating, 108 reviews

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!

Popular amenities for Sarasota pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly home rentals with a pool

The covered swimming pool area features a spacious rectangular pool with crystal-clear water. Surrounding the pool are several lounge chairs, and the area is framed by a screened enclosure. Landscaped borders enhance the outdoor space with a touch of greenery.

4.83 out of 5 average rating, 196 reviews

Pool | Game Room | Fire Pit | Pet Friendly | 3 TVs

The modern kitchen features a large island with a marble countertop, topped with an arrangement of fresh fruits and drinks. A light fixture adds a soft glow above the island, while a cozy seating area with a dark sofa and brick wall can be seen in the background.

4.86 out of 5 average rating, 109 reviews

Sarasota Getaway “Have some fun under the sun.”

5 out of 5 average rating, 15 reviews

A private heated pool is surrounded by a spacious stone patio, featuring comfortable lounge chairs. Lush greenery provides a tropical backdrop, while a charming cottage with turquoise siding is visible nearby. Soft sunlight reflects on the tranquil water, enhancing the peaceful ambiance of this outdoor area.

Home in Siesta Key

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

A heated pool is framed by a screened enclosure, allowing for sunlit swims while providing shade. Comfortable lounge chairs are lined along the poolside, and greenery is visible in the background, creating a serene atmosphere for relaxation.

4.93 out of 5 average rating, 106 reviews

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

4.91 out of 5 average rating, 125 reviews

Home in Venice

Spacious 2 Bedroom Home | Near Beach | Heated Pool

A spacious screened-in pool area features a bright blue pool alongside lounge chairs. Strings of lights illuminate the space as the sunset casts a warm glow. Lush greenery surrounds the area, providing a tranquil setting for relaxation and entertainment.

5 out of 5 average rating, 16 reviews

Salt Water Heated Pool|Arcade Games|Game Room

5 out of 5 average rating, 44 reviews

Sarasota Sunshine House with Heated pool & E-bikes

The spacious backyard features a heated pool illuminated with purple lighting, surrounded by lounge chairs and umbrellas. A dining table for eight sits nearby, with a cozy fire pit area providing evening ambiance. Pool floats are present, enhancing recreational options.

4.97 out of 5 average rating, 33 reviews

Luxe Oasis Mins to Beach & Downtown w/Heated Pool

Pet-friendly home rentals with a hot tub

4.96 out of 5 average rating, 113 reviews

A comfortable living area is furnished with a gray sofa and decorative pillows. A large beanbag sits on the textured rug, while a medium-sized TV is positioned on a light-colored console. Natural light fills the space through sliding glass doors, adorned with sheer curtains.

Home in Bradenton

Waterfront View Mins To AMI Beaches

The exterior of the home is shown, featuring a light-colored facade and a welcoming front door. A large oak tree provides shade over the driveway, while a spacious lawn is visible in the foreground. The two-car garage is accessible on the right.

4.93 out of 5 average rating, 41 reviews

Warm, Luxury Oasis in Central Sarasota

4.9 out of 5 average rating, 124 reviews

A private outdoor space features a cushioned hot tub under a gazebo. Two lounge chairs with turquoise cushions are placed nearby on a wooden deck, surrounded by lush greenery. A textured outdoor rug adds warmth to the area, enhancing the overall relaxation vibe.

Home in Bradenton

Tropical Cottage w SPA near Anna Maria Island IMG

Bungalow in Arlington Park

A private heated pool is surrounded by a protective mesh cage, featuring lounge chairs along the edges. The pool area connects to the home through large glass doors, with potted plants adding greenery to the scene. Sunlight reflects off the water's surface, creating a serene atmosphere.

4.84 out of 5 average rating, 56 reviews

Gorgeous Sarasota Private Home with Heated Pool

4.89 out of 5 average rating, 9 reviews

Siesta Sands 1 Mile to Beach

4.91 out of 5 average rating, 136 reviews

A fire table is positioned in view of a vibrant sunset, reflecting shades of orange, pink, and purple across the sky. The scene is framed by large glass panels, offering unobstructed views of the horizon, enhancing the outdoor experience.

Condo in Bradenton

New Luxury 3/3 Condo in Margaritaville Resort

4.93 out of 5 average rating, 104 reviews

Home in Lake Sarasota

Spacious 4BR Getaway – Perfect for Families!

4.91 out of 5 average rating, 164 reviews

An outdoor space is featured, showcasing a hot tub and a dining area with a table set for guests. Light fixtures hang from the wooden ceiling, and greenery is present, adding a natural touch. A relaxed atmosphere is created by the open layout.

Home in Bradenton

Extra large 3 bedroom home with Hot Tub near AMI

Pet-friendly house rentals

Superhost

An outdoor space showcases a heated saltwater pool with a calm blue hue, surrounded by comfortable lounge chairs. The area is framed by lush greenery and fencing, enhancing privacy. The backdrop features a gently lit sky at dusk, complementing the home's modern design.

Home in Indian Beach-Sapphire Shores

4.95 out of 5 average rating, 95 reviews

Retreat by the Bay-Heated Saltwater Pool

4.88 out of 5 average rating, 34 reviews

An inviting patio area features a round table under a green umbrella, surrounded by four chairs. A charcoal grill sits nearby, with a wooden bar cabin visible in the background. Lush palm trees and tropical plants enhance the outdoor setting, set against a spacious tiled pathway.

Home in Arlington Park

Near Siesta & Lido Beaches, restaurants, downtown

4.96 out of 5 average rating, 79 reviews

Chic Oasis | Private Heated Pool| Legacy Trail

A spacious patio area surrounds a heated pool, sheltered by a screened enclosure. Comfortable seating is arranged by the poolside, with sunlight casting reflections on the water's surface. Lush greenery and a white fence provide a sense of privacy and tranquility.

5 out of 5 average rating, 27 reviews

Beautifully Remodeled Heated Pool Home in Sarasota

4.91 out of 5 average rating, 33 reviews

An inviting entrance showcases a bright living space visible through large glass doors. Light wood flooring and soft blue furnishings are seen, while a television is mounted on the wall. Lush greenery outside adds a touch of nature to the welcoming atmosphere.

Home in Burns Square

Historic Downtown Sarasota - Gem II

An open living space features warm wooden floors and large windows that provide ample natural light. A circular dining table is surrounded by six wire chairs. A modern chandelier hangs above the table, while a comfortable chair is positioned nearby, creating an inviting gathering area.

5 out of 5 average rating, 30 reviews

Sanctuary by the Sea

An outdoor dining area is displayed, featuring a large black table surrounded by six black chairs. An oversized turquoise umbrella offers shade, and a grassy backyard is visible in the background, accented by palm trees and lush greenery.

4.97 out of 5 average rating, 91 reviews

Paradise Retreat Bring Family to the Beach!

A charming blue house is presented with a gabled roof and dormer windows. Lush greenery and colorful flowers surround the entrance, which features a white door and inviting walkway. The bright sky with scattered clouds complements the vibrant exterior and landscaped yard.