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Vacation rentals in Sarasota

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Vacation rentals for every style

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Popular amenities for Sarasota vacation rentals

Self check-in
Beachfront
Pet friendly
Laptop-friendly workspace
Gym

Sarasota beach vacation rentals

Top guest favorite
A vibrant yellow cottage is depicted with a landscaped area featuring palm trees and a gravel yard. Colorful adirondack chairs in pastel shades of pink and blue offer seating options, creating a casual outdoor space. Nearby cottages are visible, enhancing the beachfront setting.
Guesthouse in Bradenton Beach
4.99 out of 5 average rating, 181 reviews

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Top guest favorite
A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.
Condo in Siesta Key
4.97 out of 5 average rating, 327 reviews

On the Beach; Siesta Key SunBum Studio

Top guest favorite
Tall grasses gently sway in the foreground, framing a serene beach scene. Soft waves lap against the shore, reflecting hues of orange, pink, and purple from the sunset sky. Cloud formations add depth to the view, enhancing the tranquility of the coastal landscape.
Apartment in Longboat Key
4.95 out of 5 average rating, 106 reviews

Longboat Key-OCEAN FRONT- on the beach

Guest favorite
A living room area features large sliding glass doors that open to a private balcony with views of the Gulf of Mexico. Soft gray furniture is arranged around a coffee table, and a flat-screen TV is located on a media console. Natural light fills the space.
Condo in Longboat Key
4.87 out of 5 average rating, 107 reviews

Sunset and beach view from your balcony Unit 403

Superhost
A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.
Condo in Longboat Key
4.92 out of 5 average rating, 179 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Top guest favorite
A spacious living area features a blue sofa and striped armchair, complemented by a wooden coffee table. Large windows allow natural light to illuminate the room, showcasing views of the turquoise Gulf. Light-colored cabinetry and decorative shelving enhance the inviting atmosphere.
Condo in Bradenton Beach
4.99 out of 5 average rating, 142 reviews

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

Superhost
A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.
Guesthouse in Englewood
4.91 out of 5 average rating, 274 reviews

Gulf front romantic cottage in paradise

Guest favorite
The enclosed Lanai features large bay windows showcasing views of the Gulf of Mexico. A seating area includes wicker chairs and a coffee table. Light-colored walls are contrasted by wooden accents and a ceiling fan, creating a bright and airy atmosphere.
Apartment in Siesta Key
4.93 out of 5 average rating, 114 reviews

Siesta Premier Location - The 'Calm of Siesta'

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Pet-friendly vacation rentals in Sarasota

Guest favorite
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
4.96 out of 5 average rating, 92 reviews

Retreat by the Bay-Heated Saltwater Pool

Top guest favorite
A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.
Home in Sarasota
5 out of 5 average rating, 66 reviews

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

Guest favorite
A bright living area features a large flat-screen TV mounted on a light wall, with natural light flowing through multiple windows. Comfortable seating options include a spacious couch and two armchairs, complemented by a decorative side table and tropical plants.
Home in Downtown Sarasota
5 out of 5 average rating, 24 reviews

Historic Downtown Sarasota - Gem I

Top guest favorite
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.
Home in Sarasota
5 out of 5 average rating, 10 reviews

Fenced Yard|Gourmet Kitchen|Salt Water Pool|Arcade

Guest favorite
A screened-in pool area features a crystal-clear heated pool with lounge chairs positioned nearby. An umbrella provides shade over a seating area, surrounded by lush greenery and fencing that enhances privacy.
Home in Sarasota
4.95 out of 5 average rating, 221 reviews

Cozy 2BD/2BA with Heated Pool Near Siesta Key

Guest favorite
A private heated pool is enclosed within a screened lanai, surrounded by lush greenery. The pool area features a textured stone surface and a safety railing. Sunlight filters through the overhead structure, creating a bright and inviting atmosphere.
Home in Sarasota
4.86 out of 5 average rating, 125 reviews

Casa Verde Sarasota Retreat

Guest favorite
The spacious living area features a comfortable couch adorned with patterned pillows, a wooden coffee table, and colorful rugs. Natural light floods in through large windows, and an open layout connects to the dining area and kitchen, which is visible in the background.
Home in Sarasota
4.97 out of 5 average rating, 119 reviews

Sunshine House, close to Downtown

Guest favorite
The modern exterior showcases a two-story home with a sleek design, featuring large windows and a subtle color palette. A spacious driveway lined with decorative stones leads to the entrance, surrounded by low-maintenance landscaping, creating an inviting and contemporary appearance.
Home in Downtown Sarasota
4.97 out of 5 average rating, 32 reviews

Serenity Springs | Private Heated Pool + Waterfall

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Sarasota home rentals

Top guest favorite
A soothing pool area features a curved shape, surrounded by a spacious deck and lush greenery. Two lounge chairs sit beside the water, and an umbrella provides shade. Palm trees and tropical plants frame the scene, enhancing the outdoor living space under a bright blue sky.
Home in Sarasota
4.97 out of 5 average rating, 74 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Superhost
An inviting outdoor space features a private in-ground saltwater pool, surrounded by green grass and lounge chairs. Tropical landscaping provides a serene backdrop, with various plants and trees enhancing the atmosphere. Two umbrellas and a shaded seating area facilitate relaxation and outdoor enjoyment.
Home in Sarasota
5 out of 5 average rating, 3 reviews

Artsy 3BR/2BA Pool Home Arlington Park

Top 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
4.89 out of 5 average rating, 83 reviews

Gorgeous renovation with pool, minutes from beach

Guest favorite
A modern one-story home is framed by lush landscaping and mature trees. The façade features a sleek, dark exterior with large windows and a symmetrical entrance. A paved driveway leads up to the two-car garage, enhancing the welcoming curb appeal.
Home in Sarasota
4.95 out of 5 average rating, 65 reviews

Stunning New 3 bed 3 bath pool home by Siesta Key!

Guest favorite
A curved swimming pool is set against a backdrop of lush tropical foliage and palm trees, with water views extending to a nearby dock. Brightly colored pots with plants are placed around the pool area, enhancing the serene outdoor setting.
Home in Sarasota
4.96 out of 5 average rating, 71 reviews

True Island Living House/beach/water views

Top guest favorite
A spacious seating area features comfortable chairs surrounding a modern fire table. A clear view of the salt water heated pool is available through large glass doors. Outdoor furniture is positioned beside the pool, with lush greenery visible in the background.
Home in Sarasota
5 out of 5 average rating, 28 reviews

Sunshine House- Sarasota Pool Retreat

Top guest favorite
A charming outdoor patio features a wooden pergola draped with fabric, providing shade over a seating area with four chairs. Lush greenery, including a palm tree, surrounds the cottage, nestled on a gravel area, creating a serene and inviting atmosphere.
Home in Sarasota
5 out of 5 average rating, 96 reviews

The Mango House Beach Cottage

Guest favorite
A modern ranch-style home is presented with a sleek wooden garage door and an inviting entrance. Lush palm trees line the yard, complementing the well-maintained landscaping. A wide driveway leads to the entrance, creating a welcoming atmosphere.
Home in Sarasota
4.96 out of 5 average rating, 83 reviews

Renovated Ranch near Downtown Sarasota and Siesta

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Quick stats about vacation rentals in Sarasota

  • Total rentals

    2.2K properties

  • Total number of reviews

    85K reviews

  • Family-friendly rentals

    1.6K properties are a good fit for families

  • Pet-friendly rentals

    850 properties allow pets

  • Rentals with a pool

    1K properties have a pool

  • Rentals with dedicated workspaces

    1.2K properties have a dedicated workspace

Your guide to Sarasota

All About Sarasota

With several famous keys and 40 miles of beautiful white-sand beaches, Sarasota, on the western coast of Florida, has transformed over the last century from a small fishing town to a major cultural hub and destination for art-lovers, young professionals, families, and anyone looking to soak up the Florida sun.

In downtown Sarasota, ornate and imposing Mediterranean Renaissance mansions once owned by eccentric entertainment moguls sit juxtaposed against more contemporary glass facades and water features. You’ll pass by street artists and performers in the shade of swaying palm trees on your way to one of the city’s many cultural sites, like the Ringling Museum of Art or the bohemian Village of the Arts. If you’re looking to connect with nature, you can head to nearby Myakka River State Park, take a ride on the famous Legacy Bicycle trail, or, of course, loll about on Lido Key or Venice Beach, dipping into the shallow Gulf waters to cool off. Sarasota’s vibrant nightlife kicks off at dusk, when you can admire the sunset at the Bayside Boardwalk before catching a comedy show or dancing the night away in one of the area’s concert venues.

The best time to stay in a vacation rental in Sarasota

Sarasota’s reliably warm weather means that families, retirees, and spring breakers flock here during the late winter and early spring. In April, at the tail end of the vacation season, Sarasota hosts an annual film festival, where crowds gather to watch hundreds of award-winning films and attend filmmaker interviews. In May, the city hosts a free, independent LGBTQ arts festival.

Though Florida’s heat and humidity hit their peak in summer, and hurricane season lasts from July through the end of September, the city never really comes to a halt, with local events still taking place nearly every day. Once the weather calms down in October, the snowbirds return from the north to take up residence through the spring. Sarasota is famous for its seafood, especially stone crab, which is in season between October and mid-May.

Top things to do in Sarasota

Historic Spanish Point

Take a step back into Old Florida at this historic, 30-acre museum and environmental complex. Nearly 5,000 years of Sarasota history is on display at the museum. Explore pre-European life in the Americas, learn about homestead life in Florida in a museum inside a historic house, or wander the gardens and nature trails.

Marie Selby Botanical Gardens

The Marie Selby Botanical Gardens are made up of seven acres of land containing the world’s largest and most diverse collection of bromeliads. There are over 6,000 species of plants in the gardens, with a total of 20,000 plants living across 20 different curated habitats. The Rainforest Garden and the Butterfly Garden are most popular, but you’ll find mangroves, bamboo areas, and artificial caves to explore.

Ca’ d’Zan Mansion

One of the most iconic buildings in Florida, this mansion was once the winter home of a famous circus owner. Meant to emulate the style and feel of Venice, the mansion is five stories tall, with nearly 36,000 square feet to explore inside. You can look out over the Sarasota Bay from the marble terrace or simply admire the opulence of this home’s crystal chandeliers, Aeolian organ, or 82-foot-tall tower.

Frequently Asked Questions

  • How is the weather in Sarasota?

    Sarasota typically has a humid subtropical climate, with hot, humid summers and warm, dry winters. The average temperature can range from 70°F (21°C) in the cooler months to 90°F (32°C) during the summer.

  • What are some of the best things to do in Sarasota?

    In Sarasota, visitors often enjoy relaxing on the pristine beaches, exploring the diverse marine life at Mote Marine Laboratory & Aquarium, or experiencing the area's cultural scene at the Sarasota Opera House or Ringling Museum of Art.

  • What is the best time of year to visit Sarasota?

    The most popular time to visit Sarasota is from March to May when the weather is warm and sunny. During this time, you can participate in local events such as the Sarasota Film Festival in April, and the Sarasota Music Festival in June.

  • What are the best places to stay in Sarasota?

    Siesta Key is often recommended for its beautiful beach resorts and vacation rentals. Downtown Sarasota is frequently suggested for its proximity to cultural amenities and attractions, while Longboat Key offers a more peaceful, secluded atmosphere.

  • What are the best places to visit in Sarasota?

    Visitors often recommend the Ringling Museum of Art, Sarasota Opera House, and Siesta Key Beach. Nature lovers frequently suggest the Marie Selby Botanical Gardens and the Myakka River State Park for their stunning landscapes.

  • What are some hiking trails in Sarasota?

    You can explore nature at its finest with hiking trails such as the Sarasota Jungle Gardens nature trail, Rothenbach Park's 5-mile trail, and the Myakka River State Park trail, which spans 39 miles (63 km) and gives you the chance to enjoy Florida's diverse flora and fauna.

  • What are some family activities to do in Sarasota?

    Families can enjoy a day at the Mote Marine Laboratory & Aquarium, explore the exhibits at the Sarasota Classic Car Museum, or engage with hands-on science at the Suncoast Science Center. The Sarasota Children's Garden is also a fun spot for kids.

  • What are some of the best day trip ideas in Sarasota?

    Sarasota has many day trip opportunities. Consider exploring the magical ecosystem of the Everglades National Park, the vibrant culture and nightlife of nearby Tampa, or the tranquil beauty of Anna Maria Island.

  • What types of vacation rentals are available in Sarasota?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Sarasota. From over 290 apartment rentals to over 1,340 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Sarasota?

    Yes! Work meets play with ease at over 1,250 vacation rentals in Sarasota featuring dedicated workspaces. Stay connected and productive in your home away from home.

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