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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

Beachfront
Self check-in
Pet friendly
Laptop-friendly workspace
Monthly stays

Sarasota beach vacation rentals

Guest favorite
A detailed map highlights the location of Siesta Key, showcasing nearby points of interest and roadways. The Gulf of Mexico is indicated to the southwest, while the surrounding areas and other keys are marked, providing context for travel and exploration.
Condo in Siesta Key
4.87 out of 5 average rating, 104 reviews

Bayside Sunrise Cottage on Siesta Key!

Guest favorite
Condo in Siesta Key
4.83 out of 5 average rating, 115 reviews

Beach Retreat - Jamaica Royale Unit #52

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, 188 reviews

Bradenton Beach Sunsets 1, Anna Maria Island, FL

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
4.96 out of 5 average rating, 336 reviews

On the Beach; Siesta Key SunBum Studio

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
4.88 out of 5 average rating, 116 reviews

Sunset and beach view from your balcony Unit 403

Guest favorite
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

Top guest favorite
Condo in Longboat Key
4.99 out of 5 average rating, 158 reviews

Gulfside: Open Monday - Saturday, $100/nt!

Top guest favorite
The dining area features a wooden table set for four, complemented by a light fixture above. A comfortable sofa is arranged in the living area, with sliding glass doors providing views of the greenery outside. Artwork adorns the walls, enhancing the ambiance.
Condo in Bradenton
4.98 out of 5 average rating, 222 reviews

Shorewalk full condo IMG Beaches Anna Maria

Beach home rentals in Sarasota

Top guest favorite
A serene outdoor space features a sparkling pool surrounded by lush greenery. Comfortable seating is provided under a large umbrella, while decorative light fixtures enhance the ambiance. Tropical plants and well-maintained landscaping create a refreshing atmosphere for relaxation and enjoyment.
Home in Sarasota
4.97 out of 5 average rating, 79 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Guest favorite
An inviting beach scene features a sun umbrella providing shade over a wooden lounge chair, set upon soft, sandy shores. The clear blue sky contrasts with the tranquil turquoise waters, creating a peaceful atmosphere near the shoreline.
Home in Siesta Key
4.77 out of 5 average rating, 525 reviews

Beachfront Getaway in Siesta Key

Superhost
Home in Siesta Key
5 out of 5 average rating, 4 reviews

Saltwater Pool, Lanai, Office, 4min to Siesta Key

Guest favorite
A private hot tub is surrounded by a vibrant, artistic mural featuring turtles and cacti. An orange canopy provides shade, while comfortable seating awaits nearby on lush, green grass. The space offers a relaxing, colorful outdoor setting ideal for unwinding in a serene environment.
Home in Sarasota
4.84 out of 5 average rating, 94 reviews

Trendy & Relaxing: Close to Beach ~ Pool ~ Hot Tub

Top guest favorite
An aerial view showcases a private pool surrounded by lush tropical landscaping. The pool features a unique shape with gentle curves, and a sun lounger is placed nearby. The composition highlights the vibrant greens of palm trees framing the pool area.
Home in Bradenton Beach
4.97 out of 5 average rating, 30 reviews

Location! Beach Access/Trolley/ Restaurants!

Superhost
A semi-private heated pool is surrounded by a spacious outdoor area, featuring lounge chairs and an umbrella for shade. A gas grill is positioned nearby, alongside a variety of seating options. Lush greenery provides privacy, while bright blue skies add to the serene setting.
Home in Siesta Key
4.67 out of 5 average rating, 6 reviews

Villa Vista Mare | Gorgeous Home w/ Views of Gulf!

Guest favorite
Four beach chairs with vibrant tropical patterns are positioned on sandy shore, facing the sparkling Gulf waters. The bright sunlight reflects off the water's surface, creating a serene coastal scene perfect for relaxation.
Home in Englewood
5 out of 5 average rating, 39 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Guest favorite
Two bright turquoise adirondack chairs are positioned on a pebbled shoreline, facing a calm canal. Lush palm trees and greenery surround the area, while distant houses line the opposite bank under a clear blue sky.
Home in Bradenton Beach
4.96 out of 5 average rating, 110 reviews

Waterfront Gem/ Pool Spa+ Dock/ Near Bridge Street

Sarasota home rentals

Guest favorite
An aerial view captures a serene landscape featuring lush greenery and a calm blue waterway. Homes are visible along the shoreline, with distant city buildings punctuating the horizon. The inviting neighborhood is framed by clear skies and gentle waves, exemplifying a tranquil coastal environment.
Home in Sarasota
4.83 out of 5 average rating, 173 reviews

Siesta Beach, 5 minutes from downtown.

Top guest favorite
A serene pool area features a rectangular swimming pool surrounded by a spacious deck. Lounge chairs are positioned for relaxation, while lush greenery and a wooden fence provide privacy. A decorative statue adds an elegant touch to the tranquil environment.
Home in Sarasota
4.99 out of 5 average rating, 89 reviews

The Oasis

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.
Home in Sarasota
4.81 out of 5 average rating, 160 reviews

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

Guest favorite
A spacious backyard area features a mini-golf course marked by small flags, inviting relaxation and play. Comfortable hanging chairs are under a stylish pergola, while a fun play structure is visible, enhancing the outdoor space designed for family-friendly enjoyment.
Home in Sarasota
5 out of 5 average rating, 15 reviews

Private Oasis: Mini Golf and firepit. 2 king beds.

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
An expansive backyard features a private heated pool, surrounded by lounge seating and a well-maintained putting green. Softly glowing twilight casts a warm hue over the space, framed by lush greenery and a serene atmosphere.
Home in Bellevue Terrace
5 out of 5 average rating, 115 reviews

Living The Dream: Heated Pool + Mini Golf +Swings

Guest favorite
A serene pool area is surrounded by lush greenery and wooden fencing. Aquamarine water reflects sunlight, while a few poolside lounge chairs in turquoise invite relaxation. Potted plants add a touch of color, and a floating pool accessory rests on the surface.
Home in Sarasota
4.94 out of 5 average rating, 111 reviews

5Stars Tiki, Heated Pool, Close to Beaches and ALL

Superhost
Home in Gillespie Park
4.82 out of 5 average rating, 117 reviews

Downtown Sarasota w/ Saltwater Pool + Hot Tub

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 1,340 house rentals, over 290 apartment rentals, over 30 villa rentals to over 200 condo rentals, we've got you covered.

  • 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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