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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
Pet friendly
Monthly stays
Laptop-friendly workspace
Beachfront

Sarasota beach vacation rentals

Top guest favorite
A modern kitchen features white cabinetry and a spacious counter. Stainless steel appliances, including an oven and microwave, are visible. A decorative beach sign adorns the wall, and a bowl of fresh fruit sits on the counter, adding a pop of color to the bright space.
Condo in Siesta Key
4.85 out of 5 average rating, 174 reviews

Best Siesta Key Condo

Guest favorite
An aerial view captures a beachside community with white homes nestled among palm trees. The coastline and ocean are visible in the background, while nearby buildings and roadways provide context for the location. The neatly arranged rooftops highlight the peaceful neighborhood ambiance.
Townhouse in Holmes Beach
4.99 out of 5 average rating, 143 reviews

Fall Discounts Available! Steps from the Beach!

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
5 out of 5 average rating, 168 reviews

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Guest favorite
The exterior of a well-maintained condominium is displayed, featuring a two-car garage and neatly trimmed hedges. Palm trees and lush landscaping frame the entrance, while a clear blue sky enhances the tropical feel of the setting.
Home in Sarasota
4.88 out of 5 average rating, 157 reviews

5 minutes to private Siesta Key Beach + 2 pools

Superhost
A shaded seating area is positioned on lush green grass next to calm waters, with a large tree providing cover. A small boat can be seen in the distance on the water, surrounded by greenery along the shore.
Condo in Ruskin
4.74 out of 5 average rating, 155 reviews

Little Harbor Resort #109 Tampa Bay FL Beach, Pool

Top guest favorite
A vibrant blue exterior of the home is showcased, framed by tall palm trees under a partly cloudy sky. A spacious driveway is visible, providing ample parking space in front of the house, which features a welcoming façade with multiple windows.
Home in Englewood
4.98 out of 5 average rating, 125 reviews

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Top guest favorite
A cozy living room features a comfortable couch with decorative orange pillows. Bright, patterned curtains complement the colorful rug and a wooden coffee table. Large windows allow natural light into the space, while a television is positioned against a cheerful yellow entertainment unit.
Apartment in Indian Beach-Sapphire Shores
4.98 out of 5 average rating, 126 reviews

Only a Foot of Sunshine Here!

Top guest favorite
An entrance is framed by lush palm trees and tropical foliage. A concrete path leads to a door, showcasing a welcoming façade with a single window providing natural light.
Guesthouse in Englewood
4.92 out of 5 average rating, 225 reviews

1 bed apat/full kitchen 5 min.from Manasota beach

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Pet-friendly vacation rentals in Sarasota

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, 20 reviews

Historic Downtown Sarasota - Gem I

Guest favorite
A bright living area features a spacious white sofa centered beneath a large woven light fixture. Tropical plants are situated near large windows that allow natural light to fill the space. A neutral rug complements the light-colored furniture and decor.
Home in Sarasota
5 out of 5 average rating, 17 reviews

Coastal Retreat near Siesta Key Beach and Downtown

Guest favorite
A serene saltwater pool reflects the surrounding palm trees and evening sky. Lounge chairs are positioned along the deck, offering comfort beside the tranquil water. The dock is visible in the background, enhancing the waterfront ambiance.
Home in Longboat Key
4.88 out of 5 average rating, 127 reviews

Summer House longboat key

Superhost
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, 119 reviews

Casa Verde Sarasota Retreat

Guest favorite
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.
Guesthouse in Rosemary District
4.91 out of 5 average rating, 144 reviews

Perfect Florida location: Craftsman Carriage House

Luxe
The modern exterior of the home features a clean white facade with large windows, providing natural light. A welcoming entrance is marked by stylish light fixtures and palm trees, while colorful landscaping enhances the overall curb appeal.
Home in Sarasota
5 out of 5 average rating, 4 reviews

2440 Arlington Park Luxury House

Top guest favorite
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 Sarasota
5 out of 5 average rating, 103 reviews

Tropical Retreat Close to Beaches |Pool |Game room

Top guest favorite
The property is surrounded by lush greenery, featuring a spacious driveway leading to a single-story home. Tall palm trees and various plants are visible in the yard, creating a tropical ambiance. The structure is situated in a serene neighborhood, showcasing nature's beauty.
Home in Osprey
4.96 out of 5 average rating, 47 reviews

Creekside Paradise I

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House rentals in Sarasota

Top guest favorite
An aerial view captures a well-designed outdoor area featuring a heated pool with a unique shape. Surrounding the pool are several seating arrangements, including lounge chairs and patio tables, all integrated with lush landscaping for a serene atmosphere.
Home in Sarasota
5 out of 5 average rating, 11 reviews

Seascape on Clarinda

Top guest favorite
A private caged pool area is shown, featuring a clear blue pool with a floating toy in the water. The spacious covered lanai is outfitted with ceiling fans and string lights, while the surrounding patio is marked by a fenced yard and greenery.
Home in Sarasota
4.96 out of 5 average rating, 56 reviews

Heated Private Pool w/ Grill & Family Amenities

Guest favorite
A serene outdoor pool area is surrounded by lush greenery and mature plantings. Several lounge chairs with side tables are positioned around the curved, heated pool, offering ample space for relaxation. A screening encloses the area, ensuring privacy and comfort.
Home in Indian Beach-Sapphire Shores
4.93 out of 5 average rating, 72 reviews

The Happy House - Seeing is Believing!

Top guest favorite
A private pool is surrounded by lush tropical foliage, creating a serene atmosphere. A waterfall feature can be seen cascading into the clear water. Colorful plants, including vibrant bougainvillea, enhance the natural beauty of the outdoor space.
Home in Lido Key
5 out of 5 average rating, 24 reviews

Walk to Lido Beach &St. Armands -grill/HEATED POOL

Top guest favorite
A newly constructed home is presented on a well-maintained lot, surrounded by lush greenery. Tropical palm trees are visible in the front yard, and a red car is parked in the driveway. The double garage features a clean, modern design.
Home in Sarasota
5 out of 5 average rating, 46 reviews

NEW Luxury! Townhome in Sarasota

Top guest favorite
A serene canalfront view is presented with a wooden dock, offering comfortable seating areas under a vibrant sunset sky. Palm trees line the space, and colorful lounge chairs create an inviting atmosphere for relaxation by the water's edge.
Home in Port Charlotte
4.97 out of 5 average rating, 34 reviews

Saltwater Serenity Villa/ Dock/ Heated Pool/

Guest favorite
A serene pool area features a saltwater pool complemented by a spillover hot tub. Two lounge chairs are positioned nearby, and a large umbrella shades part of the deck. A pink inflatable float adds a playful touch to the clear blue water, surrounded by lush greenery.
Home in Sarasota
5 out of 5 average rating, 16 reviews

NEW Sun-filled Escape, Pool&Spa, 10min to beaches

Superhost
The screened-in pool area features a clear blue pool with steps leading in. Surrounding the pool, lounge chairs are positioned, and tropical plants add a splash of color. A serene view of a golf course and a creek is visible beyond the enclosure, under a bright blue sky.
Home in Sarasota
4.87 out of 5 average rating, 94 reviews

The Aqua House-3/2 w/ heated pool by Golf Course

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Quick stats about vacation rentals in Sarasota

  • Total rentals

    2K properties

  • Total number of reviews

    75K reviews

  • Family-friendly rentals

    1.4K properties are a good fit for families

  • Pet-friendly rentals

    780 properties allow pets

  • Rentals with a pool

    870 properties have a pool

  • Rentals with dedicated workspaces

    1.1K 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.

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

    Yes! Work meets play with ease at over 1,110 vacation rentals in Sarasota featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Sarasota?

    Four-legged friends are welcome in Sarasota. Choose from more than 780 vacation rentals for guests traveling with pets.

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