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Sarasota vacation rentals

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Top-rated vacation rentals in Sarasota

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Private room in Arlington Park
Stay in The Faerie House in the Heart of Sarasota.
Spend time at The Faerie House in Mid-town Sarasota. Close to EVERYTHING! Easy walks to the Y, Arlington Park & Pool, Starbucks, MANY Restaurants; 5 mins to downtown & so close to many stores, Westfield Mall, Morton’s Market area & 10 minutes to Siesta Key, #1 Beach in the USA with GORGEOUS sunsets at Lido Beach too; Trader Joe’s & Whole Foods & more great restaurants per square mile than most towns. Chemical-free cleaning Zone. Sarasota is delightful!
$50 per night
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Private room in Sarasota
Peaceful private room + bath in quiet SRQ
Enjoy both quiet and convenience in this private bed. Located in a quiet neighborhood, it has convenient access to I75. 1 mile to Pinecraft, 3.4 miles to SMH, 3.8 miles to Doctors Hospital, 6.5 miles to Nathan Benderson Park, and less than 10 miles to Siesta Key and Lido Beach. Perfect for anyone looking for a quiet place to stay, travel medical professionals, visitors to the Pinecraft area, and anyone visiting Sarasota/Bradenton for special events.
$51 per night
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Private room in Sarasota
Gracious Upstairs Guest Suite in North Sarasota
Luxurious guest room with en suite bath on second floor of townhome--large windows face west for fabulous sunsets. Conveniently located for major Sarasota attractions--15 minutes to downtown, 20 minutes to the beach, 10 minutes to the Ringling Museum of Art. The townhome community features a salt water swimming pool and hot tub. Your host is a writer and retired educator--you can expect a quiet space with as much good conversation as you like.
$65 per night
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Stay near Sarasota's top sights

Photo of Lido Key Beach
Lido Key Beach442 locals recommend
Photo of Mote Marine Laboratory & Aquarium
Mote Marine Laboratory & Aquarium533 locals recommend
Photo of The John and Mable Ringling Museum of Art
The John and Mable Ringling Museum of Art540 locals recommend
Photo of Bayfront Park
Bayfront Park104 locals recommend
Photo of Lido Beach Resort
Lido Beach Resort11 locals recommend
Photo of Sarasota Jungle Gardens
Sarasota Jungle Gardens299 locals recommend

Sarasota beach vacation rentals

Guest suite in Sarasota
Studio Apartment. Priv Yard. 5 min to Siesta Key!
$100 per night
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Private room in Sarasota
Hibiscus Hideout! A Great Little Getaway
$105 per night
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Private room in Sarasota
Charming 1-bedroom, private entrance & patio
$60 per night
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Guest suite in Sarasota
Siesta Keys stylish and affordable Airbnb.
$75 per night
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Private room in Sarasota
Beachside Bliss: Your Dream Siesta Key Getaway
$52 per night
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Rental unit in Lido Key
Lido Key/St. Armand's Studio
$121 per night
Condo in Lido Key
Lido-Key- Tiny Studio Holiday Cottage-A
$134 per night
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Condo in Siesta Key
[Beach Elements] pool view + private beach & bikes
$132 per night
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Private room in Indian Beach-Sapphire Shores
Alicia's room. Private room with bath in Sarasota.
$69 per night
Rental unit in Sarasota
VILLA 5 · Pool view. King bed. Daily rentals
$135 per night
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Guest suite in Sarasota
Eco Private Studio (10 min to Downtown & Beach)
$80 per night
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Private room in Indian Beach-Sapphire Shores
Private room/entrance near water. Great Location!
$91 per night
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Sarasota winter vacation rentals

Rental unit in Sarasota
Fabiola's Studio
$84 per night
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Private room in Downtown Sarasota
New, Super Clean, 100% Private Master Suite!
$58 per night
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Guesthouse in Downtown Sarasota
Beautifully decorated 1bdrm carriage house
$95 per night
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Rental unit in Arlington Park
Perfect Getaway Studio, 7 miles to Lido/Siesta
$78 per night
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Private room in Sarasota
Private Room in Lovely Sarasota Home Near Downtown
$74 per night
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Guest suite in Sarasota
Sarasota Escape: Perfect Studio Near the Beach
$78 per night
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Rental unit in Sarasota
Downtown Sarasota Garden Flat
$75 per night
Rental unit in Sarasota
Updated Old Florida Studio Getaway in Central SRQ
$84 per night
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Guest suite in Sarasota
Private entrance suite for 3 centrally located!
$76 per night
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Guest suite in Sarasota
Cocoanut Bungalow-Private Guest Studio
$80 per night
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Guest suite in Sarasota
Private, cozy, studio 2 miles from Siesta Key!
$92 per night
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Private room in Sarasota
Cozy Room in Kensington Park
$52 per night
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Sarasota homes

Home in Sarasota
Lovely guest house
$73 per night
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Home in Sarasota
Glamorous Private Villa Azul
$99 per night
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Private room in Sarasota
★ NEW/ Private bedroom and POOL, Sarasota★
$64 per night
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Home in Sarasota
Tropical Oasis in Gillespie Park
$136 per night
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Private room in Sarasota
COZY Private Room, close to Siesta Beach!
$59 per night
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Private room in Bradenton
Peaceful 1-bedroom home with free parking & patio
$59 per night
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Private room in Bradenton
Justin’s Guest Room
$55 per night
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Private room in Sarasota
Cozy private bedroom 102-10 mins to siesta key
$53 per night
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Private room in Sarasota
The "Nice n' Cozy" Room
$53 per night
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Private room in Sarasota
Private room ten minutes from downtown.
$58 per night
Home in Sarasota
Alvin's Cottage: 1-bedroom unit w/private parking
$62 per night
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Private room in Sarasota
King bed, private studio with a private entrance
$52 per night

Stays in Downtown Sarasota

Condo in Downtown Sarasota
Downtown Sarasota #11
$60 per night
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Rental unit in Downtown Sarasota
Walk to Downtown King bed FREE parking near beach
$114 per night
Rental unit in Downtown Sarasota
Sarasota Downtown close to Lido Beach
$101 per night
Rental unit in Downtown Sarasota
Vine Apt- Walk to downtown FREE parking & King bed
$74 per night

Stays in Saint Armands

Condo in Lido Key
Walk to Lido Beach &St. Armand’s- Heated
$162 per night
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Condo in Lido Key
St. Armands Lido beach condo 2BR 2B New Listing
$159 per night
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Condo in Lido Key
Bright Coastal Condo: Walk to Lido Key Beach!
$194 per night
Condo in Lido Key
Lido-Key- Tiny, Yet Charming Studio-B
$133 per night
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Stays in Lido Key

Condo in Lido Key
Lido Key/St. Armand's Studio apt
$109 per night
Condo in Lido Key
LIDO KEY 1 BR/1Bath Heated Pool
$157 per night
Rental unit in Lido Key
Lido Key/St Armand's Retreat
$124 per night
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Condo in Lido Key
Sunsets in Paradise. Walk to Beach & St. Armand's
$160 per night
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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.


When is 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.


What are the 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.

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