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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.

Guest favorite
Island in Sarasota
*MAY SALE! Sarasota #1 Luxury Villa Pool/Beach!*
Check our nearby sister property for 2024 dates by clicking our host picture, then click picture again or "contact host". Or BOOK 2024 NOW, stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, check out our VIDEOS!
Nov 26 – Dec 3, Individual Host
€ 603 per night
Guest favorite
Home in Sarasota
Lovely guest house
Come get away from everyday life & enjoy this cozy studio located in the heart of Sarasota. This studio is a breath of fresh air- you’ll feel calm and at peace. Sparkling clean & spacious with queen-sized, comfortable bed, a full bathroom and kitchenette. A great location to have the city life, but also quiet enough to relax. Whether you’re here for business or pleasure, this cozy studio is sure to be a highlight.The studio is separate 100 feet from the main house, and It has a private entrance
Jul 23 – 30, Individual Host
€ 99 per night
Guest favorite
Guesthouse in Sarasota
Sarasota guest house only 8 miles to Siesta Key
Our Florida-themed guest house has everything you need to enjoy your vacation in beautiful Sarasota, Florida. It is a very comfortable, clean and private one bedroom and one bathroom guest house. It is a completely separate space and has it's own private entrance. It is conveniently located in a quiet, safe neighborhood near Interstate I-75, Shopping, Dining, Twin Lakes Park, Serenoa Golf Course, Myakka River State Park and just 8 miles from the #1 beach in the U.S. - Siesta Key Beach.
Jun 9 – 16, Individual Host
€ 110 per night

Stay near Sarasota's top sights

Lido Key Beach442 locals recommend
The John and Mable Ringling Museum of Art540 locals recommend
Mote Marine Laboratory & Aquarium532 locals recommend
Bayfront Park103 locals recommend
Sarasota Jungle Gardens296 locals recommend
Marie Selby Botanical Gardens433 locals recommend

Sarasota beach vacation rentals

Guest favorite
Condo in Longboat Key
Direct Oceanview Condo!
Dec 23 – 30, Individual Host
€ 342 per night
Guest favorite
Apartment in Sarasota
Modern Private Apartment 1 Block from Sarasota Bay
Sep 13 – 20, Individual Host
€ 106 per night
Guest favorite
Guesthouse in Sarasota
The Cottage, very close to Siesta Beach!
Jun 27 – Jul 4, Individual Host
€ 127 per night
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
Oct 29 – Nov 5, Individual Host
€ 325 per night
Guest favorite
Apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
Sep 17 – 24, Individual Host
€ 485 per night
Guest favorite
Home in Sarasota
Stunning Luxe Casita- Gateway to Siesta Beach
Sep 11 – 18
€ 238 per night
Guest favorite
Home in Siesta Key
One-of-a-kind*Beach, Village, Dock & Private Pool!
Dec 11 – 18, Individual Host
€ 593 per night
Guest favorite
Guest suite in Sarasota
Siesta Keys stylish and affordable Airbnb.
Sep 16 – 23
€ 113 per night
Guest favorite
Condo in Longboat Key
Beachfront Resort, Ocean View, Pool, Tennis, Gym
Oct 26 – Nov 2, Individual Host
€ 316 per night
Guest favorite
Home in Sarasota
New remodel- 150 Yds to Beach and Restaurants!
Dec 8 – 15, Individual Host
€ 246 per night
Guest favorite
Cottage in Bradenton Beach
Bradenton Beach Sunsets 3, Anna Maria Island, FL
Dec 6 – 13, Individual Host
€ 283 per night
Guest favorite
Condo in Longboat Key
The Beach Condo Unit #107 Beachfront
Aug 29 – Sep 5
€ 239 per night

Sarasota house rentals

Guest favorite
Home in Sarasota
Sarasota Florida -Wild Orchid Creek Cottage Home
Aug 19 – 26
€ 155 per night
Guest favorite
Home in Sarasota
☀Coastal Gem☀Heated pool & amazing location!☀
Oct 26 – Nov 2
€ 257 per night
Guest favorite
Home in Sarasota
Modern, Bright Downtown SRQ A-Frame West of Trail
Jan 3 – 10, Individual Host
€ 504 per night
Guest favorite
Home in Sarasota
The Key Lime Cottage 2 miles from Siesta Key Beach
Nov 19 – 26, Individual Host
€ 129 per night
Guest favorite
Home in Sarasota
The Pineapple Suite.Teal tropical home in Sarasota
Aug 25 – Sep 1, Individual Host
€ 122 per night
Guest favorite
Home in Bradenton
Peaceful Braden River Oasis: Cottage
Nov 10 – 17, Individual Host
€ 110 per night
Guest favorite
Home in Sarasota
Your private retreat near Siesta Key Beach.
May 5 – 12, Individual Host
€ 444 per night
Guest favorite
Home in Sarasota
Newly Renovated Ranch Minutes From Beach/Downtown
Aug 11 – 18, Individual Host
€ 152 per night
Guest favorite
Home in Sarasota
La Hacienda / heated pool, hot tub, 6mi to beach
Aug 13 – 20, Individual Host
€ 395 per night
Guest favorite
Home in Sarasota
Siesta Key Escape 3 BR/2BA Heated Pool House
Aug 7 – 14
€ 335 per night
Guest favorite
Home in Sarasota
Beautifully Remodeled Home with Pool Near Siesta
Aug 28 – Sep 4, Individual Host
€ 331 per night
Guest favorite
Home in Sarasota
Gorgeous Home / Heated Pool and Spa
Oct 1 – 8, Individual Host
€ 364 per night

Sarasota condo rentals

Guest favorite
Condo in Sarasota
Near beach. Daily rentals. Pool. king bed
May 8 – 15, Individual Host
€ 252 per night
Guest favorite
Condo in Sarasota
Gateway to Siesta Key - 1/2 Mile to the Beach
Dec 3 – 10
€ 168 per night
Guest favorite
Condo in Longboat Key
SRQ/Longboat Key Beach - kid friendly/romantic B1
Sep 6 – 13, Individual Host
€ 210 per night
Guest favorite
Condo in St. Pete Beach
Sunset Beach Condo in Treasure Island
Nov 21 – 28
€ 131 per night
Guest favorite
Condo in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
Oct 27 – Nov 3, Individual Host
€ 445 per night
Guest favorite
Condo in Sarasota
[Beach Retreat] modern condo +5 min. walk to beach
Jan 7 – 14, Individual Host
€ 529 per night
Guest favorite
Condo in Siesta Key
Cozy Siesta Key studio 5 minute walk to Village
Jul 21 – 28, Individual Host
€ 260 per night
Guest favorite
Condo in Siesta Key
Steps away from beach and village! #1 in Siesta!
Oct 22 – 29, Individual Host
€ 333 per night
Guest favorite
Condo in Siesta Key
New: Cozy 1BR Beach Condo on Siesta Key!!!
Oct 20 – 27, Individual Host
€ 195 per night
Guest favorite
Condo in Siesta Key
Siesta Gardens @ Siesta Key Village
Aug 8 – 15
€ 252 per night
Guest favorite
Condo in Siesta Key
Siesta Key Beach Escape
Sep 28 – Oct 5, Individual Host
€ 377 per night
Guest favorite
Condo in Siesta Key
*A Stones Throw from #1 Voted Siesta Key Beach*
Dec 2 – 9, Individual Host
€ 323 per night

Quick stats about vacation rentals in Sarasota

Total rentals

2.3K properties

Rentals with dedicated workspaces

1.3K properties have a dedicated workspace

Rentals with a pool

880 properties have a pool

Pet-friendly rentals

870 properties allow pets

Family-friendly rentals

1.6K properties are a good fit for families

Total number of reviews

76K reviews

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.

Destinations to explore

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