Find Vacation Rentals in Siesta Key

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Popular Siesta Key Vacation Rentals

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Condo Siesta Key
$232 per night
Condo ∙ 5 guests ∙ 2 bedrooms
4.9
"Excellent" (104 ratings)
Siesta Key, Sarasota County, Florida, United States
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Vrbo
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Condo Siesta Key
$176 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Siesta Key, Sarasota County, Florida, United States
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Vrbo
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Condo Siesta Key
$357 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (15 ratings)
Siesta Key, Sarasota County, Florida, United States
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Vrbo
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Condo Siesta Key
$223 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (129 ratings)
Siesta Key, Sarasota County, Florida, United States
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Vrbo
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Condo Siesta Key
$215 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.9
"Excellent" (161 ratings)
Siesta Key, Sarasota County, Florida, United States
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Vrbo
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Condo Siesta Key
$205 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.8
"Excellent" (45 ratings)
Siesta Key, Sarasota County, Florida, United States
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Vrbo
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Condo Siesta Key
$179 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
"Excellent" (78 ratings)
Siesta Key, Sarasota County, Florida, United States
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Vrbo
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Cottage Siesta Key
$233 per night
Cottage ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (278 ratings)
Siesta Key, Sarasota County, Florida, United States
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Vrbo
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Condo Siesta Key
$191 per night
Condo ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (158 ratings)
Siesta Key, Sarasota County, Florida, United States
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Vrbo
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Vacation rentals and apartments with air conditioning

Condo Air conditioning Siesta Key
$364 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (87 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
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Vrbo
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Condo Air conditioning Siesta Key
$285 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.6
"Outstanding" (56 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
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Vrbo
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Condo Air conditioning Siesta Key
$325 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (77 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
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Vrbo
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Vacation rentals with Wi-Fi

House Internet Siesta Key
$192 per night
House ∙ 6 guests ∙ 3 bedrooms
4.4
"Very good" (22 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
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Vrbo
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House Internet Siesta Key
$222 per night
House ∙ 4 guests ∙ 2 bedrooms
4.7
"Outstanding" (11 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
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Vrbo
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Condo Internet Siesta Key
$458 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.8
"Excellent" (74 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
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Vacation Homes With Terraces

Condo Balcony/Patio Siesta Key
$175 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (62 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
Details
Vrbo
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Condo Balcony/Patio Siesta Key
$177 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (28 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
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Vrbo
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Condo Balcony/Patio Siesta Key
$338 per night
Condo ∙ 5 guests ∙ 2 bedrooms
4.9
"Excellent" (29 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
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Vrbo
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Frequently Asked Questions

What is the price of vacation rentals in Siesta Key?

The price per night in Siesta Key starts at $169.

Is there a wide selection of vacation rentals in Siesta Key?

You can find 4,487 available vacation rentals in Siesta Key.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Siesta Key Information

About Siesta Key

Siesta Key is a small barrier island off the coast of Florida with the Gulf of Mexico on the west and Roberts Bay to the east. Only about 3.5 square miles, Siesta Key has a relaxed, suburban atmosphere that draws tourists and locals who want to get away from it all, but still have easy access to mainland amenities.

Things to do in Siesta Key

Siesta Key is best known for its warm, clear beaches. Siesta Key Public Beach, voted the 3rd Best Beach in the US by TripAdvisor users, is the most popular on the island. While this long-time favorite and nearby Crescent Beach are known for their soft, spotless sand, Turtle Beach is hailed as the perfect place for collecting shells. Surfing, volleyball, scuba diving, fishing, boating, jet skiing, and even parasailing are all beach activities available at one or more beaches on Siesta Key. Downtown hosts a wealth of dining and shopping options from family-friendly restaurants to a host of clubs and nightlife spots. Explore the island’s natural beauty with a hike, bike ride, or walk to the Point of Rocks to spot rare marine life and birds.

Siesta Key Accommodations

Even though it is an island, Siesta Key is not difficult to reach. Fly into the Sarasota-Bradenton International Airport, just 8 miles from the center of Siesta Key, and drive into town via one of the two drawbridges that connect it to the mainland. If you want to get started on your vacation right away, you can even take a ferry or boat from nearby Sarasota. Finding a vacation rental with a view or pool within your price range will not be a challenge with Tripping’s wide variety of properties available on Siesta Key!

Popular Day Trips Near Siesta Key

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