Find Vacation Rentals in Siesta Key

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Siesta Key
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Siesta Key
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Popular Siesta Key Vacation Rentals

Find the perfect Siesta Key vacation rental

Condo Siesta Key
$269 per night
Condo ∙ 8 guests ∙ 3 bedrooms
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
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Details
Condo Siesta Key
$606 per night
Condo ∙ 10 guests ∙ 4 bedrooms
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
Details
Details
House Siesta Key
$216 per night
House ∙ 4 guests ∙ 2 bedrooms
4.6
Excellent (41 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
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Details
Apartment Siesta Key
$205 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.7
Excellent (35 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
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House Siesta Key
$431 per night
House ∙ 8 guests ∙ 3 bedrooms
4.5
Excellent (30 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
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Details
Condo Siesta Key
$154 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (2 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
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Details
Condo Siesta Key
$549 per night
Condo ∙ 6 guests ∙ 3 bedrooms
4.7
Excellent (6 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
Details
Details
Condo Siesta Key
$202 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.7
Excellent (10 ratings)
Siesta Key, Sarasota County, Florida, United States
Details
Vrbo
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Details
House Siesta Key
$248 per night
House ∙ 8 guests ∙ 3 bedrooms
4.5
Excellent (35 ratings)
Siesta Key, Sarasota County, Florida, United States
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Vrbo
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Vacation Homes With Terraces

Villa  Siesta Key
$178 per night
Villa ∙ 5 guests ∙ 2 bedrooms
4.7
Excellent (106 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
Details
Vrbo
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Details
House  Siesta Key
$534 per night
House ∙ 11 guests ∙ 4 bedrooms
4.7
Excellent (99 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
Details
Vrbo
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Details
House  Siesta Key
$587 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
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Vrbo
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Vacation rentals and apartments with air conditioning

Apartment  Siesta Key
$189 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.4
Very good (29 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
Details
Vrbo
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Details
House  Siesta Key
$316 per night
House ∙ 7 guests ∙ 2 bedrooms
4.0
Very good (6 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
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Vrbo
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Details
House  Siesta Key
$245 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (46 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  Siesta Key
$279 per night
House ∙ 8 guests ∙ 3 bedrooms
Siesta Key, Sarasota County, Florida, United States
Internet
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Vrbo
Details
Details
Condo  Siesta Key
$266 per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (67 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
Details
Vrbo
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Details
Villa  Siesta Key
$212 per night
Villa ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding (4 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
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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 $105.

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

You can find 5,939 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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