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Airbnbs in Siesta Key

Siesta Key
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Siesta Key
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Top-rated airbnbs in Siesta Key

Browse our top rated airbnbs offers

House Siesta Key
May 25 - Jun 1
-23%
$259
$199 per night
Airbnb ∙ 4 guests ∙ 2 bedrooms

Beautiful Vacation Home in Siesta Key

4.5
Excellent (48 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Nov 16 - Nov 23
-39%
$550
$338 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

Pleasant Condo in Siesta Key with Pool & Grill

4.8
Outstanding (9 ratings)
Siesta Key, Sarasota County, Florida, United States
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Apartment Siesta Key
Sep 20 - Sep 27
-46%
$895
$481 per night
Airbnb ∙ 8 guests ∙ 1 bedroom

Apartment in Siesta Key with Pool

5.0
Outstanding (1 rating)
Siesta Key, Sarasota County, Florida, United States
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Best Deals and Discounts on Airbnbs

Save up to 63%

Condo Siesta Key
Sep 7 - Sep 14
-22%
$485
$376 per night
Airbnb ∙ 8 guests ∙ 3 bedrooms

Spacious Condo in Sarasota with Grill, Pool & Patio + Beach Views

4.6
Excellent (63 ratings)
Siesta Key, Sarasota County, Florida, United States
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Apartment Siesta Key
Sep 14 - Sep 21
-63%
$751
$279 per night
Airbnb ∙ 8 guests ∙ 1 bedroom

Deluxe Rental Apartment in Siesta Key with Pool

Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Nov 16 - Nov 23
-46%
$410
$220 per night
Airbnb ∙ 8 guests ∙ 3 bedrooms

Condo in Siesta Key with Pool, Patio & Grill

5.0
Outstanding (1 rating)
Siesta Key, Sarasota County, Florida, United States
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Airbnbs in Siesta Key: Top Accommodations

Condo Siesta Key
Oct 12 - Oct 19
$305 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

Condo in Siesta Key

5.0
Outstanding (2 ratings)
Siesta Key, Sarasota County, Florida, United States
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Apartment Siesta Key
Jul 27 - Aug 3
$205 per night
Airbnb ∙ 5 guests ∙ 2 bedrooms

Apartment in Lido Key with Grill & Pool

4.7
Excellent (64 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
Sep 7 - Sep 14
-56%
$695
$304 per night
Airbnb ∙ 8 guests ∙ 3 bedrooms

House in Siesta Key with Grill & Patio + Ocean Views

4.5
Excellent (31 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
Jun 2 - Jun 9
$523 per night
Airbnb ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Siesta Key with Spacious Patio + One-Of-A-Kind Views

4.6
Excellent (31 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Sep 7 - Sep 14
$148 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

Condo in Sarasota with Pool & Grill

4.8
Outstanding (13 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
May 29 - Jun 5
$282 per night
Airbnb ∙ 24 guests ∙ 8 bedrooms

House in Sarasota with Private Parking

4.9
Outstanding (133 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Sep 7 - Sep 14
-73%
$487
$133 per night
Airbnb ∙ 4 guests ∙ 2 bedrooms

Beautiful Condo in Siesta Key with Grill, Sauna & Pool

5.0
Outstanding (1 rating)
Siesta Key, Sarasota County, Florida, United States
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Apartment Siesta Key
Jan 4 - Jan 11
-31%
$199
$138 per night
Airbnb ∙ 2 guests ∙ 1 bedroom

Lovely Rental Apartment in Siesta Key

4.4
Very good (32 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
Oct 12 - Oct 19
$253 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

House in Sarasota with Yard, Pool & Grill

5.0
Outstanding (25 ratings)
Siesta Key, Sarasota County, Florida, United States
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Budget-friendly airbnbs in Siesta Key

Our top value vacation rentals for airbnbs

House Siesta Key
May 29 - Jun 5
$282 per night
Airbnb ∙ 24 guests ∙ 8 bedrooms

House in Sarasota with Private Parking

4.9
Outstanding (133 ratings)
Siesta Key, Sarasota County, Florida, United States
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Condo Siesta Key
Aug 24 - Aug 31
-73%
$487
$134 per night
Airbnb ∙ 4 guests ∙ 2 bedrooms

Beautiful Condo in Siesta Key with Grill, Sauna & Pool

5.0
Outstanding (1 rating)
Siesta Key, Sarasota County, Florida, United States
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Apartment Siesta Key
Jan 4 - Jan 11
-31%
$199
$138 per night
Airbnb ∙ 2 guests ∙ 1 bedroom

Lovely Rental Apartment in Siesta Key

4.4
Very good (32 ratings)
Siesta Key, Sarasota County, Florida, United States
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Stay connected: Airbnbs with internet

House  Siesta Key
Jun 15 - Jun 22
-32%
$252
$172 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

House in Sarasota with Pool, Yard & Grill

3.8
Good (30 ratings)
Siesta Key, Sarasota County, Florida, United States
Free cancellation
Internet
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Condo  Siesta Key
Aug 18 - Aug 25
-75%
$476
$121 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

Condo in Siesta Key with Interior Parking + Beach Nearby

4.5
Excellent (65 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
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House  Siesta Key
May 7 - May 14
-66%
$1,000
$339 per night
Airbnb ∙ 9 guests ∙ 3 bedrooms

Vacation Home in Siesta Key with Private Balcony

4.7
Excellent (35 ratings)
Siesta Key, Sarasota County, Florida, United States
Internet
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Stay Cool: Airbnbs with Air Conditioning

Condo  Siesta Key
Nov 16 - Nov 23
-68%
$521
$167 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

Family Friendly Condo in Siesta Key with Open Balcony

5.0
Outstanding (137 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
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House  Siesta Key
Oct 12 - Oct 19
$253 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

House in Sarasota with Yard, Pool & Grill

5.0
Outstanding (25 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
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Condo  Siesta Key
Nov 16 - Nov 23
-47%
$565
$300 per night
Airbnb ∙ 4 guests ∙ 2 bedrooms

Condo in Siesta Key with Grill, Patio & Pool + Gulf Views

4.8
Outstanding (86 ratings)
Siesta Key, Sarasota County, Florida, United States
Air conditioning
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Soak Up the Sun: Airbnbs with Patios

Villa  Siesta Key
Sep 21 - Sep 28
$157 per night
Airbnb ∙ 5 guests ∙ 2 bedrooms

Villa in Siesta Key with Yard, Patio & Grill + Peek-A-Boo View + Beach Nearby

4.6
Excellent (105 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
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House  Siesta Key
May 14 - May 21
$396 per night
Airbnb ∙ 8 guests ∙ 3 bedrooms

House in Siesta Key with Large Patio

5.0
Outstanding (5 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
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House  Siesta Key
Oct 26 - Nov 2
$293 per night
Airbnb ∙ 8 guests ∙ 4 bedrooms

House in Siesta Key with Clean Pool

4.8
Outstanding (92 ratings)
Siesta Key, Sarasota County, Florida, United States
Balcony/Patio
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Airbnbs with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House Siesta Key
Aug 3 - Aug 10
-49%
$636
$324 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

Entire Vacation Home in South Sarasota with Pool, Grill & Jacuzzi + Enjoy Views

5.0
Outstanding (3 ratings)
Siesta Key, Sarasota County, Florida, United States
Free cancellation
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Condo Siesta Key
Dec 6 - Dec 13
-48%
$384
$200 per night
Airbnb ∙ 4 guests ∙ 2 bedrooms

Condo in Siesta Key with Gorgeous Pool + Water Views

4.3
Very good (74 ratings)
Siesta Key, Sarasota County, Florida, United States
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House Siesta Key
Sep 11 - Sep 18
-76%
$1,171
$283 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

Vacation Home in St. Armands with Pool, Grill & Jacuzzi

5.0
Outstanding (5 ratings)
Siesta Key, Sarasota County, Florida, United States
Free cancellation
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Airbnbs in Siesta Key for Any Type of Traveler

Looking to accommodate a medium-sized or large group in Siesta Key?

HomeToGo features many Airbnbs in Siesta Key with 7+ bedrooms and 7+ bathrooms. Book wonderful Airbnbs for large groups in Siesta Key, complete with private pool, large kitchen, and plenty of space to relax. September is the most affordable month to stay in Siesta Key with a large group, when nightly prices for Airbnbs will range from $338 to $636 per night. Begin searching our top cabins for 8+ people and plan the perfect vacation!

Trying to plan a large family getaway in Siesta Key?

Take a look at HomeToGo's selection of large Airbnbs in Siesta Key, suitable for a big family with 5+ beds and lots of washrooms. Siesta Key has lots of fun family-friendly activities to do, including biking, swimming, hiking, and many outdoor activities. Lots of Airbnbs in Siesta Key come with family-friendly amenities, including hot tubs, private pool, TV, games, and many others. Many Airbnbs in Siesta Key will cost around $433 per day for a family of 5 people but there are lots of affordable options in Siesta Key to choose from. Start searching for family-friendly Airbnbs today!

Planning a remote trip in Siesta Key with your partner?

Reserve wonderful Airbnbs in Siesta Key for a romantic getaway, complete with jacuzzi, sauna, and a amazing view of Siesta Key's stunning scenery. You can find many fun activities to try with your partner on your couples trip, including swimming, hiking, biking, and many other outdoor activities. The cheapest time to book is September with prices starting at $133 per night. Browse HomeToGo's best Airbnbs for romantic retreats in Siesta Key now!
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Information about Airbnbs in Siesta Key

📏 Average home size 204 m²
😎 Least busy month September
🛏️ Popular home types Apartment rental and House rental
🌡️ Hottest months August and June
❄️ Coldest months February and January
🌧️ Rainiest months 18 rainy days in August and July

Frequently Asked Questions

Airbnbs in Siesta Key: What is the cost per night of stay?

HomeToGo offers incredible rentals for Airbnbs in Siesta Key, with retes as low as $133 per night.

Can I find a vacation home for a large group for Airbnbs in Siesta Key?

Usually the size of a House rental is 204 m² and can fit 8 guests on average which is great for large groups.

What kinds of vacation rentals can i book for Airbnbs in Siesta Key?

We would suggest checking out our selection of Apartment rental and House rental for Airbnbs in Siesta Key.

Are there any airbnbs with hot tubs in Siesta Key?

Absolutely! A supreme relaxation experience awaits you during your stay in Siesta Key! Enjoy ultimate relaxation with a regenerating bath after - opt for an airbnb with a hot tub.

Are there any airbnbs are close to water in Siesta Key?

HomeToGo offers 5642 airbnbs located near water in Siesta Key. You will be in a short distance from the water to relax and swim. It is good to note that some of our airbnbs have direct access to the beach.

When is the best time to rent an airbnb in Siesta Key?

If you'd like to rent an airbnb in Siesta Key in summer, keep in mind that summer, particularly in August and June, is characterized by temperatures around 91°F. If you're thinking of renting an airbnb in Siesta Key during the winter, February and January are usually the coldest months, with temperatures reaching 55°F.

Are there any pet-friendly airbnbs in Siesta Key?

We know how essential it is to travel with your pet. For this reason we offer 945 pet-friendly airbnbs that will happily accept you and your furry friend.

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