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Siesta Key
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Search results; Over 1,000 places in Siesta Key
Over 1,000 places in Siesta Key
Learn how we sort results
Learn how we sort results
Guest favorite
Guest favorite
Condo in Siesta Key
2 BR condo in Siesta Key w/ Private beach access
Hosted by Maggy And Molham
Hosted by Maggy And Molham
Apr 27 – May 4
Apr 27 – May 4
€ 355
€ 226
night
€ 226 per night, originally € 355
·
€ 1,579 total
€ 1,579 total
Show price breakdown
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Superhost
Superhost
Cottage in Siesta Key
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Hosted by a business
Hosted by a business
Apr 27 – May 2
Apr 27 – May 2
€ 437
€ 261
night
€ 261 per night, originally € 437
·
€ 1,302 total
€ 1,302 total
Show price breakdown
4.88 out of 5 average rating, 214 reviews
4.88 (214)
Guest favorite
Guest favorite
Apartment in Siesta Key
Renovated beachside condo-direct beach access
Hosted by Min
Hosted by Min
May 26 – 31
May 26 – 31
€ 412
€ 316
night
€ 316 per night, originally € 412
·
€ 1,579 total
€ 1,579 total
Show price breakdown
4.95 out of 5 average rating, 37 reviews
4.95 (37)
Guest favorite
Guest favorite
Condo in Siesta Key
Comfy Siesta Key Condo
Hosted by Sandra
Hosted by Sandra
May 8 – 15
May 8 – 15
€ 235
night
€ 235 per night
·
€ 1,639 total
€ 1,639 total
Show price breakdown
4.82 out of 5 average rating, 72 reviews
4.82 (72)
Condo in Siesta Key
Vacation Condo on Siesta Key, FL
Hosted by Rae
Hosted by Rae
Jun 26 – Jul 1
Jun 26 – Jul 1
€ 223
night
€ 223 per night
·
€ 1,111 total
€ 1,111 total
Show price breakdown
4.72 out of 5 average rating, 165 reviews
4.72 (165)
Apartment in Siesta Key
Sunset Beach Studio With Pool!
Hosted by a business
Hosted by a business
Jun 15 – 20
Jun 15 – 20
€ 315
€ 271
night
€ 271 per night, originally € 315
·
€ 1,351 total
€ 1,351 total
Show price breakdown
4.81 out of 5 average rating, 148 reviews
4.81 (148)
Superhost
Superhost
Cottage in Siesta Key
Adorable Cozy Silver Sands Cottage on Siesta Key!!
Hosted by Joe
Hosted by Joe
Apr 22 – 27
Apr 22 – 27
€ 244
€ 184
night
€ 184 per night, originally € 244
·
€ 916 total
€ 916 total
Show price breakdown
4.85 out of 5 average rating, 131 reviews
4.85 (131)
Guest favorite
Guest favorite
Condo in Siesta Key
NO Stairs, beachfront & short walk to the village!
Hosted by Stephanie
Hosted by Stephanie
Apr 27 – May 2
Apr 27 – May 2
€ 886
€ 811
night
€ 811 per night, originally € 886
·
€ 4,052 total
€ 4,052 total
Show price breakdown
4.92 out of 5 average rating, 87 reviews
4.92 (87)
Guest favorite
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
Hosted by Tim & Stephanie
Hosted by Tim & Stephanie
Aug 26 – 31
Aug 26 – 31
€ 353
night
€ 353 per night
·
€ 1,762 total
€ 1,762 total
Show price breakdown
4.96 out of 5 average rating, 272 reviews
4.96 (272)
Guest favorite
Guest favorite
Apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
Hosted by Diego
Hosted by Diego
Aug 2 – 7
Aug 2 – 7
€ 490
night
€ 490 per night
·
€ 2,449 total
€ 2,449 total
Show price breakdown
4.99 out of 5 average rating, 139 reviews
4.99 (139)
Guest favorite
Guest favorite
Apartment in Siesta Key
Siesta Sunset Condo
Hosted by Richard
Hosted by Richard
May 2 – 9
May 2 – 9
€ 272
night
€ 272 per night
·
€ 1,904 total
€ 1,904 total
Show price breakdown
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favorite
Guest favorite
Condo in Siesta Key
Amazing beach view! Entire unit renovated!
Hosted by Zoryana
Hosted by Zoryana
May 28 – Jun 4
May 28 – Jun 4
€ 351
€ 323
night
€ 323 per night, originally € 351
·
€ 2,259 total
€ 2,259 total
Show price breakdown
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Guest favorite
Guest favorite
Cottage in Siesta Key
Surf Shack- Walk to Village/Boat Dock Included
Hosted by Jim
Hosted by Jim
May 27 – Jun 3
May 27 – Jun 3
€ 172
night
€ 172 per night
·
€ 1,198 total
€ 1,198 total
Show price breakdown
4.94 out of 5 average rating, 66 reviews
4.94 (66)
Superhost
Superhost
Condo in Siesta Key
LUXECottage @Crystal Sands -Siesta Key Beachfront!
Hosted by Quinn
Hosted by Quinn
May 18 – 25
May 18 – 25
€ 358
night
€ 358 per night
·
€ 2,502 total
€ 2,502 total
Show price breakdown
4.91 out of 5 average rating, 55 reviews
4.91 (55)
Superhost
Superhost
Apartment in Siesta Key
Sunset Sensation
Hosted by Maria
Hosted by Maria
May 4 – 9
May 4 – 9
€ 553
night
€ 553 per night
·
€ 2,763 total
€ 2,763 total
Show price breakdown
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favorite
Guest favorite
Condo in Siesta Key
The Honeymoon Suite on Siesta Key Beach
Hosted by Eric
Hosted by Eric
Jun 9 – 14
Jun 9 – 14
€ 300
night
€ 300 per night
·
€ 1,498 total
€ 1,498 total
Show price breakdown
4.95 out of 5 average rating, 62 reviews
4.95 (62)
Guest favorite
Guest favorite
Condo in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
Hosted by Jennifer
Hosted by Jennifer
May 18 – 23
May 18 – 23
€ 448
night
€ 448 per night
·
€ 2,240 total
€ 2,240 total
Show price breakdown
4.91 out of 5 average rating, 78 reviews
4.91 (78)
Guest favorite
Guest favorite
Condo in Siesta Key
Siesta Village Short Walk to Beach w heated Pool
Hosted by Kathryne
Hosted by Kathryne
May 11 – 16
May 11 – 16
€ 331
€ 260
night
€ 260 per night, originally € 331
·
€ 1,298 total
€ 1,298 total
Show price breakdown
4.9 out of 5 average rating, 87 reviews
4.9 (87)
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