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Praia de Siesta Key
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Search results; Over 1,000 places
Over 1,000 places
Guest favorite
Guest favorite
Condo in Siesta Key
2 BR condo in Siesta Key w/ Private beach access
5 min drive
5 min drive
May 7 – 14
May 7 – 14
$290
$164
night
$164 per night, originally $290
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Guest favorite
Guest favorite
Condo in Siesta Key
NO Stairs, beachfront & short walk to the village!
10 min walk
10 min walk
Apr 27 – May 2
Apr 27 – May 2
$685
$605
night
$605 per night, originally $685
4.92 out of 5 average rating, 87 reviews
4.92 (87)
Guest favorite
Guest favorite
Apartment in Siesta Key
Renovated beachside condo-direct beach access
2 min drive
2 min drive
Jun 3 – 8
Jun 3 – 8
$329
$250
night
$250 per night, originally $329
4.95 out of 5 average rating, 37 reviews
4.95 (37)
Guest favorite
Guest favorite
Condo in Siesta Key
Palm Bay Club Most Desirable Spot on Siesta Key!
2 min drive
2 min drive
May 19 – 24
May 19 – 24
$401
night
$401 per night
4.97 out of 5 average rating, 64 reviews
4.97 (64)
Superhost
Superhost
Apartment in Siesta Key
Sunset Sensation
6 min walk
6 min walk
May 4 – 9
May 4 – 9
$400
night
$400 per night
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favorite
Guest favorite
Condo in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
14 min walk
14 min walk
May 4 – 9
May 4 – 9
$355
night
$355 per night
4.83 out of 5 average rating, 122 reviews
4.83 (122)
Home in Siesta Key
Siesta Key private beach access ground floor unit
4 min drive
4 min drive
May 11 – 18
May 11 – 18
$160
night
$160 per night
Guest favorite
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 min drive
2 min drive
Aug 26 – 31
Aug 26 – 31
$263
night
$263 per night
4.96 out of 5 average rating, 273 reviews
4.96 (273)
Guest favorite
Guest favorite
Apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
2 min drive
2 min drive
Aug 2 – 7
Aug 2 – 7
$375
night
$375 per night
4.99 out of 5 average rating, 139 reviews
4.99 (139)
Guest favorite
Guest favorite
Condo in Siesta Key
Amazing beach view! Entire unit renovated!
5 min walk
5 min walk
May 28 – Jun 4
May 28 – Jun 4
$250
$220
night
$220 per night, originally $250
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Guest favorite
Guest favorite
Apartment in Siesta Key
Siesta Sunset Condo
2 min drive
2 min drive
May 2 – 9
May 2 – 9
$200
night
$200 per night
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favorite
Guest favorite
Condo in Sarasota
Location,Location,Location-Beachfront-Siesta Key
5 min drive
5 min drive
May 6 – 11
May 6 – 11
$385
$347
night
$347 per night, originally $385
4.97 out of 5 average rating, 66 reviews
4.97 (66)
Guest favorite
Guest favorite
Apartment in Siesta Key
Across from beach & walk to town
10 min walk
10 min walk
Apr 26 – May 1
Apr 26 – May 1
$550
$400
night
$400 per night, originally $550
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favorite
Guest favorite
Home in Siesta Key
BOUTIQUE HOTEL STYLE HOME - STEPS FROM THE BEACH!!
8 min walk
8 min walk
Jun 1 – 8
Jun 1 – 8
$545
night
$545 per night
4.92 out of 5 average rating, 49 reviews
4.92 (49)
Guest favorite
Guest favorite
Home in Siesta Key
Siesta Peace Retreat a private home rental
3 min drive
3 min drive
Apr 29 – May 4
Apr 29 – May 4
$530
$424
night
$424 per night, originally $530
4.93 out of 5 average rating, 105 reviews
4.93 (105)
Guest favorite
Guest favorite
Home in Siesta Key
Lovely Siesta Key house near beach w/ heated pool!
10 min walk
10 min walk
May 10 – 15
May 10 – 15
$399
$349
night
$349 per night, originally $399
4.94 out of 5 average rating, 68 reviews
4.94 (68)
Guest favorite
Guest favorite
Townhouse in Siesta Key
Saltwater Serendipity
3 min drive
3 min drive
Apr 21 – 26
Apr 21 – 26
$671
$393
night
$393 per night, originally $671
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favorite
Guest favorite
Home in Siesta Key
Beachfront 180-Degree View, Walk to Village!
3 min drive
3 min drive
Apr 20 – 27
Apr 20 – 27
$625
night
$625 per night
5.0 out of 5 average rating, 22 reviews
5.0 (22)
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