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Search results; Over 1,000 places in Siesta Key
Over 1,000 places in Siesta Key
Condo in Sarasota
Breathtaking Beachfront Views in Siesta Key
3 beds
3 beds
May 1 – 6
May 1 – 6
$398
night
$398 per night
New place to stay
New
Guest favorite
Guest favorite
Condo in Siesta Key
Seaside on Siesta Key Beach
3 beds
3 beds
May 16 – 23
May 16 – 23
$224
$179
night
$179 per night, originally $224
4.98 out of 5 average rating, 66 reviews
4.98 (66)
Condo in Siesta Key
Vacation Condo on Siesta Key, FL
2 beds
2 beds
Jun 26 – Jul 1
Jun 26 – Jul 1
$158
night
$158 per night
4.72 out of 5 average rating, 164 reviews
4.72 (164)
Guest favorite
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds
2 beds
Aug 20 – 25
Aug 20 – 25
$259
night
$259 per night
4.96 out of 5 average rating, 267 reviews
4.96 (267)
Guest favorite
Guest favorite
Condo in Siesta Key
2 BR condo in Siesta Key w/ Private beach access
3 beds
3 beds
Apr 20 – 27
Apr 20 – 27
$400
$244
night
$244 per night, originally $400
4.97 out of 5 average rating, 34 reviews
4.97 (34)
Guest favorite
Guest favorite
Condo in Siesta Key
Siesta Oceanview Retreat-1 min walking to beach
4 beds
4 beds
May 22 – 27
May 22 – 27
$210
night
$210 per night
4.86 out of 5 average rating, 7 reviews
4.86 (7)
Guest favorite
Guest favorite
Condo in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
1 king bed
1 king bed
May 28 – Jun 2
May 28 – Jun 2
$222
night
$222 per night
5.0 out of 5 average rating, 61 reviews
5.0 (61)
Guest favorite
Guest favorite
Apartment in Siesta Key
Cozy Coastal Getaway 2 min Walk to Beach & Village
2 beds
2 beds
Apr 28 – May 3
Apr 28 – May 3
$240
$180
night
$180 per night, originally $240
4.99 out of 5 average rating, 72 reviews
4.99 (72)
Superhost
Superhost
Apartment in Siesta Key
Sunset Sensation
2 beds
2 beds
Apr 12 – 17
Apr 12 – 17
$400
night
$400 per night
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Superhost
Superhost
Home in Siesta Key
Beachfront Getaway in Siesta Key
2 beds
2 beds
May 28 – Jun 2
May 28 – Jun 2
$285
night
$285 per night
4.76 out of 5 average rating, 470 reviews
4.76 (470)
Guest favorite
Guest favorite
Condo in Siesta Key
Walk to Siesta Key Village and Beach
2 beds
2 beds
Apr 13 – 18
Apr 13 – 18
$345
night
$345 per night
4.95 out of 5 average rating, 148 reviews
4.95 (148)
Guest favorite
Guest favorite
Condo in Siesta Key
Siesta Gardens @ Siesta Key Village
3 beds
3 beds
Apr 24 – 29
Apr 24 – 29
$325
night
$325 per night
4.96 out of 5 average rating, 351 reviews
4.96 (351)
Guest favorite
Guest favorite
Home in Siesta Key
Your Tropical Paradise at a Siesta Key Beach House
3 beds
3 beds
Apr 5 – 10
Apr 5 – 10
$435
$261
night
$261 per night, originally $435
4.98 out of 5 average rating, 57 reviews
4.98 (57)
Guest favorite
Guest favorite
Home in Siesta Key
Siesta Key Beach & Village 2BR/2BA Steps to Beach
3 beds
3 beds
Apr 6 – 11
Apr 6 – 11
$525
$425
night
$425 per night, originally $525
4.92 out of 5 average rating, 138 reviews
4.92 (138)
Guest favorite
Guest favorite
Home in Siesta Key
One-of-a-kind*Beach, Village, Dock & Private Pool!
4 beds
4 beds
Apr 6 – 11
Apr 6 – 11
$499
night
$499 per night
5.0 out of 5 average rating, 122 reviews
5.0 (122)
Guest favorite
Guest favorite
Condo in Siesta Key
Siesta Key Condo! Steps from Private Beach & Pool!
3 beds
3 beds
Apr 20 – 25
Apr 20 – 25
$411
$206
night
$206 per night, originally $411
4.83 out of 5 average rating, 65 reviews
4.83 (65)
Guest favorite
Guest favorite
Condo in Siesta Key
Palm Bay Club Most Desirable Spot on Siesta Key!
3 beds
3 beds
Apr 29 – May 4
Apr 29 – May 4
$401
night
$401 per night
4.98 out of 5 average rating, 62 reviews
4.98 (62)
Guest favorite
Guest favorite
Vacation home in Siesta Key
Siesta Beach View : Pineapple Bungalow Efficiency
2 beds
2 beds
Apr 11 – 16
Apr 11 – 16
$435
night
$435 per night
5.0 out of 5 average rating, 55 reviews
5.0 (55)
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