Search results; Over 1,000 places in Siesta Key

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Guest favorite
Resort in Siesta Key
The Nook, with heated pool.
2 guests1 bedroom1 bed1 private bath
Sep 15 – 20
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Sep 15 – 20
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R26,112 ZAR for 5 nights

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Guest favorite
Home in Siesta Key
Designer Home| Sleeps 10| Walk to Beach & Village|
4 beds
Aug 16 – 21
R70,870 ZAR for 5 nights
5.0 out of 5 average rating, 5 reviews
Guest favorite
Condo in Siesta Key
Siesta Key Beach Condo - location, location!
2 beds
Aug 10 – 15
R18,631 ZAR for 5 nights
5.0 out of 5 average rating, 5 reviews
Guest favorite
Condo in Siesta Key
Crystal House on Siesta Key Beach
6 beds
Aug 11 – 16
R22,653 ZAR for 5 nights
4.9 out of 5 average rating, 120 reviews
Guest favorite
Home in Sarasota
Lux Pelican's Perch | Heated Pool + Hot Tub + Gym
6 beds
Aug 23 – 28
R48,736 ZAR for 5 nights
5.0 out of 5 average rating, 14 reviews
Superhost
Bungalow in Siesta Key
Lagoon, pool, the Catamaran at Siesta Key Bungalow
2 beds
Sep 26 – Oct 1
R17,551 ZAR for 5 nights
4.89 out of 5 average rating, 9 reviews
Top guest favorite
Condo in Siesta Key
Siesta Oceanview Retreat-1 min walking to beach
4 beds
Aug 9 – 15
R28,158 ZAR for 6 nights
4.94 out of 5 average rating, 48 reviews
Guest favorite
Condo in Siesta Key
Siesta Key Beach Front Condo
3 beds
Aug 11 – 18
R39,442 ZAR for 7 nights
4.94 out of 5 average rating, 109 reviews
Guest favorite
Home in Siesta Key
Siesta Beach House
3 beds
Aug 31 – Sep 5
R34,827 ZAR for 5 nights
4.91 out of 5 average rating, 163 reviews
Top guest favorite
Townhouse in Siesta Key
100 Steps to beach access & 5-min Village walk
2 beds
Aug 6 – 11
R23,612 ZAR for 5 nights
4.96 out of 5 average rating, 28 reviews
Top guest favorite
Condo in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
1 king bed
Aug 25 – 30
R23,034 ZAR for 5 nights
5.0 out of 5 average rating, 117 reviews
Guest favorite
Condo in Siesta Key
Casa Mar Steps 2 Siesta Key, Pool, Tennis, & More!
2 beds
Aug 30 – Sep 4
R18,991 ZAR for 5 nights
4.95 out of 5 average rating, 81 reviews
Guest favorite
Condo in Siesta Key
Sea Shell Ocean view On Beach Walk everywhere Pool
3 beds
Jul 15 – 20
R30,042 ZAR for 5 nights
4.91 out of 5 average rating, 127 reviews
Guest favorite
Home in Siesta Key
Sea Coast | Located in Siesta Key Village!
1 king bed
Aug 16 – 21
R24,644 ZAR for 5 nights
5.0 out of 5 average rating, 14 reviews
Guest favorite
Apartment in Siesta Key
Escape to Seaclusion and Siesta Key’s #1 Beach!
2 beds
Jul 19 – 26
R30,275 ZAR for 7 nights
5.0 out of 5 average rating, 6 reviews
Guest favorite
Condo in Siesta Key
Condo in popular Palm Bay Club
5 beds
Aug 16 – 21
R32,815 ZAR for 5 nights
5.0 out of 5 average rating, 7 reviews
Top guest favorite
Home in Siesta Key
Siesta Sunset Villa
5 beds
Jul 24 – 29
R67,324 ZAR for 5 nights
5.0 out of 5 average rating, 6 reviews
Top guest favorite
Home in Sarasota
Your DreamOasisAwaits: SiestaKeyEscape with Pool!
3 beds
Aug 20 – 25
R38,108 ZAR for 5 nights
4.97 out of 5 average rating, 71 reviews
Guest favorite
Townhouse in Siesta Key
Villa Marina (1 Block from beach with heated pool)
2 beds
Sep 1 – 6
R23,139 ZAR for 5 nights
5.0 out of 5 average rating, 6 reviews