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
Jul 22 – 27
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Jul 22 – 27
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R40,344 ZAR for 5 nights

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Guest favorite
Apartment in Sarasota
Modern 2/1+ shared, heated pool +4 min Siesta
Free cancellation
Aug 17 – 22
R18,525 ZAR for 5 nights
4.96 out of 5 average rating, 25 reviews
Guest favorite
Condo in Siesta Key
Crystal House on Siesta Key Beach
Free cancellation
Aug 11 – 16
R22,653 ZAR for 5 nights
4.9 out of 5 average rating, 120 reviews
Superhost
Bungalow in Siesta Key
Lagoon, pool, the Catamaran at Siesta Key Bungalow
Free cancellation
Sep 26 – Oct 1
R17,191 ZAR for 5 nights
4.89 out of 5 average rating, 9 reviews
Guest favorite
Condo in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 beds
Aug 5 – 10
R23,331 ZAR for 5 nights
4.94 out of 5 average rating, 33 reviews
Guest favorite
Home in Sarasota
Lux Pelican's Perch | Heated Pool + Hot Tub + Gym
Free cancellation
Aug 23 – 28
R48,630 ZAR for 5 nights
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Siesta Key
Designer Home| Sleeps 10| Walk to Beach & Village|
Free cancellation
Aug 16 – 21
R70,870 ZAR for 5 nights
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Siesta Key
Private Pool - Beach 100 steps, Village 5-min walk
8 beds
Jul 14 – 19
R59,835 ZAR for 5 nights
4.92 out of 5 average rating, 13 reviews
Guest favorite
Home in Siesta Key
Key Casa on canal, 3bd 2 bath, 0,5 miles f Siesta
1 queen bed
Jul 11 – 16
R37,579 ZAR for 5 nights
4.94 out of 5 average rating, 16 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
Top guest favorite
Condo in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
1 king bed
Aug 25 – 30
R23,077 ZAR for 5 nights
5.0 out of 5 average rating, 117 reviews
Guest favorite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
4 beds
Aug 3 – 8
R31,356 ZAR for 5 nights
5.0 out of 5 average rating, 21 reviews
Guest favorite
Home in Siesta Key
Siesta Beach House
Free cancellation
Aug 31 – Sep 5
R34,827 ZAR for 5 nights
4.91 out of 5 average rating, 163 reviews
Guest favorite
Home in Sarasota
Tiki Bar Paradise! Heated Pool & Gaming Oasis!
Free cancellation
Aug 24 – 29
R38,759 ZAR for 5 nights
4.93 out of 5 average rating, 44 reviews
Guest favorite
Condo in Siesta Key
Sea Shell Ocean view On Beach Walk everywhere Pool
3 beds
Jul 15 – 20
R30,973 ZAR for 5 nights
4.91 out of 5 average rating, 127 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
Home in Siesta Key
Sea Coast | Located in Siesta Key Village!
Free cancellation
Aug 16 – 21
R24,644 ZAR for 5 nights
5.0 out of 5 average rating, 14 reviews
Top guest favorite
Home in Sarasota
Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Free cancellation
Aug 20 – 25
R38,108 ZAR for 5 nights
4.97 out of 5 average rating, 71 reviews
Top guest favorite
Home in Siesta Key
Siesta Sunset Villa
Free cancellation
Jul 24 – 29
R67,324 ZAR for 5 nights
5.0 out of 5 average rating, 6 reviews