Search results; Over 1,000 places in Siesta Key

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Guest favorite
Apartment in Siesta Key
Siesta Sunsets Suite
4 guests1 bedroom1 bath
Jul 27 – Aug 1
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Jul 27 – Aug 1
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R23,108 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
R70,769 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
R22,621 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
R48,434 ZAR for 5 nights
5.0 out of 5 average rating, 13 reviews
Guest favorite
Apartment in Sarasota
Modern 2/1+ shared, heated pool +4 min Siesta
2 beds
Aug 6 – 11
R19,281 ZAR for 5 nights
4.96 out of 5 average rating, 25 reviews
Guest favorite
Condo in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 beds
Aug 5 – 10
R23,398 ZAR for 5 nights
4.94 out of 5 average rating, 32 reviews
Guest favorite
Condo in Siesta Key
Amazing beach view! Entire unit renovated!
3 beds
Jul 28 – Aug 4
R38,477 ZAR for 7 nights
5.0 out of 5 average rating, 41 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
R37,525 ZAR for 5 nights
4.94 out of 5 average rating, 16 reviews
Top guest favorite
Condo in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
1 king bed
Aug 25 – 30
R23,086 ZAR for 5 nights
5.0 out of 5 average rating, 117 reviews
Top guest favorite
Condo in Siesta Key
Siesta Oceanview Retreat-1 min walking to beach
4 beds
Aug 9 – 15
R28,118 ZAR for 6 nights
4.94 out of 5 average rating, 48 reviews
Guest favorite
Home in Sarasota
Tiki Bar Paradise! Heated Pool & Gaming Oasis!
4 beds
Aug 24 – 29
R38,704 ZAR for 5 nights
4.93 out of 5 average rating, 44 reviews
Superhost
Home in Longboat Key
Stylish Oceanfront Villa | Pool + Lanai | Hosts 6
3 beds
Aug 20 – 25
R36,396 ZAR for 5 nights
New place to stay
Top guest favorite
Home in Sarasota
Your DreamOasisAwaits: SiestaKeyEscape with Pool!
3 beds
Aug 20 – 25
R38,054 ZAR for 5 nights
4.97 out of 5 average rating, 71 reviews
Guest favorite
Condo in Siesta Key
Condo in popular Palm Bay Club
5 beds
Aug 16 – 21
R32,769 ZAR for 5 nights
5.0 out of 5 average rating, 6 reviews
Apartment in Siesta Key
Single-Level Studio | Pool | Walk to Beach
1 queen bed
Sep 15 – 20
R14,825 ZAR for 5 nights
4.52 out of 5 average rating, 67 reviews
Home in Siesta Key
Tropical Oasis house
4 beds
Jul 19 – 26
R73,993 ZAR for 7 nights
5.0 out of 5 average rating, 3 reviews
Guest favorite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
4 beds
Jul 25 – 30
R33,922 ZAR for 5 nights
4.94 out of 5 average rating, 32 reviews
Guest favorite
Condo in Siesta Key
Siesta Key Beach Front Condo
3 beds
Aug 11 – 18
R39,386 ZAR for 7 nights
4.94 out of 5 average rating, 109 reviews
Guest favorite
Condo in Siesta Key
Sea Shell Ocean view On Beach Walk everywhere Pool
3 beds
Jul 15 – 20
R31,247 ZAR for 5 nights
4.91 out of 5 average rating, 127 reviews