Search results; Over 1,000 places in Siesta Key

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Guest favorite
Bungalow in Siesta Key
Lagoon, pool, the Tortuga at Siesta Key Bungalows
3 guests1 bedroom2 beds1 bath
Oct 1 – 6
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Oct 1 – 6
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R20,078 ZAR for 5 nights
for 5 nights

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Top guest favorite
Apartment in Sarasota
Studio Minutes to Siesta key, Lido Key, and SMH!
Free cancellation
May 30 – Jun 4
R9,268 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 143 reviews
Home in Siesta Key
Charm Beach House
5 beds
May 25 – 30
R44,929 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Guest favorite
Apartment in Sarasota
Salt Life Living!
2 beds
May 27 – Jun 1
R13,849 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 11 reviews
Guest favorite
Condo in Siesta Key
Comfy Siesta Key Condo
Free cancellation
Jul 5 – 12
R29,253 ZAR for 7 nights
for 7 nights
4.86 out of 5 average rating, 90 reviews
Guest favorite
Guesthouse in Sarasota
La Casetta: "the little house" near to the beaches
1 queen bed
May 26 – 31
R8,459 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 513 reviews
Condo in Siesta Key
Beachwalk Townhouse with view of Gulf of Mexico
Free cancellation
Aug 16 – 21
R20,241 ZAR for 5 nights
for 5 nights
4.75 out of 5 average rating, 80 reviews
Top guest favorite
Condo in Sarasota
Beachfront - 2BR - Spectacular Beach Setting
Free cancellation
Sep 9 – 14
R36,219 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 23 reviews
Guest favorite
Home in Siesta Key
Tropical Paradise
4 beds
Aug 10 – 15
R61,697 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 35 reviews
Guest favorite
Cottage in Siesta Key
The Mermaid: Heated Pool, 4 Houses to Beach
1 king bed
May 27 – Jun 1
R25,977 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 110 reviews
Top guest favorite
Home in Sarasota
1 Bed 1 bath 7 mins to the beach
1 queen bed
Jun 1 – 6
R11,611 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 89 reviews
Guest favorite
Apartment in Siesta Key
Good Vibrations - stay ON the beach in Siesta Key!
4 beds
May 26 – 31
R28,656 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 25 reviews
Top guest favorite
Condo in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
1 queen bed
Jun 6 – 11
R24,491 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 43 reviews
Superhost
Apartment in Siesta Key
2/2 Beach House Apt on Siesta Key
3 beds
May 27 – Jun 1
R25,715 ZAR for 5 nights
for 5 nights
4.78 out of 5 average rating, 209 reviews
Superhost
Apartment in Siesta Key
Siesta Key - Poolside Suite - Studio - Free kayaks
1 king bed
May 30 – Jun 4
R17,387 ZAR for 5 nights
for 5 nights
4.85 out of 5 average rating, 250 reviews
Superhost
Home in Sarasota
Crescent Paradise
3 beds
Jun 2 – 7
R44,741 ZAR for 5 nights
for 5 nights
Guest favorite
Condo in Siesta Key
Beach Haven on Siesta Key Beach
3 beds
Jun 28 – Jul 3
R27,080 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 41 reviews
Superhost
Home in Siesta Key
Pelicans Place | Walk to Siesta Beach & Village
Free cancellation
Jul 7 – 12
R36,773 ZAR for 5 nights
for 5 nights
Guest favorite
Condo in Sarasota
Balcony Views of the Gulf 2BR Condo
Free cancellation
Jul 30 – Aug 5
R28,534 ZAR for 6 nights
for 6 nights
5.0 out of 5 average rating, 8 reviews