Search results; Over 1,000 places in Siesta Key

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Guest favorite
Condo in Siesta Key
Private Siesta Key Escape
4 guests2 bedrooms3 beds1 bath
Jul 6 – 11
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Jul 6 – 11
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R45,394 ZAR for 5 nights
for 5 nights

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Guest favorite
Home in Sarasota
Coastal Calm - 3BD/2BA Heated Pool Near Beaches
Free cancellation
Sep 1 – 6
R23,243 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 13 reviews
Top guest favorite
Condo in Siesta Key
Condo in popular Palm Bay Club
Free cancellation
Aug 7 – 12
R34,029 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 6 reviews
Guest favorite
Condo in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
1 queen bed
Aug 3 – 8
R23,646 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 27 reviews
Guest favorite
Chalet in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
4 beds
Aug 12 – 17
R37,472 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 39 reviews
Condo in Sarasota
Spacious 2BR Oasis on Siesta Key
Free cancellation
Oct 4 – 9
R32,874 ZAR for 5 nights
for 5 nights
Guest favorite
Condo in Siesta Key
Beach Rd, 300ft to Beach Access & 500ft to Village
2 beds
Jul 8 – 13
R24,523 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 35 reviews
Condo in Siesta Key
Vacation Condo on Siesta Key, FL
Free cancellation
Sep 3 – 8
R17,871 ZAR for 5 nights
for 5 nights
4.7 out of 5 average rating, 191 reviews
Superhost
Apartment in Siesta Key
LUXECottage @Crystal Sands -Siesta Key Beachfront!
3 beds
Jul 5 – 10
R34,247 ZAR for 5 nights
for 5 nights
Guest favorite
Place to stay in Sarasota
Tiny Shack in the Back
1 bed
Jul 30 – Aug 4
R8,358 ZAR for 5 nights
for 5 nights
4.84 out of 5 average rating, 115 reviews
Superhost
Condo in Siesta Key
Siesta Key Beach Getaway 2bd/2ba
Free cancellation
Aug 8 – 15
R23,713 ZAR for 7 nights
for 7 nights
4.87 out of 5 average rating, 45 reviews
Guest favorite
Condo in Siesta Key
2 Bed/2 Bath Condo Resort View on Siesta Key Beach
3 beds
Aug 6 – 11
R39,059 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 122 reviews
Villa in Sarasota
Villa by the Sea on Siesta Key!
Free cancellation
Aug 6 – 11
R40,343 ZAR for 5 nights
for 5 nights
New place to stay
Top guest favorite
Bungalow in Siesta Key
Lagoon, pool, the Ringling at Siesta Key Bungalows
Free cancellation
Sep 1 – 6
R16,700 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 14 reviews
Guest favorite
Condo in Sarasota
Blue studio perfect for 2, just 5 min from beach
Free cancellation
Aug 3 – 8
R13,163 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 79 reviews
Home in Siesta Key
Beach Days & Family Stays
3 beds
Jul 6 – 11
R27,181 ZAR for 5 nights
for 5 nights
New place to stay
Superhost
Apartment in Sarasota
Lido Key FL Studio/Efficiency 5
Free cancellation
Sep 1 – 6
R11,900 ZAR for 5 nights
for 5 nights
4.82 out of 5 average rating, 74 reviews
Guest favorite
Condo in Siesta Key
NO Stairs, beachfront & short walk to the village!
3 beds
Aug 1 – 6
R74,906 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 111 reviews
Guest favorite
Condo in Siesta Key
Comfy Siesta Key Condo
Free cancellation
Jul 5 – 12
R29,449 ZAR for 7 nights
for 7 nights
4.85 out of 5 average rating, 92 reviews