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Search results; Over 1,000 homes in Siesta Key

Guest favourite

Apartment in Siesta Key

Comfy Siesta Key Condo

2 bedrooms, 4 beds, 2 private bathrooms

8–15 Aug

$2,044 SGD for 7 nights

,

4.86 out of 5 average rating, 108 reviews

Guest favourite

Home in Siesta Key

Waterfront Home Pool & Dock 5 Min to Siesta Beach

3 bedrooms, 4 beds

3–8 Aug

$3,945 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 5 reviews

Flat in Siesta Key

Villa with private beach, 3 pools complex on beach

2 bedrooms, 3 beds

16–21 Aug

$2,305 SGD for 5 nights

Pay $0 today

Free cancellation

New place to stay

Guest favourite

Home in Siesta Key

Bahama Mama | Tropical Retreat on Siesta Key

5 bedrooms, 7 beds

27 Sept – 2 Oct

$4,584 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

Home in Siesta Key

Florida Beach House - One Minute to Beach

3 bedrooms

3–8 Aug

$6,521 SGD for 5 nights

Top guest favourite

Apartment in Siesta Key

Private Siesta Key Escape

2 bedrooms, 3 beds

1–6 Aug

$2,689 SGD for 5 nights

Pay $0 today

Free cancellation

4.93 out of 5 average rating, 239 reviews

Superhost

Home in Sarasota

New. Luxury Home. Near Siesta Key. Heated Pool.

4 bedrooms, 5 beds

1–6 Aug

$3,137 SGD for 5 nights

New place to stay

Superhost

Home in Anna Maria

The Palm

5 bedrooms, 6 beds

4–9 Aug

Pay $0 today

Free cancellation

New place to stay

Top guest favourite

Home in Siesta Key

Pool & hot tub -Walk to Beach!

3 bedrooms, 6 beds

2–7 Oct

$3,996 SGD for 5 nights

5.0 out of 5 average rating, 23 reviews

Home in Bradenton

Modern Farmhouse on the Water |Pool-Kayak-Pontoon

4 bedrooms, 5 beds

4–9 Aug

$4,992 SGD for 5 nights

Pay $0 today

Free cancellation

New place to stay

Superhost

Home in Siesta Key

Gertrudes Siesta, Beach-view, Pool,1 min to Beach

3 bedrooms, 5 beds

8–13 Aug

5.0 out of 5 average rating, 4 reviews

Home in Sarasota

Siesta Key Oasis| Hot tub| Fire Pit| BBQ| Games

3 bedrooms, 5 beds

1–6 Aug

New place to stay

Home in Siesta Key

3 bedroom renovated pool home near beach/village

3 bedrooms, 4 beds

24–29 Aug

$3,768 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Home in Siesta Key

Steps to Siesta Key Beach! Sunset Balcony Views!

2 bedrooms, 3 beds

27 Aug – 1 Sept

$1,394 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 7 reviews

Apartment in Sarasota

Book Me Baby! Esquina Paraiso on Siesta Key

2 bedrooms, 3 beds

11–18 Aug

Superhost

Home in Siesta Key

Villa Fiesta - 312

2 bedrooms, 3 beds

9–14 Aug

$2,416 SGD for 5 nights

New place to stay

Guest favourite

Home in Sarasota

Private Heated Pool~Yacht Rental~BBQ~Near Water

3 bedrooms, 5 beds

9–14 Aug

Extended stay discount

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 30 reviews

Home in Siesta Key

Cypress Cottage - Walkable to Siesta Key Beaches

5 bedrooms, 8 beds

1–6 Aug

$4,414 SGD for 5 nights

Pay $0 today

Free cancellation

Top guest favourite

Chalet in Siesta Key

Beach Rd, 300ft to Beach Access & 500ft to Village

2 bedrooms, 4 beds

19–24 Aug

$2,131 SGD for 5 nights

4.93 out of 5 average rating, 59 reviews