Aylee's Beach House on Siesta Key

Siesta Key Beach • Pet Friendly • Saltwater Pool • EV Charging Station • Aylee’s Private Beach House

4 bedrooms·3 baths
$601 – $2,265/ night(excl. fees & taxes)
Siesta Dunes Pool

Palm View at Siesta Dunes

2 bedrooms·2 baths
5(15 reviews)
$268/ night(excl. fees & taxes)
5 min walk to the best Beach in America! image 1

5 min walk to the best Beach in America!

1 bedroom·2 baths
$99/ night(excl. fees & taxes)
Zach's Siesta Key Beach House

Siesta Beach | Heated Pool | Pet Friendly | Bike & Walk Friendly | Zach's Private Beach House

3 bedrooms·2 baths
4.4(5 reviews)
$361 – $1,382/ night(excl. fees & taxes)
506 Siesta

506 Siesta

2 bedrooms·2 baths
$230 – $360/ night(excl. fees & taxes)
Private beach access is 350 steps from property gate

Beach, Bay, Food, Fun - 2BD/2BA

2 bedrooms·2 baths
4.67(9 reviews)
$189/ night(excl. fees & taxes)
Back yard with new pool 15x28 ft

Casa Blanca Ranch Home near Siesta Key Beach

3 bedrooms·2 baths
5(18 reviews)
$339/ night(excl. fees & taxes)
Village Canal home short walk to Beach with pool

Village Canal home short walk to Beach with pool

3 bedrooms·2 baths
5(26 reviews)
$525/ night(excl. fees & taxes)
Gulf Gate Escape near Siesta Key Beaches

Gulf Gate Escape near Siesta Key Beaches

2 bedrooms·2 baths
$199/ night(excl. fees & taxes)
Prime Location: 1 Mile to Siesta Key South Bridge

Prime Location: 1 Mile to Siesta Key South Bridge

2 bedrooms·1 bath
$125/ night(excl. fees & taxes)
Heated Saltwater Pool

The Funky Fish House

2 bedrooms·2 baths
4.99(155 reviews)
$243 – $679/ night(excl. fees & taxes)
Gulf Gate Paradise near Siesta Key beaches

Gulf Gate Paradise near Siesta Key beaches

1 bedroom·1 bath
5(71 reviews)
$119/ night(excl. fees & taxes)
FlipFlopsOn III Vacation Rental • 3 Blocks to the water • FL’s Gulf Coast • Sleeps 6

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Gulf

2 bedrooms·1 bath
5(1 review)
$210 – $332/ night(excl. fees & taxes)
Cozy Room 5 miles from beaches! image 1

Cozy Room 5 miles from beaches!

1 bedroom·1 bath
4.95(75 reviews)
$70/ night(excl. fees & taxes)
Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 1

Lovely room 5 miles from Siesta Key w/ Pool & Spa!

1 bedroom·1 bath
4.87(60 reviews)
$70/ night(excl. fees & taxes)
Paradiso Banyan

Paradiso Banyan

2 bedrooms·2 baths
$150/ night(excl. fees & taxes)
The tiny home sits on a private 1.5 acre inland peninsula!

·@Tiffanythetinyhome| island | netflix|bike|hammock

1 bedroom·1 bath
$99 – $195/ night(excl. fees & taxes)
[Living area] Smart TV with Netflix & Hulu

@Shellmateisland |tiny home| island| bikes| kayaks

1 bedroom·1 bath
$128 – $259/ night(excl. fees & taxes)
Located directly on the beach! Morning coffee on the lanai overlooking Gulf and beach!

Siesta Key Beachfront Condo

2 bedrooms·2 baths
$292/ night(excl. fees & taxes)
Panoramic Sarasota Bay Sky Home

Panoramic Sarasota Bay Sky Home

2 bedrooms·2 baths
$370/ night(excl. fees & taxes)
Art Deco Masterpiece High Season Multi-Month

Art Deco Masterpiece High Season Multi-Month

2 bedrooms·2 baths
$259/ night(excl. fees & taxes)
Shaded gazebo lounge with cushioned seating—private backyard retreat.

Family Retreat Near Siesta Key & Downtown Sarasota - Holiday Home

3 bedrooms·2 baths
5(6 reviews)
$105 – $165/ night(excl. fees & taxes)
IMG_0215

Downtown Compound |Pet Friendly | Families |Groups

8 bedrooms·9 baths
$1,536 – $4,901/ night(excl. fees & taxes)
Cozy Home Away from Home 1 Bedroom Apartment

Beach-Town Pet Friendly| Downtown | Lido Beach | Symphony - Opera | Marina Close | Ringling College

1 bedroom·1 bath
5(7 reviews)
$110 – $316/ night(excl. fees & taxes)