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Downtown Compound |Pet Friendly | Families |Groups

8 bedrooms·9 baths
$1,536 – $4,901/ night(excl. fees & taxes)
Welcome to your Florida Sunshine Getaway!

Beach-town Pet Friendly | Garage | Downtown| The Arts & Opera |Lido Beach

3 bedrooms·3 baths
4.93(28 reviews)
$200 – $453/ night(excl. fees & taxes)
Beach-Town Pet-Friendly | Garage & Balcony | Lido Beach| Symphony & Opera House | Ringling College

Beach-Town Pet-Friendly | Garage & Balcony | Lido Beach| Symphony & Opera House | Ringling College

3 bedrooms·3 baths
4.98(44 reviews)
$166 – $478/ night(excl. fees & taxes)
Comfy Queen Bed

Beach-Town | Pet-Friendly | Downtown | Lido Beach | Opera | Walkability | Bikes Included

1 bedroom·1 bath
4.9(20 reviews)
$110 – $316/ 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)
Sarasota vacation rental

Sarasota vacation rental

3 bedrooms·2 baths
$100/ 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)
$107 – $368/ night(excl. fees & taxes)
Panoramic Sarasota Bay Sky Home

Panoramic Sarasota Bay Sky Home

2 bedrooms·2 baths
$370/ night(excl. fees & taxes)
Private pool

Tropical Escape Sarasota

3 bedrooms·2 baths
$295/ 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
$210 – $332/ night(excl. fees & taxes)
Heated Saltwater Pool

The Funky Fish House

2 bedrooms·2 baths
5(140 reviews)
$205 – $710/ 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)
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)
Endless Gulf Views Corner Residence

Endless Gulf Views Corner Residence

2 bedrooms·2 baths
$380/ night(excl. fees & taxes)
Golf Course Condo

Golf Course Condo

2 bedrooms·2 baths
$116/ 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)
$402 – $1,382/ night(excl. fees & taxes)
Paradise at Seaplace on Longboat Key!

Paradise at Seaplace on Longboat Key!

2 bedrooms·2 baths
$120/ 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 Paradise near Siesta Key beaches

Gulf Gate Paradise near Siesta Key beaches

1 bedroom·1 bath
5(71 reviews)
$119/ 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)
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)
2 Bedroom/2 Bath, One Floor condominium

2 Bedroom/2 Bath, One Floor condominium

2 bedrooms·2 baths
$100/ 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)