Siesta Key Vacation Rentals

72 Siesta Key Rentals

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Siesta Key Florida Vacation Rentals - Cottage
Jennifer

4BR / 3BA - Sleeps 10 - Siesta Key Cottage

Siesta Key is a small magical Island lying just off the coast of the City of Sarasota that can boast...

$372 / nt

Siesta Key Florida Vacation Rentals - Home
Jennifer

2BR / 2BA - Sleeps 6 - Siesta Key Home

The Sea Wave and Sea Shell are two separate units which can be uniquely configured to create Villa Brisa...

$200 - $300 / nt

Siesta Key Florida Vacation Rentals - Villa
Jennifer

4BR / 3BA - Sleeps 10 - Siesta Key Villa

Welcome to “Villa Champagne”, one of the most fabulous vacation homes in Siesta Key. It’s also...

$372 / nt

Siesta Key Florida Vacation Rentals - Condo

2BR / 2BA - Sleeps 6 - Siesta Key Condo

A warm welcome to our Gulf view condominium at wonderful Siesta Key! We have the best location - -...

$123 - $210 / nt

1 Review
Siesta Key Florida Vacation Rentals - Home
Jennifer

4BR / 4BA - Sleeps 12 - Siesta Key Home

Villa Margarita located at 1109- 1111 Crescent Street is a vibrant, festive newly decorated four bedroom/four...

$350 - $500 / nt

Siesta Key Florida Vacation Rentals - Condo

2BR / 2BA - Sleeps 6 - Siesta Key Condo

Welcome to a bit of heaven! Newly udpdated throughout including large flat panel HDTV with PREMIUM CABLE...

$160 - $250 / nt

Siesta Key Florida Vacation Rentals - Villa

3BR / 2BA - Sleeps 7 - Siesta Key Villa

BEACH FRONT :100 yards to the gorgeous white sand beaches and one block to SIESTA KEY VILLAGE! Our gorgeous...

$300 - $495 / nt

1 Review
Siesta Key Florida Vacation Rentals - Condo
ELizabeth

2BR / 2BA - Sleeps 6 - Siesta Key Condo

Location, Location, Location! Siesta Key #1 Beach in USA Our condo is only a 3 minute walk to Crescent...

$107 - $114 / nt

4 Reviews
Siesta Key Florida Vacation Rentals - Condo

3BR / 2BA - Sleeps 8 - Siesta Key Condo

This 3 bedroom 2 Bath Beach Suite is totally newly remodeled with a tiled Kitchen and Bath with new furnishings...

$485 - $570 / nt

6 Reviews
Siesta Key Florida Vacation Rentals - Home
Jennifer

3BR / 2BA - Sleeps 8 - Siesta Key Home

Sophie’s Cottage is a smart, sophisticated upscale waterfront retreat with an oversized hot tub,...

$229 / nt

Siesta Key Florida Vacation Rentals - Condo
Vacation Rental

2BR / 2BA - Sleeps 6 - Siesta Key Condo

The moment you arrive at Gulf & Bay Bayside, you’ll appreciate the beauty, serenity, and charm of...

$175 - $350 / nt

1 Review
Siesta Key Florida Vacation Rentals - Condo

2BR / 3BA - Sleeps 5 - Siesta Key Condo

Well maintained and fully equiped with all big amenties and needful things for your perfect vacation....

Photo not available

3BR / 2BA - Sleeps 8 - Siesta Key Home

This is a mediterranean style home with large, with 3 comfortable bedrooms, 2 full baths, beautiful-...

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