0 941.500.4555 Request a Call

Siesta Key Vacation Condos

Browse 981 professionally managed vacation condos in Siesta Key with Emerald Kite. Showing 1–24 of 981 matching vacation rentals, page 1 of 41. Closest capacity matches first.

About Siesta Key
Filters Condos — remove this filter Clear all
Platinum Luxury Siesta Key Beachfront Home - Private Oasis with Pool & Activities
Siesta Key

Luxury Siesta Key Beachfront Home - Private Oasis with Pool & Activities

5 Bedrooms · 5 Bathrooms · Sleeps 14
From $2,509 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Spectacular Two Bedroom Vacation Condo in Siesta Key
Siesta Key

Spectacular Two Bedroom Vacation Condo in Siesta Key

2 Bedrooms · 2 Bathrooms · Sleeps 5
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Three Bedroom Vacation Condo in Siesta Key
Siesta Key

Luxury Three Bedroom Vacation Condo in Siesta Key

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $1,758 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Vacation Rental in Siesta Key with Ocean Views
Siesta Key

Luxury Vacation Rental in Siesta Key with Ocean Views

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $1,614 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury 3 Bedroom Vacation Condo in Siesta Key
Siesta Key

Luxury 3 Bedroom Vacation Condo in Siesta Key

3 Bedrooms · 3 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Beachfront Residence with 3 Bedrooms & Great Views
Siesta Key

Beachfront Residence with 3 Bedrooms & Great Views

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $1,758 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxurious Coastal Vacation Rental 2 Bedroom for Family Getaways in Siesta Key
Siesta Key

Luxurious Coastal Vacation Rental 2 Bedroom for Family Getaways in Siesta Key

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,083 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Stunning Ocean Views New Luxury Condo
Siesta Key

Stunning Ocean Views New Luxury Condo

3 Bedrooms · 3 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Exquisite 2-Bedroom Island Retreat in Siesta Key with Private Terrace
Siesta Key

Exquisite 2-Bedroom Island Retreat in Siesta Key with Private Terrace

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $1,158 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Elegant 3 Bedroom Vacation Rental in Siesta Key
Siesta Key

Elegant 3 Bedroom Vacation Rental in Siesta Key

3 Bedrooms · 3 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury 3 Bedroom Vacation Condo in Siesta Key
Siesta Key

Luxury 3 Bedroom Vacation Condo in Siesta Key

3 Bedrooms · 3 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Siesta Key Beachfront Rentals | Luxury 3-Bedroom Gulf-View Vacation Condo
Siesta Key

Siesta Key Beachfront Rentals | Luxury 3-Bedroom Gulf-View Vacation Condo

3 Bedrooms · 3 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Tastefully Decorated 4 Bedroom Siesta Key Vacation Rental
Siesta Key

Tastefully Decorated 4 Bedroom Siesta Key Vacation Rental

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,264 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum On Beach Luxury Vacation Condo Three Bedroom
Siesta Key

On Beach Luxury Vacation Condo Three Bedroom

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $1,094 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Rental Four bedroom in Siesta Key Residence with Ocean Views
Siesta Key

Luxury Rental Four bedroom in Siesta Key Residence with Ocean Views

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,823 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Gulf Front Siesta Key Vacation Condo Three Bedroom
Siesta Key

Gulf Front Siesta Key Vacation Condo Three Bedroom

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $1,169 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Siesta Key Beachfront Rentals | Luxury 3-Bedroom Gulf-Front Condo
Siesta Key

Siesta Key Beachfront Rentals | Luxury 3-Bedroom Gulf-Front Condo

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $1,693 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Siesta Key Luxurious Vacation Rental - Private Beach Access
Siesta Key

Siesta Key Luxurious Vacation Rental - Private Beach Access

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $2,068 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Beachfront Condo 4-Bedroom with Stunning Views in Siesta Key
Siesta Key

Luxury Beachfront Condo 4-Bedroom with Stunning Views in Siesta Key

4 Bedrooms · 2 Bathrooms · Sleeps 10
From $1,020 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Luxury Condo with Partial Ocean view for 10 guests
Siesta Key

Luxury Condo with Partial Ocean view for 10 guests

4 Bedrooms · 3 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Siesta Key Beachfront Rentals | Renovated 2-Bedroom Gulf-View Condo
Siesta Key

Siesta Key Beachfront Rentals | Renovated 2-Bedroom Gulf-View Condo

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $675 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Siesta Key Luxury Rentals | 3-Bedroom Beachfront Condo with Gulf Views
Siesta Key

Siesta Key Luxury Rentals | 3-Bedroom Beachfront Condo with Gulf Views

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $650 / night
Call to confirm availability941.500.4555 Request a callback & quote
Platinum Updated Four Bedroom Siesta Key Condo Sleeps 8 Gulf Views
Siesta Key

Updated Four Bedroom Siesta Key Condo Sleeps 8 Gulf Views

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,113 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Gulf Front Condo – 2 Bedroom Vacation Rental
Siesta Key

Siesta Key Gulf Front Condo – 2 Bedroom Vacation Rental

2 Bedrooms · 2 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote

Privacy controls

Choose which cookies we use

Optional cookies are off unless you choose otherwise. You can return to these settings from the footer at any time.

Essential & requested features Required for security and for features you ask us to provide, including saved rentals and remembered search choices. Always active

Cookie PolicyPrivacy Policy

Talk with a Villa Specialist

When should we call you?

Share a few details and an Emerald Kite specialist will call you now or in five minutes.

If you provide a mobile number, you consent to receive messages about your vacation planning. Carrier rates may apply; you can opt out at any time.

Security check loads when this window opens.

Requests after 10 p.m. Eastern Time will be returned the next day.

Having trouble? Use the full Contact page.