0 941.500.4555 Request a Call

Siesta Key Vacation Condos

Browse 981 professionally managed vacation condos in Siesta Key with Emerald Kite. Showing 721–744 of 981 matching vacation rentals, page 31 of 41. Closest capacity matches first.

About Siesta Key
Filters Condos — remove this filter Clear all
Silver Beachfront 2 Bedroom Condo with Full Gulf Views
Siesta Key

Beachfront 2 Bedroom Condo with Full Gulf Views

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $6,400 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key Charming Accommodation
Siesta Key

Siesta Key Charming Accommodation

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $5,426 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Charming Vacation Rental on Siesta Key. Call Today
Siesta Key

Charming Vacation Rental on Siesta Key. Call Today

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $5,796 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Great Siesta Key Vacation Rental Condo Call Today
Siesta Key

Great Siesta Key Vacation Rental Condo Call Today

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $57,957,695 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key two Bedroom Vacation Condo
Siesta Key

Siesta Key two Bedroom Vacation Condo

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $5,320 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key Vacation Condo Two Bedroom Walk to Beach
Siesta Key

Siesta Key Vacation Condo Two Bedroom Walk to Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $10,762 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key Pretty and Value Priced Rental Condo Gulf Side
Siesta Key

Siesta Key Pretty and Value Priced Rental Condo Gulf Side

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $60,956,795 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key Vacation Condo Walk to Beach Sleeps Six Guests
Siesta Key

Siesta Key Vacation Condo Walk to Beach Sleeps Six Guests

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $4,655 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Great Views from this Two Bedroom Condo with Water Views
Siesta Key

Great Views from this Two Bedroom Condo with Water Views

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $55,958,995 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta key Vacation Condo Sleeps Six Guests
Siesta Key

Siesta key Vacation Condo Sleeps Six Guests

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $5,215 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key Vacation Rental Sleeps Six Guests
Siesta Key

Siesta Key Vacation Rental Sleeps Six Guests

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $5,905 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Full Gulf View Large Lanai
Siesta Key

Full Gulf View Large Lanai

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $51,956,405 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Great Two Bedroom Steps from The Beach
Siesta Key

Great Two Bedroom Steps from The Beach

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $38,956,795 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver A Great Siesta Key Rental at a Great Rate
Siesta Key

A Great Siesta Key Rental at a Great Rate

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $51,956,395 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Three Bedroom Plus Den Vacation Condo in Siesta Key
Siesta Key

Three Bedroom Plus Den Vacation Condo in Siesta Key

3 Bedrooms · 4 Bathrooms · Sleeps 9
From $8,085 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Two Bedroom Condo Sleeps Four Guests
Siesta Key

Two Bedroom Condo Sleeps Four Guests

2 Bedrooms · 1 Bathroom · Sleeps 4
From $53,956,295 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver One Bedroom Walk to Beach Vacation Condo in Siesta Key
Siesta Key

One Bedroom Walk to Beach Vacation Condo in Siesta Key

1 Bedroom · 1 Bathroom · Sleeps 2
From $280 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta key Vacation Accommodation with Communal Pool
Siesta Key

Siesta key Vacation Accommodation with Communal Pool

2 Bedrooms · 1 Bathroom · Sleeps 4
From $221 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key Rental at A Value Price
Siesta Key

Siesta Key Rental at A Value Price

2 Bedrooms · 1 Bathroom · Sleeps 4
From $379 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Lovely 2 bed 2 ba Condo directly across from the #1 beach
Siesta Key

Lovely 2 bed 2 ba Condo directly across from the #1 beach

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key Two Bathroom Condo with Communal Pool
Siesta Key

Siesta Key Two Bathroom Condo with Communal Pool

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $202 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key Two Bedroom Rental Short Walk to the Beach
Siesta Key

Siesta Key Two Bedroom Rental Short Walk to the Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $385 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Stroll To Beach Rental on Siesta Key 2 Bedrooms Sleeps 6
Siesta Key

Stroll To Beach Rental on Siesta Key 2 Bedrooms Sleeps 6

2 Bedrooms · 1 Bathroom · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key Vacation Condo Two Bedroom
Siesta Key

Siesta Key Vacation Condo Two Bedroom

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $341 / night
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.