0 941.500.4555 Request a Call

Siesta Key Vacation Condos

Browse 981 professionally managed vacation condos in Siesta Key with Emerald Kite. Showing 121–144 of 981 matching vacation rentals, page 6 of 41. Closest capacity matches first.

About Siesta Key
Filters Condos — remove this filter Clear all
Gold Two Blocks from Beach Siesta Key Vacation Condo Sleeps 4
Siesta Key

Two Blocks from Beach Siesta Key Vacation Condo Sleeps 4

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $220 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gulf Views Siesta Key Vacation Condo Four Bedrooms - Ideal Beach Getaway
Siesta Key

Gulf Views Siesta Key Vacation Condo Four Bedrooms - Ideal Beach Getaway

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $1,128 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold 3 Bedroom Gorgeous Vacation Condo in Siesta Key with Views
Siesta Key

3 Bedroom Gorgeous Vacation Condo in Siesta Key with Views

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $507 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Remodeled Walk to Beach Siesta Vacation Condo
Siesta Key

Remodeled Walk to Beach Siesta Vacation Condo

1 Bedroom · 1 Bathroom · Sleeps 3
From $359 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Top Floor 2 Bedroom Penthouse with Bay View
Siesta Key

Top Floor 2 Bedroom Penthouse with Bay View

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $368 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Vacation Duplex Two Bedroom Walk to Beach
Siesta Key

Siesta Key Vacation Duplex Two Bedroom Walk to Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $604 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Vacation Rental: Spacious 3-Bedroom Townhome
Siesta Key

Siesta Key Vacation Rental: Spacious 3-Bedroom Townhome

3 Bedrooms · 2 Bathrooms · Sleeps 7
From $1,000 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beachside Vacation Rental Cottage with Heated Pool 8 Guests
Siesta Key

Beachside Vacation Rental Cottage with Heated Pool 8 Guests

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $526 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Vacation Condo Sleeps 5 Guests
Siesta Key

Siesta Key Vacation Condo Sleeps 5 Guests

2 Bedrooms · 2 Bathrooms · Sleeps 5
From $418 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Partial Views Siesta Key Vacation Condo Sleeps 11 Guests
Siesta Key

Partial Views Siesta Key Vacation Condo Sleeps 11 Guests

5 Bedrooms · 5 Bathrooms · Sleeps 11
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Vacation Rental Condo on Beach with Communal Pool
Siesta Key

Siesta Key Vacation Rental Condo on Beach with Communal Pool

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $857 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Vacation Townhouse Half Block Beach
Siesta Key

Siesta Key Vacation Townhouse Half Block Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $996 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Vacation Rental Sleeps Six Guests
Siesta Key

Siesta Key Vacation Rental Sleeps Six Guests

1 Bedroom · 1 Bathroom · Sleeps 6
From $410 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Charming Gulf Front Two Bedroom Vacation Rental on Siesta Key
Siesta Key

Charming Gulf Front Two Bedroom Vacation Rental on Siesta Key

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $767 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Vacation Condo on Beach
Siesta Key

Siesta Key Vacation Condo on Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beautiful Siesta Key Vacation Studio Sleeps Three Guests
Siesta Key

Beautiful Siesta Key Vacation Studio Sleeps Three Guests

Studio Bedrooms · 1 Bathroom · Sleeps 3
From $148 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Charming Vacation Rental on Siesta Key Call Today
Siesta Key

Charming Vacation Rental on Siesta Key Call Today

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $241 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Vacation Rental Sleeps Six Guests
Siesta Key

Siesta Key Vacation Rental Sleeps Six Guests

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $563 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Walk to Beach 2 Bedroom Rental Duplex Shared Pool
Siesta Key

Siesta Key Walk to Beach 2 Bedroom Rental Duplex Shared Pool

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $800 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Three Bedroom Luxury
Siesta Key

Siesta Key Three Bedroom Luxury

3 Bedrooms · 2 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Chic Siesta Key Village Escape - Walk to Beach & Dining
Siesta Key

Chic Siesta Key Village Escape - Walk to Beach & Dining

2 Bedrooms · 2 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold 2 Bedroom Siesta Key Vacation Condo Plus Den
Siesta Key

2 Bedroom Siesta Key Vacation Condo Plus Den

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $311 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Vacation Condo Sleeps Six Guests
Siesta Key

Siesta Key Vacation Condo Sleeps Six Guests

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $808 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Vacation Condo Close To Beach with Boat Docks
Siesta Key

Siesta Key Vacation Condo Close To Beach with Boat Docks

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $328 / 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.