0 941.500.4555 Request a Call

Siesta Key Vacation Homes & Villas

Browse 216 professionally managed vacation homes and villas in Siesta Key with Emerald Kite. Showing 145–168 of 216 matching vacation rentals, page 7 of 9. Closest capacity matches first.

About Siesta Key
Filters Houses & villas — remove this filter Clear all
Gold A Rare Gem on Siesta Key 2 Bedroom Vacation Rental
Siesta Key

A Rare Gem on Siesta Key 2 Bedroom Vacation Rental

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $498 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Vacation Rental Home 4 Bedrooms Sleeps 10
Siesta Key

Siesta Key Vacation Rental Home 4 Bedrooms Sleeps 10

4 Bedrooms · 4 Bathrooms · Sleeps 10
From $852 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Three Bedroom Vacation Home on Siesta Key
Siesta Key

Three Bedroom Vacation Home on Siesta Key

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $5,500 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Three Bedroom Luxury Rental Home with Canal View
Siesta Key

Siesta Key Three Bedroom Luxury Rental Home with Canal View

3 Bedrooms · 3 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Three Bedroom Home with Private Pool on Siesta Key
Siesta Key

Three Bedroom Home with Private Pool on Siesta Key

3 Bedrooms · 3 Bathrooms · Sleeps 10
From $6,500 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Vacation Townhome Private Pool Walk To Beach
Siesta Key

Siesta Key Vacation Townhome Private Pool Walk To Beach

3 Bedrooms · 3 Bathrooms · Sleeps 14
From $1,754 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury 3 Bedroom Siesta Key Townhome With Pool
Siesta Key

Luxury 3 Bedroom Siesta Key Townhome With Pool

3 Bedrooms · 3 Bathrooms · Sleeps 14
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury 3 Bedroom Siesta Key Rental Home Short Walk to Beach
Siesta Key

Luxury 3 Bedroom Siesta Key Rental Home Short Walk to Beach

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,857 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key 3 Bedroom Vacation Home Sleeps Eight Private Pool
Siesta Key

Siesta Key 3 Bedroom Vacation Home Sleeps Eight Private Pool

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $780 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Duplex Shared Pool Short Walk to Beach
Siesta Key

Siesta Key Duplex Shared Pool Short Walk to Beach

3 Bedrooms · 3 Bathrooms · Sleeps 10
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Four Bedroom Townhome with Pool Sleeps 10
Siesta Key

Siesta Key Four Bedroom Townhome with Pool Sleeps 10

4 Bedrooms · 2 Bathrooms · Sleeps 10
From $548 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury 4 Bedrooms Siesta Key Pool Townhome Close to Beach
Siesta Key

Luxury 4 Bedrooms Siesta Key Pool Townhome Close to Beach

4 Bedrooms · 2 Bathrooms · Sleeps 12
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Four Bedroom Canal Front Home with Private Pool
Siesta Key

Four Bedroom Canal Front Home with Private Pool

4 Bedrooms · 2 Bathrooms · Sleeps 8
From $16,960 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Five Bedroom Town House on Siesta Key with Private Pool
Siesta Key

Five Bedroom Town House on Siesta Key with Private Pool

5 Bedrooms · 3 Bathrooms · Sleeps 15
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key Canal-Front Vacation Home with 2 Bedrooms
Siesta Key

Siesta Key Canal-Front Vacation Home with 2 Bedrooms

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $427 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver One Bedroom Home short walk Beach in Siesta Key
Siesta Key

One Bedroom Home short walk Beach in Siesta Key

1 Bedroom · 1 Bathroom · Sleeps 4
From $439 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key Vacation Home with 3 Bedrooms
Siesta Key

Siesta Key Vacation Home with 3 Bedrooms

3 Bedrooms · 2 Bathrooms · Sleeps 7
From $544 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Lovely Vacation Home with 4 Bedrooms & Pool in Siesta Key
Siesta Key

Lovely Vacation Home with 4 Bedrooms & Pool in Siesta Key

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $732 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key 10 Large 1 Bedroom Units Private Dock Lagoon View
Siesta Key

Siesta Key 10 Large 1 Bedroom Units Private Dock Lagoon View

10 Bedrooms · 10+ Bathrooms · Sleeps 40
From $2,621 / night
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key Vacation Home with Pool
Siesta Key

Siesta Key Vacation Home with Pool

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $7,842 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Short Walk to Beach Siesta Key Vacation Home Two Bedrooms
Siesta Key

Short Walk to Beach Siesta Key Vacation Home Two Bedrooms

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $5,500 / month
Call to confirm availability941.500.4555 Request a callback & quote
Silver Charming Siesta Key Cottage Across From Beach
Siesta Key

Charming Siesta Key Cottage Across From Beach

1 Bedroom · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key Vacation Condo Located At Beach Sleeps 16 Guests
Siesta Key

Siesta Key Vacation Condo Located At Beach Sleeps 16 Guests

6 Bedrooms · 6 Bathrooms · Sleeps 16
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Silver Siesta Key Cozy Vacation Home Short walk to Beach Sleeps 6
Siesta Key

Siesta Key Cozy Vacation Home Short walk to Beach Sleeps 6

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $519 / 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.