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Siesta Key Vacation Rentals

Showing 73–96 of 1,198 matching vacation rentals, page 4 of 50. Closest capacity matches first.

About Siesta Key
Gold Gulf-View Vacation Rental on Siesta Key
Siesta Key

Gulf-View Vacation Rental on Siesta Key

2 Bedrooms · 2 Bathrooms · Sleeps 6
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Gold Canal-Front Siesta Key Penthouse With Rooftop Terrace
Siesta Key

Canal-Front Siesta Key Penthouse With Rooftop Terrace

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $19,000 / month
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Gold Stunning Two Bedroom Condo Steps from Siesta Key Beach
Siesta Key

Stunning Two Bedroom Condo Steps from Siesta Key Beach

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $6,078 / month
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Gold Siesta Key Vacation Rental - Family & Dog Friendly Home Near the Beach
Siesta Key

Siesta Key Vacation Rental - Family & Dog Friendly Home Near the Beach

4 Bedrooms · 2 Bathrooms · Sleeps 8
From $633 / night
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Gold Siesta Key Beachfront Condo Rental - Luxury Penthouse with Panoramic Views
Siesta Key

Siesta Key Beachfront Condo Rental - Luxury Penthouse with Panoramic Views

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $719 / night
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Gold Siesta Key Beach Vacation Condo On Beach Three Bedrooms Walk to Village
Siesta Key

Siesta Key Beach Vacation Condo On Beach Three Bedrooms Walk to Village

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $525 / night
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Gold Luxury Penthouse in Siesta Key - 3 Bedroom Condo Your Ideal Beach Getaway
Siesta Key

Luxury Penthouse in Siesta Key - 3 Bedroom Condo Your Ideal Beach Getaway

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $690 / night
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Gold Siesta Key Beachfront Condo Rental Emerald Kite Vacation Rentals
Siesta Key

Siesta Key Beachfront Condo Rental Emerald Kite Vacation Rentals

1 Bedroom · 1 Bathroom · Sleeps 4
From $504 / night
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Gold Siesta Key Vacation Rental with Private Pool - Luxury Waterfront Home
Siesta Key

Siesta Key Vacation Rental with Private Pool - Luxury Waterfront Home

5 Bedrooms · 3 Bathrooms · Sleeps 16
From $1,265 / night
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Gold Siesta Key Luxury Pool Vacation Home
Siesta Key

Siesta Key Luxury Pool Vacation Home

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $14,376 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Posh Siesta Key Beach
Siesta Key

Posh Siesta Key Beach

2 Bedrooms · 2 Bathrooms · Sleeps 4
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Call to confirm availability941.500.4555 Request a callback & quote
Gold Beachfront Two Bedroom Vacation Rental Condo in Siesta Key
Siesta Key

Beachfront Two Bedroom Vacation Rental Condo in Siesta Key

2 Bedrooms · 2 Bathrooms · Sleeps 4
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Call to confirm availability941.500.4555 Request a callback & quote
Gold One of the Best Beach Condos on Siesta
Siesta Key

One of the Best Beach Condos on Siesta

2 Bedrooms · 2 Bathrooms · Sleeps 6
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Gold Luxury Vacation Rental in Siesta Key: Beachfront Bliss
Siesta Key

Luxury Vacation Rental in Siesta Key: Beachfront Bliss

3 Bedrooms · 2 Bathrooms · Sleeps 10
From $1,172 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Luxury Vacation Rental - Four-Bedroom Private Pool Home
Siesta Key

Siesta Key Luxury Vacation Rental - Four-Bedroom Private Pool Home

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $827 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Four Bedroom Walk to Beach Vacation Rental
Siesta Key

Siesta Key Four Bedroom Walk to Beach Vacation Rental

4 Bedrooms · 3 Bathrooms · Sleeps 13
From $3,453 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Stunning Vacation Home 3 Bedroom Canalfront
Siesta Key

Stunning Vacation Home 3 Bedroom Canalfront

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,179 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxurious Siesta Key Pool Home Near Beach & Village
Siesta Key

Luxurious Siesta Key Pool Home Near Beach & Village

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $669 / night
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Gold Lovely Vacation Rental in Siesta Key with Ocean Views
Siesta Key

Lovely Vacation Rental in Siesta Key with Ocean Views

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $469 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Tropical Oasis with 4 Bedrooms in Siesta Key
Siesta Key

Tropical Oasis with 4 Bedrooms in Siesta Key

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $20,800 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Cozy Vacation Rental with 2 Bedrooms in Siesta Key
Siesta Key

Cozy Vacation Rental with 2 Bedrooms in Siesta Key

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $417 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beachfront Two Bedroom Vacation Rental Condo in Siesta Key
Siesta Key

Beachfront Two Bedroom Vacation Rental Condo in Siesta Key

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Siesta Key Beachfront Two Bedroom Vacation Rental
Siesta Key

Siesta Key Beachfront Two Bedroom Vacation Rental

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $18,524 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxurious Siesta Key Vacation Rental with Private Pool & Spa
Siesta Key

Luxurious Siesta Key Vacation Rental with Private Pool & Spa

3 Bedrooms · 2 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote

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