203 Rentals: Siesta Key

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Get help finding your rental: 941.900.4552

Siesta Key Vacation Home Sleeps Twenty Four Guests

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 24
  • 8 Bedrooms
  • 7 Bathrooms

This Vacation Home Sleeps 22 - Walk to Siesta Key Beaches

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 22
  • 8 Bedrooms
  • 6 Bathrooms

One of Siesta keys Ultimate Rental Homes with Pool

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  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Siesta Key The Ultimate Vacation Home - Beach Rental

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  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 6 Bathrooms

Luxury Siesta Key Six bedroom Pool Home

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  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 22
  • 6 Bedrooms
  • 6 Bathrooms

Large Siesta Key Family Vacation Townhome

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 6 Bedrooms
  • 6 Bathrooms

Luxury Siesta Key Vacation Rental Canal Front Close to Beach

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 17
  • 6 Bedrooms
  • 5 Bathrooms

Siesta Key Five Bedroom Vacation Home with Private Pool

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Luxury Siesta Keys Ultimate Vacation Pool Home Gulf View

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 4 Bedrooms
  • 4 Bathrooms

Siesta Key Luxury Vacation Rental Home Five Bedrooms

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  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 4 Bathrooms

Siesta Key Luxury Pool Vacation Home

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 5 Bedrooms
  • 5 Bathrooms

Six Bedroom Luxury Rental Pool Home in Siesta Key

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 6 Bedrooms
  • 6 Bathrooms

Siesta Key Luxury Accommodation Sleeps 19 Private Pool

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 6 Bedrooms
  • 5 Bathrooms

Luxury Siesta Key Five Bedroom Vacation Pool Home Sleeps 15

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  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 15
  • 5 Bedrooms
  • 5 Bathrooms

Luxury Siesta Key Five Bedroom Gulf View Vacation Home

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  • Platinum
  • Home/Villa
  • No Pool
  • Max Occupancy: 18
  • 5 Bedrooms
  • 3 Bathrooms

Siesta Key Four Bedroom Canal Side Vacation Rental

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  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 9
  • 4 Bedrooms
  • 2 Bathrooms

Top Ten Siesta Key Luxury Rental Home 4 Bedrooms Sleeps 10

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Siesta Key 8 Bedrooms Beachfront Home Sleeps 19 Guests

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 21
  • 8 Bedrooms
  • 7 Bathrooms

Siesta Key Vacation Home with Pool Short Walk To Beach

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 6 Bedrooms
  • 6 Bathrooms

The Most Exclusive Beach House in Siesta Key

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  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • Bathrooms

Nearly Beachfront Luxury Home with Pool

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 8 Bedrooms
  • 8 Bathrooms

Siesta Key Luxury 5 Bedroom Home Walk to Beach

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 5 Bedrooms
  • 5 Bathrooms

Luxury Five Bedroom Townhome with Pool and Spa in Siesta Key

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 5 Bedrooms
  • 5 Bathrooms

Walk to Beach Siesta Key Vacation Home 6 Bedroom with Pool

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 6 Bedrooms
  • 6 Bathrooms

Luxury Siesta Key Vacation Home with Private Pool & Spa

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 6 Bathrooms

Luxurious Vacation Pool Home in Siesta Key Close to Beach

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 6 Bedrooms
  • 6 Bathrooms

Luxury Vacation Rental Siesta Key - One Block to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 11
  • 3 Bedrooms
  • 3 Bathrooms

Siesta Key Three Bedroom Luxury Rental Home with Canal View

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Luxury Vacation Home - Three Bedrooms - Close to Beaches

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Five Bedroom Town House on Siesta Key with Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 15
  • 5 Bedrooms
  • 3 Bathrooms

Four Bedroom Canal Front Home with Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Siesta Key Four Bedroom Townhome with Pool Sleeps 10

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Siesta KeyVacation Pool Home 4 Bedrooms Dock Outdoor Kitchen

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Siesta Key Luxury Vacation Pool Rental Short Walk to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Siesta Key Three Bedroom Townhome Gulf Views

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Luxury Siesta Key Townhome 4 Bedrooms Gulf Views & Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Siesta Key 3 Bedroom Vacation Home Sleeps Eight Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

5 Bedroom Luxury Rental Townhome Just Steps Beach

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 5 Bedrooms
  • 3 Bathrooms

Luxury 3 Bedroom Luxury Siesta Key Vacation Rental Pool Home

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 3 Bedrooms
  • 3 Bathrooms

Siesta Key Vacation Townhome Private Pool Walk To Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 3 Bedrooms
  • 3 Bathrooms

Three Bedroom Home with Private Pool on Siesta Key

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Three Bedroom Vacation Home on Siesta Key

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Siesta Key Vacation Rental Home With Heated Pool Sleeps 8

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key 4 Bedroom Rental 4 Min Walk to Worlds Best Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

A Rare Value Priced 2 Bedroom Vacation Rental

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Contemporary Siesta Key Luxury Villa Stunning Pool Home

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key 2 Bedroom Plus Den Luxury Home Private Pool!

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Beautiful Siesta Key Vacation Rental Beach Accommodation

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Luxury Two Bedroom Upscale Home Private Pool Village Nearby

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

One of Siesta Keys Best Rental Homes with Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Luxury Siesta Key Four Bedroom Vacation Home - Large Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Luxury 3 Bedroom Home with a Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Ideally Situated Between the 2 Best Beaches on Siesta

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 6 Bedrooms
  • 2 Bathrooms

Vacation Rental Home 3 Bedrooms Stroll to Beach Villa Style

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Four Bedroom- Luxury Siesta Key Home with Pool on the Water

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Charming 2 Bedroom Cottage Siesta Key Walk to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Beautiful Siesta Key Vacation Home Private Pool Sleeps Ten

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

The Largest Luxury Siesta Key Vacation Rental Sleeps 25

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 25
  • 8 Bedrooms
  • 5 Bathrooms

One of The Largest Siesta Key Rentals 8 Bedrooms Sleeps 25

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 25
  • 8 Bedrooms
  • 5 Bathrooms

Siesta Key Vacation Walk to the Beach & Siesta Village

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Elegant Four Bedroom Rental Views of the Gulf of Mexico

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  • Gold
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 9
  • 4 Bedrooms
  • 3 Bathrooms

One of the Top High End Siesta Key Vacation Pool Homes

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Siesta Vacation Cottage Sleeps Ten Guests

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Value Priced Four Bedroom Vacation Home

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Siesta Key 2 Bedroom Home With Private Pool Sleeps 8

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

Two Bedroom Vacation Home Step to Beach and Village Area

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key Spacious Luxury Vacation Home - Sleeps 12 Guests

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Luxury 4 Bedroom Beachfront Vacation Rental

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Beautiful 3 Bedroom Siesta Key Home Steps to Beach

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Three Bedroom Pool Home on Siesta Key Short Walk to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Five Bedroom Pool Home Sleeps 15 Siesta Key Luxury

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 15
  • 5 Bedrooms
  • 4 Bathrooms

Waterfront Home with Dock and Gulf Views!

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 22
  • 8 Bedrooms
  • 6 Bathrooms

Largest Vacation Rental Homes on Siesta Key that Sleeps 26 !

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 26
  • 8 Bedrooms
  • 7 Bathrooms

Siesta Key Eight Bedroom Vacation Rental Home Sleep 24

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 22
  • 8 Bedrooms
  • 8 Bathrooms

Luxury Siesta Key Vacation Rental Private Pool Sleeps 23

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 23
  • 7 Bedrooms
  • 6 Bathrooms

Four Bedroom Pool Home Sleeps 10 Guests View Updated Rental

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Fantastic Siesta Key Three Bedroom Vacation Home Great Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Four Bedroom Siesta Key Pool Home Short Walk to the Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Two Bedroom Rentals Sleeps 6 with Pool in Siesta Key

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Newly Renovated-Lovely 2 Bed 2 Bath Private Home with Pool.

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key Three Bedroom Home Sleeps 8 Bay View

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Siesta Key Vacation Condo Two Bedrooms Sleeps Six Guests

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Two Bedrooms Two Bathrooms Sleeps Four Guests

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Luxury 3 Bedroom One Block from Beautiful Siesta Key Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Siesta Key, Florida Vacation Rental

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Beautiful Siesta Key Vacation Home 60 Steps to the Beach

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Four Bedroom Vacation Home Sleeps 8 Guests

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Siesta Key Two Bedroom Luxury

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key 4 Bedroom Vacation Rental Home Sleeps 10

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Condo Four Bedrooms Sleeps Eight

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Siesta Key Luxury Vacation Rental Pool Home Eight Bedrooms

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 25
  • 8 Bedrooms
  • 8 Bathrooms

Siesta Key Vacation Cottage Sleeps Eight Guests.

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Home, Three Bedrooms, Private Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Siesta Key Luxury Vacation Rental Home Three Bedrooms

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Siesta Key Vacation Pool Home Sleeps 8 Guests Walk to Beach

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Home Sleeps Six Guests.

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Home Three Bedrooms Sleeps Ten Guests

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Walk to Beach Three Bedroom Vacation Home in Siesta Key

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Siesta Key Pool Home Beautiful Decor 3 Bedrooms

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Beautiful Siesta Key Vacation Home Private Pool Sleeps SIx

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Home Sleeps 12 Short Walk to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Siesta Key Luxury Vacation Pool Home Sleeps Six

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Canal View Siesta Key Vacation Pool Home Walk To Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Home 6 Bedrooms Sleeps 22 Guests

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 22
  • 6 Bedrooms
  • 4 Bathrooms

Siesta Key Walk to Beach & Village Pool Home

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  • Gold
  • Home/Villa
  • Pool
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Luxury Vacation Rental

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 9
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Home Three Bedroom Short Walk To Beach

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Walk to Beach Beautiful Vacation Home in Siesta Key

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Luxury Home 4 Bedroom Private Caged Lap Pool

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Just Steps To Beach Siesta Key Vacation Home Two Bedrooms

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key Florida New Rental Pool Home

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • Bathrooms

Two Three Bedroom Units Make One Large House

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 22
  • 6 Bedrooms
  • 4 Bathrooms

Nearly Beachfront Three Bedroom Rental Home in Siesta Key

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Walk to Beach Siesta Key Vacation Home with Pool Sleeps 16

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 16
  • 7 Bedrooms
  • 7 Bathrooms

Lovely Private Vacation Home with Caged Pool in Siesta Key

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 3 Bathrooms

Walk to Beach Three Bedroom Vacation Home in Siesta Key

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 11
  • 3 Bedrooms
  • 3 Bathrooms

Siesta Key 3 Bedroom Home with Pool & Outdoor Shower

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Sarasota Vacation Rental - Walk to Beach - 4 Bedrooms

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 5 Bathrooms

Siesta Key Vacation Home with Private Pool & SPA Sleeps 10

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Siesta Key 4 Bedroom Home Private Pool 200 steps to Sand

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 5 Bathrooms

Canal Front Two Bedroom Vacation Home in Siesta Key

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key 6 Bedroom Pool Home Close To The Beach Sleeps 16

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 6 Bathrooms

Siesta Key Vacation Luxury Pool Home Four Bedrooms Sleep 10

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Siesta Key Vacation Residence 250Steps to the Beach

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  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 12
  • 3 Bedrooms
  • 2 Bathrooms

Beautiful Vacation Home with Caged Pool in Siesta Key Sleeps Walk to Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 2 Bedrooms
  • 2 Bathrooms

Luxury Vacation Home in Siesta Key with Private Pool and Hot Tub

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 14
  • 7 Bedrooms
  • 7 Bathrooms

Siesta Key Three Bedroom Home Just Two Blocks to the Beach

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  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Charming One Bedroom Vacation Duplex in Siesta Key with Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 2
  • 1 Bedroom
  • 1 Bathroom

Three Bedroom Luxury Vacation Home in Siesta Key with Pool

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Three Bedroom Rental One Min Walk to Beach

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key 3 Bedrooms Vacation Cottage on Beachside of Road

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key home located in the Village

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key Three Bedroom Vacation Pool Home Sleeps 8

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Three Bedroom Siesta Key Vacation Rental Private Caged Pool

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Almost on the Beach Cross the Street To World Famous Beach

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key Four Bedroom Pool Home Sleeps 11 Guests

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 11
  • 4 Bedrooms
  • 3 Bathrooms

Luxury 4 Bedrooms Siesta Key Pool Townhome Close to Beach

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 4 Bedrooms
  • 2 Bathrooms

Siesta Key 3 Bedroom Vacation Rental Private Pool Sleeps 8

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

A Great Residence Updated Decor and Furnishings - Pool

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Siesta Key, Florida Vacation Rental

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Three Bedroom with Loft Vacation Home Sleeps n8

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Townhome by the Village Beach Beauty

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Value Priced Siesta Key Vacation Rental

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Lovely 2 bed 2 ba Siesta Key Villa

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Luxury 3 Bedroom Siesta Key Rental Home 1/2 Block to Beach

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Siesta Key Vacation Cottage Close To Beach Sleeps 4 Guests

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Siesta Key Vacation Rental One House From the Beach

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Siesta Key Vacation Rental Home Short Walk to the Beach

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 20
  • 7 Bedrooms
  • 5 Bathrooms

Siesta Key Vacation Rental Sleeps 10

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Canalfront Siesta Key Vacation Home with Caged Pool

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key One Bedroom Vacation Rental Sleeps 4 - Pool

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Shabby Chic, Newly Updated Siesta Keys Beach House.

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Value Rental Villa in Beach Community

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Great Value Two Bedroom Vacation Home Sleeps Four

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Value Priced Vacation Rental Cottage with Three Bedrooms

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Rental Four Bedroom Duplex!

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 14
  • 4 Bedrooms
  • 4 Bathrooms

Great Value 3 Bedroom Siesta Key Vacation Home Private Pool

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Stunning views from this one bedroom Townhome

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 3
  • 1 Bedroom
  • 1 Bathroom

Siesta Key Vacation Home Sleeps Four Guests

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Lovely 2 bed 2 bath Canal front home

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Villa Style Accommodation in Resort Community

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key 3 Bedroom Rental Sleeps 8 With Pool Small Complex

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Value Vacation Rentals Monthly Min 1 Block Beach

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Lovely 2 Bedroom 2 Bathroom Condo - Siesta Key

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key Amazing Beach Condo

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Beachside Three Bedroom Vacation Home Sleeps 8 Guests

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 1 Bathroom

Siesta Key Rental Two Bedrooms One Bathroom Sleeps 8 Guests

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 1 Bathroom

Short Walk to Beach Siesta Key Vacation Villa One Bedroom

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Siesta Key 2 Bedroom Vacation Rental Sleeps 6 Walk to Beach

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Siesta key 3 Bedroom 2 Bath Home

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Short Walk to Beach Siesta Key Vacation Home Two Bedroom

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Condo Two Bedrooms Sleeps Five Guests

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Short Walk to Beach Siesta Key Vacation Villa Two Bedroom

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  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Rental Condo Three Bedrooms

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Rental Sleeps Four Guests

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Siesta Key Vacation Pool Home Sleeps Twenty Four Guests

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 24
  • 8 Bedrooms
  • 6 Bathrooms

Siesta Key Vacation Rental Home Three Bedroom

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Duplex Sleeps Eight Guests.

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 2 Bathrooms

2 Bedroom Siesta Key Vacation Cottage Plus Den.

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key Three Bedroom Plus Den Vacation Home

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Siesta Key Luxury Vacation Rental Townhome Three Bedrooms

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Cottage Walk to Beach

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Home Sleeps Eight Guests

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Rental Condo Two Bedrooms

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 3 Bathrooms

Siesta Key Vacation Home Sleeps Six Guests

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Condo Sleeps Four Guests. 350 ft to beac

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Siesta Key 2 Bedroom Villa Walk to Beach with Community Pool

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Three Bedroom Steps to Beach Siesta Key Vacation Duplex

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 6 Bathrooms

Siesta Key Gulf Front Rental Home Stunning Views 3 Bedrooms

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 3 Bathrooms

Lovely Two Bedroom Family Home Sleeps 6 Guests in Siesta Key

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  • Silver
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key Cozy Vacation Home Short walk to Beach Sleeps 6

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Condo Located At Beach Sleeps 16 Guests

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 16
  • 6 Bedrooms
  • 6 Bathrooms

Short Walk to Beach Siesta Key Vacation Home - Private Pool

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 2 Bathrooms

Charming Siesta Key Cottage Across From Beach

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • Bathrooms

Short Walk to Beach Siesta Key Vacation Home Two Bedrooms

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Beautiful Sarasota Vacation Home with Communal Pool Sleeps 4

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 3 Bathrooms

One Block to Siesta Key Beach

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key Vacation Home with Pool

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  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Charming Vacation Home In Siesta Key With Pool 8 Guests

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Siesta Key 10 Large 1 Bedroom Units Private Dock Lagoon View

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  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 40
  • 10 Bedrooms
  • 10+ Bathrooms

Siesta Key Beachfront Three Bedroom Townhouse Sleeps Nine

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  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 9
  • 3 Bedrooms
  • 2 Bathrooms

Lovely Vacation Home with 4 Bedrooms & Pool in Siesta Key

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  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Two Bedroom Two Bathroom Siesta Key Rental - Sleeps 4

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  • Value
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms