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Vacation Rentals in Siesta Key, Florida(875)

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1 2 3 4 5 ....30
Private Access to the Beach & 1 Block to the Village
    3 Bedrooms,
  • 2 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 10
  • Viewed

Private Access to the Beach & 1 Block to the Village

3 Bedrooms,
  • 2 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 10
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Villa
    #228042

    C$187
    per night (C$)
    2 - 7 night Minimum Stay
    Luxury Beach Condo with Best views and Sunsets on Siesta Key
      2 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 6
    • Viewed

    Luxury Beach Condo with Best views and Sunsets on Siesta Key

    2 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #300131

    C$2,374
    per week (C$)
    7 night Minimum Stay
    Beautiful VILLA 2 - Upscale Decor - Private and Quiet
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    Beautiful VILLA 2 - Upscale Decor - Private and Quiet

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Villa
    #7065vb

    C$971 - C$1,593
    per week (C$)
    7 night Minimum Stay

    Beachfront Penthouse - Gulf View! 2 BR/BA, WiFi, #1 Beach in the US!
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    Beachfront Penthouse - Gulf View! 2 BR/BA, WiFi, #1 Beach in the US!

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #387889vb

    C$1,027 - C$1,799
    per week (C$)
    7 night Minimum Stay
    It's all about LOCATION, beach front condo on Siesta Key
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 8
    • Viewed

    It's all about LOCATION, beach front condo on Siesta Key

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 8
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #303729vb

    C$200 - C$287
    per night (C$)
    3 night Minimum Stay
    Front Row Seats (And Beds) On Beach Plus Short Walk To Village
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 5
    • Viewed

    Front Row Seats (And Beds) On Beach Plus Short Walk To Village

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 5
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #429904vb

    C$827 - C$2,050
    per week (C$)
    7 night Minimum Stay
    SIESTA KEY - 2BR 2BA - Sorry, July is Gone Next Avail is August
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 4
    • Viewed

    SIESTA KEY - 2BR 2BA - Sorry, July is Gone Next Avail is August

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 4
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #294616

    C$889 - C$1,310
    per week (C$)
    7 night Minimum Stay
    Crystal Sands Villa #7- Crescent Beach- #1 Rated by Dr. Beach!
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    Crystal Sands Villa #7- Crescent Beach- #1 Rated by Dr. Beach!

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #16962vb

    C$935 - C$1,295
    per week (C$)
    7 night Minimum Stay
    Siesta Key Beach House - Pet Friendly! STEPS TO THE BEACH!!
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    Siesta Key Beach House - Pet Friendly! STEPS TO THE BEACH!!

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key House
    #299043

    C$128 - C$154
    per night (C$)
    3 night Minimum Stay
    Directly on Siesta Key Beach, 2 Blocks to Village, Ground Floor
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 5
    • Viewed

    Directly on Siesta Key Beach, 2 Blocks to Village, Ground Floor

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 5
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #3024960

    C$827 - C$2,050
    per week (C$)
    7 night Minimum Stay
    Our home away from home.
      1 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    Our home away from home.

    1 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Villa
    #431377vb

    C$518 - C$928
    per week (C$)
    7 night Minimum Stay
    Quiet and comfortable condo near Turtle Beach on Siesta Key
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 5
    • Viewed

    Quiet and comfortable condo near Turtle Beach on Siesta Key

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 5
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #181767

    C$72 - C$128
    per night (C$)
    6 night Minimum Stay
    #1 minute to Siesta Key beach
      3 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 8
    • Viewed

    #1 minute to Siesta Key beach

    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 8
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Townhome
    #170576

    C$2,980 - C$3,186
    per week (C$)
    3 night Minimum Stay
    Siesta Key Beach Cottage Across The Street From #1 Beach In USA
      1 Bedrooms,
    • 1 Bathroom
      • , Sleeps 2
    • Viewed

    Siesta Key Beach Cottage Across The Street From #1 Beach In USA

    1 Bedrooms,
  • 1 Bathroom
    • , Sleeps 2
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Cottage
    #931257

    C$822 - C$1,028
    per week (C$)
    7 night Minimum Stay
    #1 minute Siesta Key Beach and 5 blocks to Village
      3 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 6
    • Viewed

    #1 minute Siesta Key Beach and 5 blocks to Village

    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Townhome
    #170592

    C$2,775 - C$2,980
    per week (C$)
    3 night Minimum Stay
    Luxury Condominium at Siesta Dunes Beachside
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    Luxury Condominium at Siesta Dunes Beachside

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #21777vb

    C$190
    per night (C$)
    2 - 7 night Minimum Stay
    “MOONMIST” Siesta Key Luxurious villa with private hot tub in a 'jungle' setting
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 5
    • Viewed

    “MOONMIST” Siesta Key Luxurious villa with private hot tub in a 'jungle' setting

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 5
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Villa
    #207472

    C$797 - C$1,182
    per week (C$)
    7 - 14 night Minimum Stay
    My Perfect Siesta Key beach House, Yours Too ! (not a duplex or condo)
      3 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 6
    • Viewed

    My Perfect Siesta Key beach House, Yours Too ! (not a duplex or condo)

    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key House
    #900795

    C$1,331
    per week (C$)
    7 night Minimum Stay
    Gulf & Bay Bayside 3 BR w/ Bay Views
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    Gulf & Bay Bayside 3 BR w/ Bay Views

    3 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Townhome
    #151436

    C$1,310 - C$1,706
    per week (C$)
    7 night Minimum Stay
    Siesta Key Ocean Front Luxury Condo - The Best Location on Siesta Key
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 4
    • Viewed

    Siesta Key Ocean Front Luxury Condo - The Best Location on Siesta Key

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 4
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #195151

    C$5,612
    per month (C$)
    14 - 28 night Minimum Stay
    Panoramic Ocean Views on No 1 ranked beach in USA
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    Panoramic Ocean Views on No 1 ranked beach in USA

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #452859vb

    C$1,022 - C$1,511
    per week (C$)
    7 night Minimum Stay
    !Morgan - Crystal Sands #504 - Completely Renovated 2 Bedroom / 2 Bath
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    !Morgan - Crystal Sands #504 - Completely Renovated 2 Bedroom / 2 Bath

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #160923

    C$264 - C$294
    per night (C$)
    3 - 6 night Minimum Stay
    !Morgan - Crystal Sands #702 - Completely Renovated 2 Bedroom / 2 Bath
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    !Morgan - Crystal Sands #702 - Completely Renovated 2 Bedroom / 2 Bath

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #160926

    C$264 - C$294
    per night (C$)
    3 - 6 night Minimum Stay
    A Brief Walk to Siesta Key Village and the Beach
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    A Brief Walk to Siesta Key Village and the Beach

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #3497799

    C$190 - C$283
    per night (C$)
    3 - 7 night Minimum Stay
    WOW Factor Siesta Key Beach Gulf Front Condo in Siesta Dunes on #1 Beach in USA
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    WOW Factor Siesta Key Beach Gulf Front Condo in Siesta Dunes on #1 Beach in USA

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #175907

    C$1,490 - C$1,942
    per week (C$)
    7 night Minimum Stay
    Fabulous Crescent Beach Condo on Siesta Key
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    • Viewed

    Fabulous Crescent Beach Condo on Siesta Key

    3 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #930024

    C$2,050 - C$2,980
    per week (C$)
    7 - 28 night Minimum Stay
    Siesta Jewel beach house- A Great place for the Whole Family!
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 8
    • Viewed

    Siesta Jewel beach house- A Great place for the Whole Family!

    3 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 8
    1. Florida South Central Gulf Coast  >
    2. Siesta Key House
    #339739

    C$1,331 - C$1,845
    per week (C$)
    4 - 7 night Minimum Stay
    Spacious Condo on Lovely Lagoon Just a Short Stroll to Turtle Beach
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 5
    • Viewed

    Spacious Condo on Lovely Lagoon Just a Short Stroll to Turtle Beach

    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 5
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #117639

    C$103 - C$175
    per night (C$)
    5 night Minimum Stay
    Island Home in Paradise
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 8
    • Viewed

    Island Home in Paradise

    3 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 8
    1. Florida South Central Gulf Coast  >
    2. Siesta Key House
    #338915vb

    C$1,259 - C$1,547
    per week (C$)
    7 night Minimum Stay
    Special Offer
    Fall Specials on Siesta Key!! (August 16 - December 15)
    Look at our New HD Video!
      3 Bedrooms,
    • 2 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 10
    • Viewed

    Look at our New HD Video!

    3 Bedrooms,
  • 2 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 10
    1. Florida South Central Gulf Coast  >
    2. Siesta Key Condo
    #382819vb

    1 2 3 4 5 ....30
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