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Siesta Key Condo Rentals(327)

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Beachfront Penthouse - Gulf View! 2 BR/BA, WiFi, #1 Beach in the US!
    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
$999 - $1,750
per week

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

Book it Now!
7 night Minimum Stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
  1. Florida South Central Gulf Coast >
  2. Siesta Key Condo
#387889vb
    (11)
    SIESTA KEY - 2BR 2BA - Sorry, July is Gone Next Avail is August
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 4
    $865 - $1,275
    per week

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

    7 night Minimum Stay
    • 2 BR,
    • 2 BA,
    • Sleeps 4
    1. Florida South Central Gulf Coast >
    2. Siesta Key Condo
    #294616
      (45)
      Directly on Siesta Key Beach, 2 Blocks to Village, Ground Floor
        2 Bedrooms,
      • 2 Bathrooms
        • , Sleeps 5
      $805 - $1,995
      per week

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

      Book it Now!
      7 night Minimum Stay
      • 2 BR,
      • 2 BA,
      • Sleeps 5
      1. Florida South Central Gulf Coast >
      2. Siesta Key Condo
      #3024960
        (8)
        Look at our New HD Video!
          3 Bedrooms,
        • 2 Bathrooms, 
        • 1 Half Bath
          • , Sleeps 10

        Look at our New HD Video!

        • 3 BR,
        • 2 BA,
        • 1 HF BA,
        • Sleeps 10
        1. Florida South Central Gulf Coast >
        2. Siesta Key Condo
        #382819vb
          (24)
          Clean Spacious 2 BR Condo at Siesta Beach - Walk to Village!
            2 Bedrooms, Sleeps 6
          $860 - $1,464
          per week

          Clean Spacious 2 BR Condo at Siesta Beach - Walk to Village!

          7 night Minimum Stay
          • 2 BR,
          • Sleeps 6
          1. Florida South Central Gulf Coast >
          2. Siesta Key Condo
          #970874
            (13)
            Luxury 2 BR/2 BA- 1st Fl Wifi/HDTV - Hurry book your fall vacation!
              2 Bedrooms,
            • 2 Bathrooms
              • , Sleeps 5
            $568 - $1,050
            per week

            Luxury 2 BR/2 BA- 1st Fl Wifi/HDTV - Hurry book your fall vacation!

            7 night Minimum Stay
            • 2 BR,
            • 2 BA,
            • Sleeps 5
            1. Florida South Central Gulf Coast >
            2. Siesta Key Condo
            #31037vb
              (21)
              5 Star 'True' Direct Beach-Front ! (The Absolute Best of the Best !)
                2 Bedrooms,
              • 1 Bathroom, 
              • 1 Half Bath
                • , Sleeps 5
              $4,995 - $6,995
              per month

              5 Star 'True' Direct Beach-Front ! (The Absolute Best of the Best !)

              28 night Minimum Stay
              • 2 BR,
              • 1 BA,
              • 1 HF BA,
              • Sleeps 5
              1. Florida South Central Gulf Coast >
              2. Siesta Key Condo
              #147350
                (13)
                Special Offer Up to 7 wks,12/7-1/25 for the price of 4 (December 7 - January 25)
                Siesta Key - Gulf-Front Retreat - 2 Bedroom - Upscale
                  2 Bedrooms,
                • 2 Bathrooms
                  • , Sleeps 6
                $1,145 - $1,645
                per week

                Siesta Key - Gulf-Front Retreat - 2 Bedroom - Upscale

                7 night Minimum Stay
                • 2 BR,
                • 2 BA,
                • Sleeps 6
                1. Florida South Central Gulf Coast >
                2. Siesta Key Condo
                #2287vb
                  2 Reviews
                  Enchanting Beachfront 'Toes in the Sand' Condo
                    2 Bedrooms,
                  • 2 Bathrooms
                    • , Sleeps 6

                  Enchanting Beachfront 'Toes in the Sand' Condo

                  • 2 BR,
                  • 2 BA,
                  • Sleeps 6
                  1. Florida South Central Gulf Coast >
                  2. Siesta Key Condo
                  #225835
                    (5)
                    Spectacular Siesta Key Gulf Views. Quiet and Comfortable NonSmoking Condo.
                      2 Bedrooms,
                    • 2 Bathrooms
                      • , Sleeps 6
                    $1,495
                    per week

                    Spectacular Siesta Key Gulf Views. Quiet and Comfortable NonSmoking Condo.

                    7 night Minimum Stay
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 6
                    1. Florida South Central Gulf Coast >
                    2. Siesta Key Condo
                    #173043
                      (44)
                      SUMMER SPECIAL $100/OFF/WEEK, RIGHT ON CRESCENT BEACH!
                        2 Bedrooms,
                      • 2 Bathrooms
                        • , Sleeps 6

                      SUMMER SPECIAL $100/OFF/WEEK, RIGHT ON CRESCENT BEACH!

                      • 2 BR,
                      • 2 BA,
                      • Sleeps 6
                      1. Florida South Central Gulf Coast >
                      2. Siesta Key Condo
                      #255207vb
                        (7)
                        Beachfront Condo - Three Bedroom - Luxury
                          3 Bedrooms, Sleeps 8

                        Beachfront Condo - Three Bedroom - Luxury

                        • 3 BR,
                        • Sleeps 8
                        1. Florida South Central Gulf Coast >
                        2. Siesta Key Condo
                        #30745vb
                          (10)
                          Welcome to Sarasota's Best Kept Secret!
                            2 Bedrooms, Sleeps 4

                          Welcome to Sarasota's Best Kept Secret!

                          • 2 BR,
                          • Sleeps 4
                          1. Florida South Central Gulf Coast >
                          2. Siesta Key Condo
                          #369882vb
                            (17)
                            Island Paradise Beach to Bay
                              2 Bedrooms,
                            • 2 Bathrooms
                              • , Sleeps 4

                            Island Paradise Beach to Bay

                            • 2 BR,
                            • 2 BA,
                            • Sleeps 4
                            1. Florida South Central Gulf Coast >
                            2. Siesta Key Condo
                            #336652
                              2 Reviews
                              2,150 Square Foot Gulfside Beachfront Townhouse.
                                2 Bedrooms,
                              • 2 Bathrooms, 
                              • 1 Half Bath
                                • , Sleeps 6
                              $1,848
                              per week

                              2,150 Square Foot Gulfside Beachfront Townhouse.

                              7 night Minimum Stay
                              • 2 BR,
                              • 2 BA,
                              • 1 HF BA,
                              • Sleeps 6
                              1. Florida South Central Gulf Coast >
                              2. Siesta Key Condo
                              #117853
                                Beachfront Luxury Condo Overlooking Gulf with Lowest Price Guarantee
                                  2 Bedrooms, Sleeps 5

                                Beachfront Luxury Condo Overlooking Gulf with Lowest Price Guarantee

                                • 2 BR,
                                • Sleeps 5
                                1. Florida South Central Gulf Coast >
                                2. Siesta Key Condo
                                #103204
                                  (13)
                                  Beachfront - 3-Bedroom Condo - Upscale
                                    3 Bedrooms, Sleeps 8

                                  Beachfront - 3-Bedroom Condo - Upscale

                                  • 3 BR,
                                  • Sleeps 8
                                  1. Florida South Central Gulf Coast >
                                  2. Siesta Key Condo
                                  #388473vb
                                    1 Review
                                    Siesta Key - Beachfront - 2 Bedroom - Upscale- Ground Floor
                                      2 Bedrooms, Sleeps 6

                                    Siesta Key - Beachfront - 2 Bedroom - Upscale- Ground Floor

                                    • 2 BR,
                                    • Sleeps 6
                                    1. Florida South Central Gulf Coast >
                                    2. Siesta Key Condo
                                    #390407vb
                                      2 Reviews
                                      MAY & JUNE SPECIAL, $595/WEEK All TAXES INCLUDED!
                                        1 Bedrooms,
                                      • 1 Bathroom
                                        • , Sleeps 3

                                      MAY & JUNE SPECIAL, $595/WEEK All TAXES INCLUDED!

                                      • 1 BR,
                                      • 1 BA,
                                      • Sleeps 3
                                      1. Florida South Central Gulf Coast >
                                      2. Siesta Key Condo
                                      #439859vb
                                        1 Review
                                        Siesta Key Condo!Tropical Paradise, Cultural Area
                                          2 Bedrooms, Sleeps 4

                                        Siesta Key Condo!Tropical Paradise, Cultural Area

                                        • 2 BR,
                                        • Sleeps 4
                                        1. Florida South Central Gulf Coast >
                                        2. Siesta Key Condo
                                        #437876vb
                                          Beachfront Condo Beautiful Crystal Sands Siesta Key Sarasota Fl
                                            2 Bedrooms, Sleeps 6

                                          Beachfront Condo Beautiful Crystal Sands Siesta Key Sarasota Fl

                                          • 2 BR,
                                          • Sleeps 6
                                          1. Florida South Central Gulf Coast >
                                          2. Siesta Key Condo
                                          #158696
                                            (9)
                                            Siesta Key Gulf and Bay Club 305 C Building, Siesta Key FL
                                              2 Bedrooms,
                                            • 2 Bathrooms
                                              • , Sleeps 6

                                            Siesta Key Gulf and Bay Club 305 C Building, Siesta Key FL

                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                            1. Florida South Central Gulf Coast >
                                            2. Siesta Key Condo
                                            #150285vb
                                              1 Review
                                              Awesome Views - Beachfront - Tennis/Pool - New Luxury Renovation- Weekly Rental
                                                2 Bedrooms,
                                              • 2 Bathrooms
                                                • , Sleeps 6
                                              $1,288 - $1,911
                                              per week

                                              Awesome Views - Beachfront - Tennis/Pool - New Luxury Renovation- Weekly Rental

                                              7 night Minimum Stay
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 6
                                              1. Florida South Central Gulf Coast >
                                              2. Siesta Key Condo
                                              #269254
                                                2 Reviews
                                                Luxury Condo Ground Floor Across the Street from the #1 Beach
                                                  2 Bedrooms,
                                                • 2 Bathrooms
                                                  • , Sleeps 6
                                                $145 - $187
                                                per night

                                                Luxury Condo Ground Floor Across the Street from the #1 Beach

                                                3 night Minimum Stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                1. Florida South Central Gulf Coast >
                                                2. Siesta Key Condo
                                                #974386
                                                  (6)
                                                  BEAUTIFUL GULF-FRONT CONDO- THE BEST FOR LESS!
                                                    2 Bedrooms,
                                                  • 2 Bathrooms
                                                    • , Sleeps 4
                                                  $1,200 - $1,600
                                                  per week

                                                  BEAUTIFUL GULF-FRONT CONDO- THE BEST FOR LESS!

                                                  7 - 28 night Minimum Stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 4
                                                  1. Florida South Central Gulf Coast >
                                                  2. Siesta Key Condo
                                                  #331711
                                                    (63)
                                                    Siesta Key Year Round 3 Bedroom Getaway
                                                      3 Bedrooms, Sleeps 6
                                                    $1,225
                                                    per week

                                                    Siesta Key Year Round 3 Bedroom Getaway

                                                    7 night Minimum Stay
                                                    • 3 BR,
                                                    • Sleeps 6
                                                    1. Florida South Central Gulf Coast >
                                                    2. Siesta Key Condo
                                                    #77427vb
                                                      1 Review
                                                      Beautiful 2 Bed/2 Bath Beachfront Condo on Siesta Key Beach
                                                        2 Bedrooms,
                                                      • 2 Bathrooms
                                                        • , Sleeps 4
                                                      $3,500 - $5,200
                                                      per month

                                                      Beautiful 2 Bed/2 Bath Beachfront Condo on Siesta Key Beach

                                                      30 night Minimum Stay
                                                      • 2 BR,
                                                      • 2 BA,
                                                      • Sleeps 4
                                                      1. Florida South Central Gulf Coast >
                                                      2. Siesta Key Condo
                                                      #974198
                                                        2 Reviews
                                                        Contemporary living, Luxury Condo-ONE MONTH MINIMUM STAY
                                                          2 Bedrooms,
                                                        • 2 Bathrooms
                                                          • , Sleeps 4
                                                        $4,000 - $5,000
                                                        per month

                                                        Contemporary living, Luxury Condo-ONE MONTH MINIMUM STAY

                                                        28 night Minimum Stay
                                                        • 2 BR,
                                                        • 2 BA,
                                                        • Sleeps 4
                                                        1. Florida South Central Gulf Coast >
                                                        2. Siesta Key Condo
                                                        #941284
                                                          Private Beachfront and Pool, Tennis Court ,Siesta Key Condo w/ all Amenities
                                                            2 Bedrooms,
                                                          • 2 Bathrooms
                                                            • , Sleeps 6
                                                          $1,150 - $1,250
                                                          per week

                                                          Private Beachfront and Pool, Tennis Court ,Siesta Key Condo w/ all Amenities

                                                          7 night Minimum Stay
                                                          • 2 BR,
                                                          • 2 BA,
                                                          • Sleeps 6
                                                          1. Florida South Central Gulf Coast >
                                                          2. Siesta Key Condo
                                                          #294435
                                                            1 Review
                                                            Classy, Clean & Close to the Beach
                                                              2 Bedrooms, Sleeps 4

                                                            Classy, Clean & Close to the Beach

                                                            • 2 BR,
                                                            • Sleeps 4
                                                            1. Florida South Central Gulf Coast >
                                                            2. Siesta Key Condo
                                                            #293120vb
                                                              (28)
                                                              • 1 - 30 of 327
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