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Featured Cottages in Siesta Key

The Inn On Siesta Key Get Rates
The Inn On Siesta Key

The Inn On Siesta Key

515 Beach Road, Siesta Key
     
    5.0
    of 5, from 1 reviews
    3.5 out of 5.0

    Offering direct access to the beach, this Siesta Key cottage is within 6 mi (10 km) of Siesta Key Public Beach, Turtle Beach, and Siesta Key Marina. Crescent Beach and Gulf Gate Golf Club are also within 6 mi (10 km).

    Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village Get Rates
    Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

    Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

    Sarasota
       
      0.0 out of 5.0

      Situated on the waterfront, this property is within 6 mi (10 km) of Siesta Key Public Beach, Turtle Beach, and Siesta Key Marina. Sarasota Memorial Hospital and Crescent Beach are also within 6 mi (10 km).

      Cottage by the Sea by Beachside Management Get Rates
      Cottage by the Sea by Beachside Management

      Cottage by the Sea by Beachside Management

      303 Beach Road, Siesta Key
         
        4.0
        of 5, from 1 reviews
        3.0 out of 5.0

        Located in Siesta Key Village, this cottage is within 6 mi (10 km) of Siesta Key Public Beach, Turtle Beach, and Siesta Key Marina. Sarasota Memorial Hospital and Crescent Beach are also within 6 mi (10 km).

        Sea Club II Cottages by Beachside Mgt Get Rates
        Sea Club II Cottages by Beachside Mgt

        Sea Club II Cottages by Beachside Mgt

        5955 Midnight Pass Road, Siesta Key
           
          3.0 out of 5.0

          Offering direct access to the beach, this Siesta Key cottage is within 6 mi (10 km) of Siesta Key Public Beach, Turtle Beach, and Siesta Key Marina. Crescent Beach and Gulf Gate Golf Club are also within 6 mi (10 km).

          Sea Club II Cottages On the Bay Get Rates
          Sea Club II Cottages On the Bay

          Sea Club II Cottages On the Bay

          5955 Midnight Pass Rd, Siesta Key
             
            3.0 out of 5.0

            Situated in Siesta Key, this cottage is within 6 mi (10 km) of Siesta Key Public Beach, Turtle Beach, and Siesta Key Marina. Sarasota Memorial Hospital and Crescent Beach are also within 6 mi (10 km).

            Cottage Unit Sleeps 6.great Location on Siesta key Get Rates
            Cottage Unit Sleeps 6.great Location on Siesta key

            Cottage Unit Sleeps 6.great Location on Siesta key

            Siesta Key
               
              0.0 out of 5.0

              Situated in Siesta Key, this cottage is close to Siesta Key Public Beach, Siesta Key Marina, and Crescent Beach. Local attractions also include Point of Rocks and Coconuts Family Entertainment Center.

              Prem 2bed/2bath Gate House Cottage With Private Beach Access! Get Rates
              Prem 2bed/2bath Gate House Cottage With Private Beach Access!

              Prem 2bed/2bath Gate House Cottage With Private Beach Access!

              Siesta Key
                 
                0.0 out of 5.0

                Situated in Siesta Key, this cottage is close to Siesta Key Public Beach, Siesta Key Marina, and Crescent Beach. Local attractions also include Point of Rocks and Gulf Gate Golf Club.

                Siesta Beach House Cottage C 3 Bedrooms 2 Bathrooms Apts Get Rates
                Siesta Beach House Cottage C 3 Bedrooms 2 Bathrooms Apts

                Siesta Beach House Cottage C 3 Bedrooms 2 Bathrooms Apts

                5950 Midnight Pass Rd, Siesta Key
                   
                  3.0 out of 5.0

                  Situated in Siesta Key, this cottage is within 6 mi (10 km) of Siesta Key Public Beach, Turtle Beach, and Siesta Key Marina. Sarasota Memorial Hospital and Crescent Beach are also within 6 mi (10 km).

                  Sea Club II Cottage Unit 3A 1 Bedroom 1 Bathroom Cottage Get Rates
                  Sea Club II Cottage Unit 3A 1 Bedroom 1 Bathroom Cottage

                  Sea Club II Cottage Unit 3A 1 Bedroom 1 Bathroom Cottage

                  5955 Midnight Pass Rd, Siesta Key
                     
                    3.5 out of 5.0

                    Situated in Siesta Key, this cottage is close to Siesta Key Public Beach, Siesta Key Marina, and Crescent Beach. Local attractions also include Point of Rocks and Gulf Gate Golf Club.

                    315 Canal Rd 2 Bedrooms 2 Bathrooms Duplex Get Rates
                    315 Canal Rd 2 Bedrooms 2 Bathrooms Duplex

                    315 Canal Rd 2 Bedrooms 2 Bathrooms Duplex

                    315 Canal Rd, Siesta Key
                       
                      3.0 out of 5.0

                      This cottage is located in Siesta Key (Siesta Key Village), close to Siesta Key Public Beach, Lido Beach, and St. Armands Circle. Local attractions also include Siesta Key Marina and Crescent Beach.

                      Heated Pool & Beach 2-3 min Walk Get Rates
                      Heated Pool & Beach 2-3 min Walk

                      Heated Pool & Beach 2-3 min Walk

                      Sarasota
                         
                        0.0 out of 5.0

                        Situated in Siesta Key, this property is within 6 mi (10 km) of Crescent Beach, Siesta Key Public Beach, and Turtle Beach. Siesta Key Marina and Sarasota Memorial Hospital are also within 6 mi (10 km).

                        Avenida de Mayo Home 436 3 Bedrooms 2 Bathrooms Home Get Rates
                        Avenida de Mayo Home 436 3 Bedrooms 2 Bathrooms Home

                        Avenida de Mayo Home 436 3 Bedrooms 2 Bathrooms Home

                        436 Avenida De Mayo, Siesta Key
                           
                          3.0 out of 5.0

                          Located in Siesta Key Village, this cottage is within 6 mi (10 km) of Siesta Key Public Beach, Turtle Beach, and Siesta Key Marina. Sarasota Memorial Hospital and Crescent Beach are also within 6 mi (10 km).

                          Map

                          Siesta Key Cottages For Rent

                          Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Siesta Key that will make you feel like you’ve stepped inside your vacation dreams.

                          The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.

                          These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Siesta Key is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?

                          Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…


                          Top Trending Hotels in Siesta Key

                          See all 947 Properties in Siesta Key
                          Tropical Beach Resorts $259
                          Tropical Beach Resorts

                          Tropical Beach Resorts

                          6717 Sara Sea Circle, Siesta Key
                             
                            4.6
                            of 5, from 93 reviews
                            3.5 out of 5.0

                            Tropical Beach Resorts is located on Florida's Siesta Key barrier island. Just across the road is Crescent Village with its restaurants and shops, while hiking, biking trails, and a golf course are within easy reach. For culture buffs, the Ringling Museum of Art is in Sarasota, 25 minutes by car.

                            Tropical Breeze Resort by SKLRP $215
                            Tropical Breeze Resort by SKLRP

                            Tropical Breeze Resort by SKLRP

                            140 Columbus Blvd., Siesta Key
                               
                              4.5
                              of 5, from 2 reviews
                              3.0 out of 5.0

                              Offering direct access to the beach, this Siesta Key Village resort is in the entertainment district and within 6 mi (10 km) of Siesta Key Public Beach, Turtle Beach, and Siesta Key Marina. Crescent Beach and Marina Jack are also within 6 mi (10 km).

                              Beach Club at Siesta Key by RVA $220
                              Beach Club at Siesta Key by RVA

                              Beach Club at Siesta Key by RVA

                              6732 Sarasea Circle, Siesta Key
                                 
                                5.0
                                of 5, from 2 reviews
                                3.5 out of 5.0

                                Situated by the ocean, this condo building is within 6 mi (10 km) of Crescent Beach, Siesta Key Public Beach, and Turtle Beach. Siesta Key Marina and Sarasota Memorial Hospital are also within 6 mi (10 km).

                                Siesta Key Beachside Villas $272
                                Siesta Key Beachside Villas

                                Siesta Key Beachside Villas

                                124 Columbus Blvd, Siesta Key
                                   
                                  4.2
                                  of 5, from 5 reviews
                                  4.0 out of 5.0

                                  This villa is located in Siesta Key (Siesta Key Village), close to the beach, Siesta Key Public Beach, Lido Beach, and Siesta Key Marina. Local attractions also include St. Armands Circle and South Lido Park.