Vacation in Siesta

Rentals on and around Siesta Key, Florida

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WELCOME TO SIESTA KEY

Populated with many island-style beach bars and restaurants, Siesta Key Village is truly a unique destination that draws the attention of my locals and visitors. The charm and atmosphere of this area is truly what you'd expect from an island-style vacation, with many funky shops and boutiques sprinkled between the amazing restaurants that line the streets. The island itself is 8 miles long, and is home to 3 breathtaking beaches: Siesta Key Beach, Crescent Beach, and Turtle Beach. Siesta Key Beach has won many awards, particularly for is white, soft & cool quartz sand that stretches along the shoreline.

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Vacation Rentals

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SEAHORSE 2E AT SEA

$249 / Per Night

Super clean (before it was a thing....look at the reviews) One bedroom, one bath, full kitchen, living room with pull out sofa located at Sea Club 2, 5955 Mi..

  • 4 Guests
  • 1 Bathroom
  • 1 Bedroom
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SAND DOLLAR 302 AT

$529 / Per Night

THE 5 STAR REVIEWS OF THIS CONDO SPEAK FOR THEMSELVES. WE WERE CLEAN BEFORE CLEAN WAS "A THING" Located at Siesta Beach House, 5950 ..

  • 8 Guests
  • 3 Bathrooms
  • 2 Bedroom
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STARFISH 313 AT SI

$429 / Per Night

Impeccably Clean, the reviews speak for themselves! Located at Siesta Beach House, 5950 Midnight Pass Road, this luxurious Beach Townhouse, is..

  • 5 Guests
  • 2.5 Bathrooms
  • 2 Bedroom
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MERMAID 314 AT SIE

$429 / Per Night

Purchased April 2021 and never rented before, this unit is next door to other units I own in the same complex: units 313 and 302, making it a perfe..

  • 6 Guests
  • 3 Bathrooms
  • 2 Bedroom
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Popular Areas

Attractions

Go Fishing!

Attend the Siesta Key Drum Circle

Go Parasailing!

Snorkel at the Point of Ro

Relax on the Beach

VACATION IN SIESTA

Relax and Enjoy with our Vacation Rentals

What Our Customers Say

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We had an amazing time in Siesta Key! Varinia was one of the best hosts we have ever had. She was extremely helpful with getting us a driver from the airport, setting us up with a golf cart rental, and answering any questions we had promptly. We actually had a chance to meet her while we were there and she is a very down to earth, generous person. The place was very nice and clean. Perfect for a couple’s getaway. The location was great with bay behind us and the beach across the street. The drive into town was a 5-7min drive on the cart. This was a great little getaway for us! We plan on returning again!

Sonal
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Nice condo in a centrally located area.

Eric
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Host is very easy to communicate with and this is right across from private access to the beach! 5 min walk to the beach. Don’t have to use public beaches!

Madison P null
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This was our second trip to this rental property. Everything was outstanding and we love the accessibility to the beach and location to nearby siesta key village. We look forward to coming again.

Jeffrey B null
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Great place, exactly as advertised, which is so appreciated! The a/c filter in the closet was very used, so we replaced it. Loved having a wagon with chairs and umbrellas. The updated kitchen looks great!

Carla G Null