Beaches are gorgeous, open, and being enjoyed except access 13 at our 6905 location. Rentals have power, water, but minor Wi-Fi issues. Island is open for gas, groceries, bars, restaurants, and shops. Streets are clear but might be sandy. Village is open for drinking eating and live music. Beach access 13 isn't dangerous but has some potholes, tree branches, and a large dirt pile at the entrance. It will still be amazing, but with the sticks twigs coconuts and branches it does look more like a beach in Central America, or the Caribbean right now.
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Gertrude Rentals Just call 888-5SIESTA if you need a vacation! - Gertrude

Experience Siesta Key!

Soak up Siesta Key with a stay in one of our beach vacation rentals! Choose between a variety of different communities including the Siesta Key Village, Crescent Beach, and Siesta’s resort area. Our vacation rentals feature cozy, coastal décor as well as proximity to Siesta Key’s gorgeous, white sand beaches and activities. Browse our Siesta Key short-term rentals and start planning a vacation at North Americas best beach! Looking to swap out the beach for the ski slopes? We also feature properties in Vermont’s Green Mountains. Check out our Vermont vacation rentals when you want a cozy home for Vermont’s ski season! You can contact us for more information 888-5SIESTA or email us at hello@gertruderentals.com

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We’re natives, transplants, visitors, and locals each with one thing in common, we understand your vacation time is precious and love what we do.

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Over 45 Different Siesta Key Properties Available

North America's best white sand beaches. Walking distance to world famous shopping, dining, and entertainment. Units with private pools, ocean-views, lagoon front decks, lazy hammocks and tiki-huts, and rooftop sun-decks. Call or email now and we’ll help find the perfect fit for you and your group. Always human and never a bot.

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Guest Testimonials

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Gregory B.

Guest

I have nothing but good things to say about Gertrude’s. Every house has been clean, beautiful, and Dan makes it so easy for us. Thank you for all the good times!

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Pat M.

Guest

Definitely be back Dan! Can’t wait to do it again. Easiest Airbnb and best Siesta Key experience yet!

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Kathy S.

Guest

Another fabulous (4th) time. The condo was well stocked with everything we needed both for cooking and for days at the beach. Dan and the staff are always so easy to work with. It makes all our family trips a piece of cake. -

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Sara D.

Guest

Thanks again guys! I was nervous about doing a rental property, but it was so simple and the close proximity to everything yet in a well stocked house made it feel like 3 days were 30!

Gertrude Rentals Property Managment

Give Us A Call At:

(888) 574-3782

Gertrude Rentals Property Managment

Give Us A Call At:

(888) 574-3782

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