Vacation Rentals on Siesta Key

Do you know why Siesta Key is amongst the top Vacation Destinations in the U.S?

It’s no secret that Siesta Key is known for its fantastic beaches that continuously rank among the top beaches in the United States, the powdery crystal quartz sand has a silky texture that is cool to the touch even on the hottest of days, but the main attraction that keeps people coming back is – Our Communities.

Welcome to our community!

Here at The Anchorage, we are more than a resort, we are a community that welcomes you. Whether it’s your first or your 100^th time, our friendly on-site rental staff is committed to ensuring your experience is worth coming back for. We understand how precious memories can be. Let us help create the memories that you want to relive over and over.

All of our rental accommodations are privately owned, spacious condominiums measuring over 1,200 sq. ft for a 2-bedroom and 2,400 sq ft for a 3-bedroom. Each rental accommodation provides outdoor elongated private balconies accessible from each room, a fully equipped kitchen, luxury linens, cable TV, and high-speed Wi-Fi – everything you need to stay for a week, a month, or longer. There is ample parking for all our guests, and very little, if any, reason to drive anywhere. We have an abundance of luggage carts and two elevators for convenience. A gate at the front of the property, paired with key or code entry on all access points, provides you with peace of mind.

Resort Amenities & Location

“FROM LAND TO SEA …

We know family vacations and fun require a bit more than just a beach, especially with children. We also understand that there is so much more than just packing suitcases and travel that goes into planning a vacation. Wouldn’t it be nice if you could just show up and not have to worry about the tedious tasks of figuring out where to eat, where to park, where to shop, and most importantly, how to entertain the kids? If you want to indulge in the best of what Siesta Key has to offer with full enthusiasm and little effort, let us guide the way.

OUR BACKYARD…

Just imagine the calmness of the water paired with Adirondack chairs on the water’s edge surrounded by a grassy pasture shaded by tall tropical palms. Sounds quite therapeutic, right? Being nestled comfortably on the Intracoastal Waterway is as picturesque as one could imagine. We offer so much more than a scenic view.

Enjoy our backyard Amenities:

2 propane Grills- in an outdoor kitchenette surrounded by picnic tables and chairs by the water
Basketball Hoop- Need a basketball? Borrow one from us
Shuffleboard courts & Corn hole– Don’t worry, we have that equipment too
Kayak Racks- Whether you rented a kayak or brought your own, we have the storage.
Boat Dock/Kayak Launch- Boat enthusiasts, we’ve got you covered too.
Fishing- We don’t provide the poles but we do provide the fish and to make up for the lack of poles we offer a fillet station.

TO OUR FRONTYARD…

We are humble when it comes to many things, but when we have one of the largest heated swimming pools on Siesta Key, it’s just too hard not to brag.

“What about beach access?’’ Directly across the street we have a private beach access gate.

Are you a pickleball lover? We’ve got the courts and all the equipment. If Tennis is more your sport, we got you covered.

Need a workout? Try our exercise room, and free Wi-fi

AND EVERYTHING IN BETWEEN.”

Everything imaginable that you could need can be found within walking distance including: restaurants (many with live entertainment), shops, a market, charter boats, fishing equipment. You can rent just about anything; from kayaks/Paddleboards, boats, bikes, mini cars and golf carts.

Need a ride? There is no restriction when it comes to getting where you want to be and doing what you want to do. Hitch a free ride to using one of the many modes of transport Siesta Key provides:

Siesta Key Breeze trolley– has stops all along the roadsides from the North Village down to Turtle Beach and even into downtown Sarasota. The trolley runs Sunday through Thursday from 8am to 10 pm and on Friday and Saturday from 8 am to 12am.
Frog Hop– The Frog Hop makes regular rounds in between the trolley’s schedule following the same path and stops of the trolley. They have a unique way of grabbing your attention with the “Ribbit Ribbit” horn they use. It’s almost too cute to resist. They also provide more personalized services.

On a time crunch? If you need to get somewhere at a specific time there are personalized services such as the Frog Hop (844-FROG HOP) and Johnny’s Original Free Ride (941-928-9200) that can come pick you up and take you where you need to go. Johnny’s Free ride also provides grocery delivery.

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