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1000 sq. ft. This 2nd floor, completely renovated 2 bedroom, 2 full bath condo in Siesta Harbor with private beach access and overlooking its own private harbor is the perfect getaway to the #1 beach on Siesta Key in Sarasota, Florida. This unit is located near the community pool and hot tub along with guest grilling stations and shuffleboard. The clubhouse has a fitness center, sauna and ice machine. The unit sleeps up to 4 and is located in a 55+ community (one person must be at least 55 years of age to rent).
NEED A LONGER STAY? ASK ABOUT OUR 6 MONTH AND LONGER STAY RATES.
NOTE: Inquiries are considered for dates of stay occurring within the next 12 months only that have availability on our calendar. *
Siesta Harbor community is not pet friendly and pets are not permitted on the property nor in the units.
Fully equipped for your beach days with everything from a wagon to tote your stuff to chairs and a cooler, you will certainly feel as if you are vacationing in a coastal village surrounded by fun and beachy decor without having to bring a thing with you from home. This unit is fully stocked with beach towels, linens and bath towels in addition to paper products and other amenities to start your Siesta Key journey.
From the palm trees dotting the landscape to the view of the harbor where boats come in and out of the Intracoastal Waterway, shops and restaurants are just steps away to the south of this complex. The complimentary trolley service which stops right outside the property on Midnight Pass Rd., provides you with all of your transportation needs while you are on the island, never needing to leave our little slice of paradise on Siesta Key.
The newly renovated, large kitchen with new appliances and oversized eat in countertops makes it so simple to prepare any meals you need to make. There is also separate wine and beer refrigerator along with everything you need to make that perfect cocktail in the evening or to enjoy a special, local beer.
The master bedroom is equipped with a king bed and has a walk in closet with plenty of space for all of your clothing along with a private bathroom.
The guest bedroom has 2 twin beds. Both showers in the 2 bathrooms are walk ins, without tubs.
Walk down 2 buildings in the complex to the Intracoastal Waterway where you can watch the boats go by or throw a line in the water and catch your dinner from the fishing pier.
Relax on our lanai, overlooking the boat basin with your favorite beverage or after a long day spent with your toes in the whitest, finest sand in the world.
We know you will love our little slice of paradise on Siesta Key and we can't wait to share it with you.
Unique Benefits
Deeded beach access allows you to walk directly across the street and access the beautiful white sands of Siesta Key. *NOTE: Tenants contracted with our company are provided with one FOB for access through Crescent Arms.* The south end of Siesta Key is the most convenient location on the island, just steps away from everything you may need during your stay. The free trolley service stops just outside the entry to Siesta Harbor and will take you from Turtle Beach to Siesta Key Village, just a few minutes in either direction.
Siesta Key is a barrier island located in Sarasota, Florida, approximately 1 hour south of Tampa, Florida and Tampa International Airport; just 25 minutes from Sarasota Bradenton Airport.
The sand on Crescent Beach, just across the way from this condo, is 99% quartz and is the world's finest, whitest sand in the world. Siesta Key Beach has been named #1 beach twice by Dr. Beach and #1 and #2 in 2022 by Tripadvisor.
Some must do's on the island while you are here is of course to visit Crescent Beach; watch a picture perfect sunset; visit Turtle Beach to the south; visit Siesta Key Village on board the free trolley on the island; rent a boat and spend the day lounging or fishing or both; kayaking; paddleboarding; take a ride on the tiki hut boat up the Intracoastal Waterway; walk to Captain Curt's for a taste of their renowned chowder; eat at one of the local seafood restaurants on the island such as Big Water; have breakfast at Toasted Mango Cafe.
Off the island, you can take a ride to Myakka River State Park and spend the day bike riding, taking an airboat ride or just exploring this fantastic state park while taking in some of the Old Florida that is reflective of our area; eat lunch at The Point restaurant on the Intracoastal Waterway in Osprey while listening to some great music or tossing beanbags for cornhole; take a trip to St. Armand's Circle for shopping and lunch and while you are there, take a walk on Lido Beach on Lido Key, another barrier island; take a trip downtown and have a cocktail at the Rooftop Lounge at the Westin Hotel.
As you can tell, there is a lot to do while you are here, not to mention taking in a show at one of the many arts venues in town.
Crescent Beach - #1 Beach with the finest, whitest sand
Crescent Beach Grocery
Siesta Key Trolley Stop
Captain Curt's Village and Sniki Tiki home of the #1 clam chowder
Daiquiri Deck, South Siesta Key
Clayton's Restaurant and Grill
CB's Saltwater Outfitters
Spearfish Grill
Crescent Club Bar and Lounge
Siesta Key Sports Rentals
Siesta Key Jet Ski
Captain Curt's Village and Sniki Tiki home of the #1 clam chowder
Daiquiri Deck, South Siesta Key
Clayton's Restaurant and Grill
Spearfish Grill
Miguel's Fine Dining
Phillippi Creek Oyster Bar
Big Water Fish Market
Il Panificio Pizza in Siesta Village
Fin and Tonic
Try the best burger on Siesta Key at Clayton's Siesta Grille.
Try the best pizza (crispy and thin) at the new Lenny'z Pizza.
Looking for great Tex Mex and Margaritas? Go the Hub Baja Grille in Siesta Village.
Looking for something upscale and tableside? Try's Miguel's Restaurant - best Dover Sole and table side Caesar (among other things).
*Tenants contracted with Hour Holdings, LLC, or their stay are provided with one key FOB for deeded beach access through Crescent Arms across Midnight Pass Rd.
*Unit has wagon for transporting all gear to the beach; 4 chairs; cooler; umbrella sand stand; umbrella; beach towels.
*In addition, one set of keys for the laundry room access and front doors are provided as well.
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Dec 01 - Dec 31 2025 | $4,500 | 28 nights | |||
Jan 01 - Jan 31 2026 | $5,900 | 28 nights | |||
Feb 01 - Mar 31 2026 | $6,900 | 28 nights | |||
Apr 01 - Apr 30 2026 | $1,100 | $4,400 | 28 nights | ||
May 01 - Jul 31 2026 | $1,100 | $4,400 | 28 nights |
Fees:
Notes:
*Please note that the stay becomes non-refundable at 90 days prior to arrival when the balance is due, if applicable.
*Security deposit returned after departure and inspection of condo condition.
*We recommend purchasing trip insurance for your stay as this would enable you to reserve with ease.
*We accept checks drawn on US banks only or a Cashier's Check.
*Background checks must be submitted no less than 15 days prior to arrival.
Last updated on November 23, 2025
Brenda S.Siesta Sand Dollar
We had an amazing stay at Maria's place at Siesta Harbor. Everything had just been updated and was very modern and beautiful. We would highly recommend her unit and we are looking forward to going back next May.
Stayed: May 2024 Submitted: June 05, 2024
Host response
"Thanks so much for the 5 star review. We truly appreciate your patronage and we are glad you enjoyed your Siesta Key stay and the condo."
MICHELLE POSTMA Harv P.Beautifully updated and very clean!
Great location on Siesta Key with easy access to the bridge off island. Owner was very accommodating and complex is very clean and friendly. Thank you Maria for being a great hostess.
Stayed: November 2024 Submitted: January 08, 2024
Host response
"Thank you both for staying with us. We are thrilled that you found us and hope you will consider staying with us again if you come back to visit Siesta Key."
Charles P.Great condo for relaxing
This was our first stay in the Siesta Key area and this condo set the bar quite high. It is set in an over 55 complex with a pool, covered parking and across the street access to the beautiful beach. Captain Curt’s, the Daiquiri Deck, a grocery store and coffee shop are all withing walking distance. A trolley stop is in front of the complex. The condo itself is very clean and fully stocked with many items we hadn’t expected. The two bedrooms and associated baths were well appointed with the main bedroom having a walk-in closet. The kitchen is fully updated and large enough for both of us to move around without getting in each other’s way. And the lanai overlooking the waterway access to the intracoastal was our favorite room. But the most impressive feature for us was the quiet. Very relaxing!
Stayed: January 2023 Submitted: February 15, 2023
Host response
"Charles - Thank you for your 5 star review! We are truly delighted we were able to exceed your expectations and appreciate the time you took to write a review for your stay. It was a pleasure hosting you and glad we have the opportunity to do so again in 2024."
Yes. There are bike racks located throughout the property where you can store and lock your bike.
Across the street on Midnight Pass Rd. through Crescent Arms. Key FOB required for entry and exit.
Siesta Harbor is not a pet friendly community.
Right in front of Siesta Harbor on Midnight Pass Rd.
We begin to reserve the condo 12 months in advance of a proposed stay. Peak season is Jan 1 thru April 30th of each year. We will begin booking Jan 1 of any future year on Jan 31 of the previous year.
Yes. We will gladly book a stay for more than 30 days. However, in peak season, Jan 1 thru April 30th, stays are only confirmed 1, 2, 3 or 4 months consecutively, i.e., Jan 1-Jan 31; Feb. 1 thru Mar 1; etc. We cannot break a month during this time. Any other time of the year, mid month stays for 30 or more days can be reserved.
Member since 2022
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