Siesta Key Real Estate

Siesta Key real estate

Take one meander down the powdery white sandy beaches of Siesta Key or a boat tour around the key and you will understand why Siesta Key real estate is in such high demand. Siesta Key Beach continually ranks as one of the world's prettiest beaches.

The island has a good mix of working professionals, retirees and second home owners who venture down in the winter time to enjoy the beautiful weather. Many who purchase Siesta Key real estate do so for vacationing purposes, with the goal of eventually retiring to this island paradise.

There are a number of options for Siesta Key homes–everything from a modest abode to a luxurious bay or beach front mansion. Waterfront homes in Siesta Key that can accommodate boats and are within a short walk to the beach are the most popular properties on the key. 

 

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All Homes & Condos For Sale Siesta Key Condos  Foreclosures 

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Siesta Key Neighborhoods Siesta Key Reviews 5 Things to Know Siesta Key Videos Frequently Asked Questions 
The Lifestyle   Where is Siesta Key History Resources   Siesta Key Real Estate News

 

 

 

Homes & Condos For Sale on Siesta Key

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$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
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1350 N Portofino Dr #207, Sarasota $270,000

  • 1 Beds
  • 2.0 Baths
  • 780 SqFt

Elegant, Spacious, Absolutely Beautiful – This Open, Bright And Airy One Bedroom (two Bath) Condo Has Refreshing Intercostal And Harbor Views From All Rooms. It Was Completely Updated A Few Years Ago And Still Looks Brand New . The Sparkling Kitchen Is Con...

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4740 Ocean Blvd #101, Sarasota $3,873,000

  • 4 Beds
  • 5.0 Baths
  • 4,426 SqFt

New Construction. To Be Built. Elegant, Simple And Understated, Oceane Is A Place Where You Live Every Day With Awe-inspiring Views. From The Moment You Drive Through The Gated Entrance To The Moment You Exit Out Of The Elevator To Your Open-concept, Smart ...

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4740 Ocean Blvd #202, Sarasota $4,250,000

  • 4 Beds
  • 5.0 Baths
  • 4,547 SqFt

New Construction. To Be Built. Elegant, Simple And Understated, Oceane Is A Place Where You Live Every Day With Awe-inspiring Views. From The Moment You Drive Through The Gated Entrance To The Moment You Exit Out Of The Elevator To Your Open-concept, Smart ...

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4740 Ocean Blvd #301 Penthouse, Sarasota $4,300,000

  • 4 Beds
  • 5.0 Baths
  • 4,426 SqFt

New Construction. To Be Built. Elegant, Simple And Understated, Oceane Is A Place Where You Live Every Day With Awe-inspiring Views. From The Moment You Drive Through The Gated Entrance To The Moment You Exit Out Of The Elevator To Your Open-concept, Smart ...

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6267 Midnight Pass Rd #105, Sarasota $419,000

  • 2 Beds
  • 2.0 Baths
  • 1,550 SqFt

Rarely Available- Largest Floor Plan- Courtyard View- Underground Parking! Immaculate Turnkey Furnished Unit. Move In Ready! Great Rental Unit - Bookings Already In Place For 2017! Bayside Unit - Great View Of The Olympic Size Pool - Steps To The #1 Bea...

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797 Beach Rd #505, Sarasota $645,000

  • 2 Beds
  • 2.0 Baths
  • 1,072 SqFt

Direct Gulf Views From This Top Floor Furnished 2 Bedroom, 2 Bath, 1 Car Carport Unit Across From World Famous Siesta Key Beach In Gated Complex. New A/c November 2015, Water Heater +/- 3 Years Old. Tile On The Diagonal Throughout The Living Area, Crown Mo...

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6717 Midnight Pass Rd #8, Sarasota $250,000

  • 2 Beds
  • 1.0 Baths
  • 685 SqFt

Welcome Home To Your Perfect Beach Get-a-way! Just Bring Your Suitcase And Beach Towels And Park The Car (you Won’t Need It) This Fantastic Turn Key Furnished 2 Bedroom, 1 Bath End Unit Condo Is Light And Bright And Is The Ideal Place To Enjoy All That Sie...

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661 Venice Ln, Sarasota $529,000

  • 3 Beds
  • 3.0 Baths
  • 1,754 SqFt
  • 0.39 Acres

The Best Value On Siesta Key Can Be Yours. Brand New Tile Roof! Impressive From The Moment You Arrive. The Gorgeous Manicured Tropical Landscaping Is A Precursor To What Is Waiting Inside. Pride Of Ownership And Meticulous Maintenance Can Be Seen In Every A...

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505 Givens St, Sarasota $1,079,000

  • 3 Beds
  • 3.0 Baths
  • 3,030 SqFt
  • 0.23 Acres

Beautiful Former " Ralph Twitchell" Show Home On Desire Able North Siesta Key. Extraordinary Architecture On A Canal Front Lot With Tropical Surrounding. This Home Is Close To The Village And The Beach, But You Can Also Relax On Three Patios, Or In The...

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Condos on Siesta Key

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Condo Community Address Year Built Number of Units Minimum Lease Lease Per Year Waterfront?
Aloha Kai  6020 Midnight Pass Road, Sarasota, FL 34242   1964   68   Daily/Weekly   52   Beach
Anchorage   6415 Midnight Pass Road Sarasota, FL 34242  1975   98  1 week   52  Bay
Bay Oaks  6157 Midnight Pass Road, Sarasota, FL 34242  1975  96  1-7 days  52  Bay
Bay Tree Club   8625, 8630, 8635 Midnight Pass Road, Sarasota, FL 34242  1970  120  1 month from January to April, 2 weeks from May to December  12  Beach & Bay
Beachaven   5858 Midnight Pass Road, Ssarasota, FL 34242  1966  58  1 month  12  Beach
Beach Way   5600 Midnight Pass Road, Sarasota, FL 34242  1970  45  1 month  12  Across street from beach
Beach Villas   300, 304, 308, 312 Calle Miramar & 301, 305, 309, 313 Beach Rd, Sarasota FL 34242  2008-2011  16  2 month  3  Across street from beach
Boca Siesta  5911 Midnight Pass Road, Sarasota, FL 34242 1984   46  3 months  4  Bay
Casa Blanca   6154 Midnight Pass Road, Sarasota, FL 34242  1966  88  1 week  52  Beach
Casarina   5880 Midnight Pass Road, Sarasota, FL 34242  1982  89  1 month  5  Beach
Crescent   6512 Midnight Pass Road, Sarasota, FL 34242  2005  26  1 month  12  Beach
Crescent Arms   6308, 6310, 6312 Midnight Pass Road, Sarasota, FL 34242  1968  87  1 week  52  Beach
Crescent Royale   777 & 797 Beach Road, Sarasota, FL 34242  1970  101  1 week  52  Across the street from the beach
Crystal Sands   6300 Midnight Pass Road, Sarasota, FL 34242  1970  152  2 weeks  26  Beach
Dolphin Bay   Dolphin Bay Way, Sarasota, FL 34242  1997 50  3 months  4  Bay
El Presidente   6326 Midnight Pass Road, Sarasota, FL 34242  1975  47  1-7 days  52  Beach
Excelsior   6263-6285 Midnight Pass Road, Sarasota, FL 34242  1980  166  2 weeks  26  Beach to Bay
Fisherman’s Cove   8900 Blind Pass Road, Sarasota, FL 34242  1969  84  1-7 days  52  Beach
Gulf and Bay Club   5730 Midnight Pass Road, Sarasota, FL 34242  1979 - 1986  391  1 month  12  Beach
Gulf & Bay Club Bayside   Siesta Bayside Drive, Sarasota, FL 34242  1988  101  1-7 days  52  Bay
Hamilton Club   3901-3994 Hamilton Club Circle, Sarasota, FL 34242  1989-1997  18  6 months   1  Bay
Harbor Towers   5855 Midnight Pass Road, Sarasota, FL 34242  1976  209  2 weeks  26  Bay
Harbour Towne   Dockside Place, Sarasota, FL 34242  1982  50  1 month  3  Bay
Horizons West   6140 Midnight Pass Road, Sarasota, FL 34242  1967  135  1-7 days  52  Beach
House of the Sun  6518 Midnight Pass Road, Sarasota, FL 34242  1975  58  1-7 days  52  Beach
Hyatt Condos   915 Seaside Dr, Sarasota, FL 34242  2009  44  Time Share (Fractional Ownership)    Beach
Island House   6142-6150 Midnight Pass Road, Sarasota, FL 34242  1967  73  1-7 days  52  Beach
Island Reef   8764-8779 Midnight Pass Road, Sarasota, FL 34242  1982  173  1 month  8  Beach
Jamaica Royale  5830 Midnight Pass Road, Sarasota, FL 34242  1970  175  1-7 days  52  Beach
La Siesta  901,914,915,925 Beach Road, Sarasota, FL 34242  1972  78  1 week  52  Across the street from the beach
Marina Del Sol   1308,1310 Old Stickney Point Road, Sarasota, FL 34242  2002  38  1-7 month  12  Bay
Mariner's Inlet   9042 Midnight Pass Road, Sarasota, FL 34242  1983  8  No minimum  No minimum  Bay
Midnight Cove  Midnight Cove Road, Sarasota, FL 34242  1977-1980 287  2 weeks  26  Beach and Bay
The Moorings   9050-9088 Midnight Pass Road, Sarasota, FL 34242  1983  17  2 weeks  3  Bay
Our House at the Beach  1001 Beach Road, Sarasota, FL 34242  1981  106  2 weeks  26  Across the street from public beach
Palm Bay Club  5960 Midnight Pass Road, Sarasota, FL 34242  1970 and 1975  266  1-7 Days  365  Beach and Bay
Peppertree  Peppertree Lane, Peppertree Way, Peppertree Drive  1972  361  1 month  4  Beach and Bay
Pointe  9393 and 9357 Midnight Pass Road, Sarasota, FL 34242  1975  122  3 month  4  Bay
Polynesian Gardens  Moonmist Drive, Court & Circle, Sarasota, FL 34242  1968  74  2 weeks  21 Bay 
Provincial Gardens  6005 Midnight Pass Road, Sarasota, FL 34242  1965  26  1 month  12  Bay
Sandy Cove  24 Sandy Cove Road, Sarasota, FL 34242  1968-1973  112  1 month  3  Small private beach. No access to long public beach
Sarasota Surf and Racquet Club  5900 Midnight Pass Road, Sarasota, FL 34242  1971  188  1 week  52  Beach
Sea Breeze  5830 Midnight Pass Road, Sarasota, FL 34242  2004  5  1 month  12  Lagoon
Sea Club  5955 Midnight Pass Road, Sarasota, FL 34242  1978  43  1-7 days  52  Bay
Sea Shell  6500 Midnight Pass Road, Sarasota, FL 34242  1974  48  1-7 days  52  Beach
Seagrove  6400 Midnight Pass Road, Sarasota, FL 34242  2005  12  3 months  3  Beach
Siesta Breakers   6480 Midnight Pass Road, Sarasota, FL 34242  1979  79  1 week  52  Beach
Siesta Dunes  6236 Midnight Pass Road, Sarasota, FL 34242  1979  160  1 - 7 days  52  Beach
Siesta Gulf View  420 Beach Road Road, Sarasota, FL 34242  1980  59  1 month  12  Beach
Siesta Harbor  1300, 1250, 1355, 1257, 1215, 1325 Portofino Drive, Sarasota, FL 34242  1969  222  1 month  12  Bay
Somerset Cay  9122 midnight pass road, Sarasota, FL 34242  2002  17  2 months  4  Beach
Summer Cove  1640 and 1660 Summerhouse Lane, Sarasota, FL 34242  2007  45  1 month  3  Bay Side
Sunrise Cove  8897-9011 Midnight Pass Road - Sarasota, FL 34242  1973-1974    1 month  12  Bay
Sunset Royale  711 Beach Road, Sarasota, FL 34242  1969  34  1 week  52  Across the street from Siesta Key beach
The Terrace  5400 Ocean Blvd, Sarasota, FL 34242  1970  70  2 months  6  Beach
Terrace East  5300 Ocean Boulevard, Sarasota, FL 34242  1973  46  1 year  1  Across the street from the beach
Tiffany Sands  540, 542, 544, 546, 548 Beach Road, Sarasota, FL 34242  1981  9  1 month  12  Beach
Tivoli by the Sea  625 Beach Road, Sarasota, FL 34242  1975  35  1-7 days  52  Beach
Tortuga  8730 Midnight Pass Road, Sarasota, FL 34242  1980  77  1 month  3  Beach
Turtle Bay  8701 Midnight Pass Road, Sarasota, FL 34242  1980  82  3 month  4  Bay with deeded beach access
Whispering Sands  Whispering Sands Drive, Sarasota, FL 34242  1968 - 1973  267  2 months  2  Beach
White Sands Village  5830 Midnight Pass Road, Sarasota, FL 34242  1975  124  2 weeks  26  Across the street from Siesta Key beach
Windward Passage  4708, 4712 Ocean Blvd, Sarasota, FL 34242  1981  22  6 months  52  Bay

 

 

 

Homes For Sale on Siesta Key, Florida

Bay Island  Blind Pass 
Bayou Louise  Cocoanut Bayou 
Gulfmead Estates  Harmony 
Hidden Harbor Mangroves 
Mira Mar  Point of Rocks
Point Crisp Riegels Landing 
Roberts Point  Sanderling Club 
Sara Sands  Siesta Bayside 
Siesta Cove  Siesta Key Beach 
Siesta Isles  Solymar 
Sandy Hook   

When people in Florida want to know the meaning of true paradise, they head to Siesta Key. Home to nearly 24,000 residents, it is known for its exquisite white sandy beaches that are renowned for staying cool to the touch. The 8-mile long barrier island, containing an eclectic mix of retirees, summer vacationers and families, is rapidly becoming just as well known for its beautiful, luxurious condos and seemingly endless options for entertainment, shopping, and dining. Having seen an increase in development within the past decade, Siesta Key has a number of excellent neighborhoods that offer something for everyone. Below are some popular Siesta Key neighborhoods.

Bay Island

A great place to raise a family, Bay Island is composed of 169 single-family homes. Ranging from 800 square-foot bungalows to palatial homes of more than 8,000 square feet, Bay Island homes offer stunning views of both Sarasota Bay as well as the city skyline. Considered some of the best homes in Sarasota, they offer residents living along Flamingo Drive, Hamilton Avenue, Freeling Drive and others beautifully landscaped yards containing plenty of tropical trees and exotic plants.

Cocoanut Bayou

Cocoanut Bayou is a small community on the north end of Siesta Key consisting of 48 homes. It includes homes located on High Point Circle, Higel Avenue, Mangrove Place, Midnight Pass Road and Little Pond Lane. Residents here can take a bike ride into Siesta Key Village, Shell and Siesta Key beach. 

Harmony

Just as the name implies, this 72 home neighborhood offers residents a peaceful and beautiful setting from which to enjoy those summer evenings. Whether you're living on Treasure Boat Way, Primrose Path, or Featherbed Lane, Harmony offers affordable homes that suit many different lifestyles. A popular area for retirees, it's also well-suited for families or others on the fast track to success. Located in a true paradise, Harmony is not only a destination, but a way of life here as well.

Gulfmead Estates

A small neighborhood on the north end of Siesta Key, these waterfront homes offer beautiful views and overlook Lido Key, Bird Key, and downtown Sarasota. What makes these homes so popular with many residents is the easy access to and from Siesta Key. For those wanting to spend a day on the beach, it's as simple as taking a short bike ride to Siesta Key Beach or Shell Beach. Offering a wide variety of homes to fit almost any budget, Gulfmead Estates is a great neighborhood for those looking to settle down or simply enjoy a great vacation getaway.

Hidden Harbor

A charming neighborhood of 36 homes, Hidden Harbor is located on the east side of the island and features tropical landscaping and cobblestone streets. Considered to have some of the most unique and enchanting homes in Siesta Key, they range in size from 2,500-7,000 square feet. 

Mira Mar

Mira Mar homes are located on the south end of Siesta Key. The 43 homes here line Midnight Pass Road with many of them offering captivating water views overlooking the Sarasota bay or Heron's Lagoon.

Point of Rocks

Point of Rocks is an exclusive neighborhood located on the shores of the Gulf of Mexico. Its name is derived from the rock headlands and underwater rock formations found in the subdivision that extend to the gulf. These 43 homes are located just south of the Stickney Point Road bridge.

Point Crisp

Point Crisp is home to some of the most amazing water front homes found on Siesta Key. Privacy, elegance and convenience are prevalent in this south Siesta Key neighborhood of only 16 home sites.

Riegels Landing

Riegels Landing is a fabulous waterfront community located with 29 homes within a bike ride or walk of Siesta Key beach. Residents can dip their toes in the white powdery sands of the world famous Siesta Key beach and Gulf of Mexico easily. Riegels Landing is a gated community that also offers deep water boating for those with sailboats or large yachts.

Sanderling Club

The finest homes on Siesta Key are those of The Sanderling Club. This exclusive neighborhood features properties that give the island it’s charm and appeal. Sanderling Club is located south of the Stickney Point Bridge right on the Gulf of Mexico.

Siesta Isles

Siesta Isles offers 295 beautiful waterfront properties that are situated on two small man made islands in the center of Siesta Key just north of Siesta Key Beach. Many of the homes offer canals that lead out to the Sarasota Bay. There are bridges to the bay so no sailboats or large yachts will work in Siesta Isles. 

Sandy Hook

Looking for a waterfront community on Siesta Key with easy access to all of the amenities of the Siesta Key village? Come explore the 41 homes in the Sandy Hook. It is located just north of the popular village area where you can find a casual meal, a tasty beverage, some shopping and other fun entertainment. 

Siesta Cove

Located just South of Hidden Harbor are the waterfront residences of Siesta Cove. Siesta Cove’s 84 homes are protected from the noise of the Intracoastal Waterway by Mangrove Island. These beautiful, waterfront residences offer deep water dockage for large sailboats and fishing vessels.

Siesta Bayside

Siesta Bayside offers some fabulous waterfront homes without any bridges to the bay. Located on the north east side of Siesta Key these 30 homes have easy access to boating the beautiful Siesta Key beaches as well as all of the amenities that Sarasota has to offer. 

Whether you want a larger neighborhood or a more secluded one in which to call home, Siesta Key neighborhoods offer that and so much more. If it is a taste of paradise you're seeking, consider the wonderful neighborhoods of Siesta Key.

 

Reviews for Siesta Key Real Estate

 
5 Based on 4 Ratings
View all Community Ratings & Reviews

Recent Ratings & Reviews

5
, Resident
Pros:

Siesta Key beach is wonderful. The sand is perfect and the waters are usually very clear. It is not nearly as pretentious as Longboat Key. There is a good mix of people from all walks of life.

Cons:

It is a little touristy. Seasonal traffic is heavy. Getting on and off the island can be a headache.

Summary:

I love living on Siesta Key and have no plans of moving.


5
, Visitor
Pros:

None.

Cons:

None.

Summary:

#1 reason to live on Siesta - The Country's #1 Beach with it's perfect white quartz sand. #2 reason - you can drag out your old hula hoop and those pots and pans you want to replace and report to the beach's Famous Drum Circle to join the dance and performance. A celebration of our magnificent sunsets every Sunday as twilight approaches. Just when you think you've seen it all... kick off your shoes, grab your tambourine and delight in yet another perfect day. See you there :)


5
, Visitor
Pros:

None.

Cons:

None.

Summary:

Most often, when clients talk about Siesta Key they are envisioning Siesta Key Public Beach or Crescent Beach. However, as my local buyers found, there are some fabulous properties at the south end of Siesta Key on or near Turtle Beach! They recently purchased a beachfront condo at Fisherman’s Cove and can walk out their back door onto the beach, view sunsets over the Gulf of Mexico from their enclosed lanai, and dock a boat on the opposite side of their building with access to the ICW. They got all of this at a price significantly less than they would have paid for less features a mile up the road.


5
, Resident
Pros:

Siesta Key has one of the nicest beaches you will ever find. There is a good diversity of homes and condos available at various price ranges. It is a very relaxed island with an "Old Florida" feel. Some view Siesta Key not as pretentious as Longboat Key and Lido Key.

Cons:

Some don't like the casualness of Siesta Key. They might feel like it is not "sophisticated" enough. Some people dislike the inconsistency of real estate. You might find a dumpy home in need of replacing next to a gorgeous waterfront.

Summary:

If you enjoy the beach lifestyle and like a relaxed atmosphere you should explore the homes and condos of Siesta Key.


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Five Things You Should Know about Siesta Key

 Siesta Key beach has won the best beach in the U.S. by Dr. Beach.

 There are plenty of home and condo options on Siesta Key.

 The sand on Siesta Key beach is 99% quartz which prevents it from getting too hot.

 Siesta Key offers many condos that allow short term renting. 

Has more of a bohemian & laid back feel than Longboat Key & Lido Key. 

 

 

 

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Siesta Key History

Siesta Key history

People began settling on Siesta Key in the late 1800's. Back then the island was referred to as "Sarasota Key." Captain Louis Roberts and his wife, Ocean Hansen Roberts came to Siesta Key and established their claim. Do their names look familiar? Ocean Boulevard, Roberts Road and Hansen Bayou were named after the couple. In 1906, Captain Roberts enlarged his home and turned it into Roberts Hotel. In 1902 Captain Robert, Harry Higel and E.M. Arbogast formed the Siesta Land Company. By 1946, Siesta Key was still labeled “Sarasota Key” on government maps, but was called Siesta Key by the County.

Harry Higel, for who Higel Avenue is named after, was responsible for many of the canals on Siesta Key. In 1910 Higel was busy dredging canals, filling in low lying areas and excavating shell deposits that could be used to surface the roads as they were built. The canal that leads from Hansen Bayou westward was dug for its shell deposits.

In 1916 Harry Higel was mayor of Sarasota and supported a bond issue that was passed and resulted in the building of the first Siesta Key Bridge in 1917. The second bridge on Stickney Point Road was built by the County in 1926. They platted the subdivision of Siesta on the northern end of the Key.

The Siesta Key Association was founded on November 12, 1948, as a community group which was dedicated to maintaining Siesta Key as an attractive residential area. The association has been the driving force behind many improvements to Siesta Key. 

 

 

The Siesta Key Lifestyle 

Have you ever dreamed about living within a short walk of one of America's top beaches? If so, relocating to Siesta Key can make that dream a reality.

Siesta Beach was ranked by National Geographic as one of the top family beaches in the country. it was also named by USA Today as a Readers Choice for America's best beach. You won't find rowdy spring breakers here. The pristine sand is an oasis of relaxation. Living in Siesta Key makes the beach a part of everyday life. There is no such thing as planning a "weekend beach trip",because it is a given you'll be spending a couple of hours on the beach every Saturday and Sunday. You can even hit the beach after work and catch a couple hours of sun. It's also a great time to take in the stunning sunset over the Gulf of Mexico with your significant other.

One of the best parts about Siesta Key is you can experience all the perks of a tropical vacation without leaving home. There are several quality fishing charters throughout the Key. These friendly local sailors are more than willing to induct you into the fishing culture that is tied to the area. If you are more of an adventurous type, then you will be happy to know Siesta Key has Parasailing, kayaking, and jet skiing. You don't have to worry about owning a boat or a jet ski, as there's a good chance you'll make quick friends with someone who owns both.

Siesta Key is also filled with dozens of shops. The shops range from your typical tourist beach shop, to high-end boutiques that would impress any fashionista. There are a few shops that sell obscure items, and these funky shops are what gives Siesta Key its flavor.

If you still need convincing on the quality of the Siesta Key lifestyle, then all you have to do is make a reservation at one of the restaurants. The Village Cafe is a perfect place to grab some breakfast as you watch the sunrise. It has been in business since 1995 and is a favorite among locals. After breakfast, stop by Captain Curt's Crab & Oyster Bar for a seafood feast. 

To sum it up nicely, the Siesta Key lifestyle is filled with beach relaxation, any activity involving the water, and delicious seafood.

 

 

Where is Siesta Key?

 

 

 

Siesta Key Resources

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on July 29th, 2016 at 8:49pm EDT.