Siesta Key vacation condo rentals

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Welcome to Sunnyside Properties!

Vacation Rental Accommodations on Siesta Key, Florida

Home of "The World's Whitest, Finest Sand Beach"



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September through January (except Holidays)


Relax! Wiggle your toes in the sand and work on your tan!

● Beachfront Siesta Key Condo Rental Accommodations ● Townhome Vacation Rentals on Siesta Key ● Siesta Key Vacation Rental Accommodations ● Crescent Beach Vacation Rentals ● Siesta Village Vacation Rental Accommodation ● Siesta Beach Condo Rentals ?  Siesta Dunes Beachfront Condo Rentals ● Turtle Beach Condo Rentals ● Siesta Key Accommodations ● One bedroom Vacation Rentals on Siesta Key ● Two Bedroom Condo Rental Accommodations on Siesta Key ●  Three Bedroom Rentals ● Up to eight bedroom Vacation Rentals ● Siesta Key Rentals ● Crescent Arms Condo Rentals ● Fisherman's Cove Condo Rentals ? Siesta Breakers Condo Rentals ●  Siesta Key Village Rentals

SIESTA KEY is a barrier island eight miles long and parallel to the city of Sarasota on the mainland. It lies 55 miles south of Tampa and 255 miles northwest of Miami.  Renowned for it's powdery white sand beaches, Siesta Key has been receiving accolades for it's sand and beaches for decades. 

Best beach in all of the United States!  On May 27, 2011, Siesta Key Beach was named, "Nation's Best Beach," by Dr. Stephen P. Leatherman, aka "Dr. Beach."  In 2009 Siesta Key's beach was recognized for having the best sand in the world and again in 2010 Siesta Key beach overall was designated the second-best in the nation!  Siesta Key beach has enjoyed top billing year after year for many decades!! (click here for more info and live beach cam)


Siesta Key Accommodations:  We have a collection of a couple dozen Siesta Key vacation rental units - at six different locations up and down Siesta Key - right off the coast of Sarasota.  We have Siesta Key gulf front condo rentals at Turtle Beach and Crescent Beach, Siesta Key townhouse rentals across from the powder white sands of Siesta Key public beach and some terrific rental properties in the heart of Siesta Key Village.  Whatever you are looking for, chances are…we can help!  Siesta Key is world renowned for it’s powder white sand and natural beauty.  Read on for a brief overview of each of our Siesta Key vacation rental properties.


SEASIDE VILLAS:  ONE TO EIGHT BEDROOM VACATION ACCOMMODATIONS SIESTA KEY VILLAGE; Right in Siesta Village and only a block and a half from Crescent Beach - ideal for a romantic getaway or large groups -you may want to consider Seaside Villas. Seaside Villas is a luxury Siesta Key townhouse vacation property. 

Click here for Seaside Villas


FISHERMAN'S COVE:  ONE, TWO, OR THREE BEDROOM SIESTA KEY BEACHFRONT CONDOS AT TURTLE BEACH; If you want a little more privacy and want to be surrounded by water, check out our one, two and three bedroom  - beachfront - condo accommodations at Fisherman's Cove Condo which is located on the southern end of Siesta Key - on Turtle Beach.  Guests have free use of boat docks during their stay!!

Click here for Fisherman's Cove


BEACHWALK:  THREE BEDROOM SIESTA KEY/CRESCENT BEACH TOWNHOUSE ACCOMODATIONS - BEACH VIEW; If you want to be right off of Crescent Beach - beach view - but still walking distance to The Village, Beachwalk, our three bedroom upscale townhouse Siesta Key vacation rentals may be what you're looking for.

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CRESCENT ARMS:  TWO BEDROOM SIESTA KEY BEACHFRONT CONDO ON CRESCENT BEACH; If you want to be right on Crescent Beach but still walking distance to The South Village, our two bedroom - beachfront - (Crescent Arms Condo) Siesta Key vacation rental condos directly on Crescent Beach are hard to beat.

Click here for Crescent Arms


SEA SHELL:  TWO BEDROOM SIESTA KEY BEACH VIEW CONDOS ON CRESCENT BEACH; Directly on Crescent Beach and right across the street from The South Village, our two bedroom - beach view - (Sea Shell Condo) Siesta Key vacation rental condo on Crescent Beach is amazing.

Click here for Sea Shell


SIESTA DUNES:  THREE BEDROOM - HIGH END LUXURY - SIESTA KEY BEACHFRONT CONDO ON CRESCENT BEACH; If you want luxury accommodations, right on Crescent Beach but still walking distance to The South Village, top end amenities (tennis, pool/hot tub, pavilion, beach deck, club house, etc., our three bedroom - beachfront - (Siesta Dunes Condo) Siesta Key vacation rental condo on Crescent Beach is perfect.

Click here for Siesta Dunes


SIESTA BREAKERS:  TWO BEDROOM - LUXURY - SIESTA KEY BEACHFRONT CONDO ON CRESCENT BEACH; Upscale accommodations, directly on Crescent Beach and right across the street from The South Village, top end amenities (lighted tennis courts, large heated pool, sauna, club house, etc., two bedroom - beach view - (Siesta Breakers Condo) Siesta Key vacation rental condo on Crescent Beach.

Click here for Siesta Breakers

What to expect in our units?  Each of our Siesta Key vacation rental accommodations is well equipped with a lot of extra amenities like movies, games, CD's, plush towels, beach towels, coolers to take to the beach, beach chairs, huggies to keep your beverage cold in the sun and much, much more.  All units have TV's in the living room and each bedroom.  Virtually all of our units have large flat-panel LCD, HD, TV's as well as game consoles (Wii's or xBox's).  They all have high-speed WIFI provided at no extra cost to you.  Kitchens are well equipped with coffee makers, juicers, crock pots and much more.  We strive to set the standard of best equipped Siesta Key vacation rentals. Our philosophy is really quite simple...its often the little things that make the difference and're on vacation! We look forward to your visit! 

Looking for a Siesta Key condo rental for a romantic getaway?  Siesta Key Beach house for a family vacation?  Siesta Key vacation rental for a big family reunion?  Manasota Key vacation rentals to escape the cold northern winters?  One bedroom Siesta Sands Beach Resort accommodations for a winter getaway on Crescent Beach?  Siesta Key accommodations?  Chances are, we can help!



 Contact Sunnyside Properties!

  Lisa Gutwein
Phone: 888-SUNNY79

E-mail to check availability! 

(When e-mailing, please specify the property and dates you are interested in.)

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