Kalypso Bay Vacation Rentals   Kalypso Bay Vacation Rentals
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Your Vacation Space Across Southwest Florida's Gulf Coast
"Escape To Bright, Sparkling Waters And Glorified Beaches When You Book Your Stay At Any Of Our Southwest Florida Vacation Rentals!"

Are you looking for luxury? Are you seeking a vacation for personal or business use? Are you seeking that adventure, that great escape from work, stress, the kids or maybe looking for a family vacation that you can be proud of?  At KalypsoBay.com we offer our guests the thrilling and riveting beauty that the Florida suncoast delivers year round to its patrons. 
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Southwest Florida Vacation Destinations.
Englewood    Siesta Key

Nokomis   Sarasota 
Resorts   Pet Friendly
Kalypso Bay Vacation Rentals Signature Concierge Service
Signature Concierge Service-Southwest Florida Vacation Rentals at Kalypso Bay

When visiting Sarasota and her barrier island, many of our clients find they are in need of more than the services provided by most vacation rental companies.

We here at Kalypso Bay Vacation Rentals is proud to offer the services of a 
Personal Concierge to assist during or in advance of your visit to Sarasota and her barrier islands.

We strive to create a memorable vacation experience of the highest quality, giving all our guests the utmost consideration and quality service from our vacation rentals along the Florida gulf coast.

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Kalypso Bay Vacation Rentals Featured Property
Paradiso Casa Siesta  #42814
Charming Tropical Surrounding Just One Block From the Sugary White Sands of Siesta Key Beach!
Minimum Stay  7 nights
Starting weekly from
Starting monthly from 

Sea Club V Beach Resort Timeshare Vacation Condos
We have the perfect escape you are looking for.  Sea Club V Beach Resort Has Accommodations for any budget.  Studios, One & Two Bedroom, Townhouses, Penthouse for you to choose from.  All situated on Siesta Key Beach, the number one beach in the U.S.!  Bring your sunscreen and flip flops and the fun begin.
 Rates (USD)
 Starting Weekly From $900
View some of our favorite vacation homes throughout southwest Florida.
 Sea Club V Beach Resort Located on Siesta Key | Studio, 1,2 Bedroom Vacation Condos Sea Club V
Beach Resort
Siesta Key, Florida
41 Vacation Units
From $900 Weekly
View Caseys Fun n Sun Bungalow Located in Nokomis, Florida-Southwest Florida Vacation Rentals at Kalypso Bay
Nokomis, Florida
2 Bedroom
From $650 weekly
Paradiso Casa Siesta at Twin Banyan on Siesta Key-Southwest Florida Vacation Rentals at Kalypso Bay  Paradiso 
Casa Siesta

Siesta Key, Florida
2 Bedrooms
From $650 Weekly
View Coquina Villa, Siesta Key, Florida-Southwest Florida Vacation Rentals at Kalypso Bay  Coquina Villa
Siesta Key, Florida
3 Bedrooms
From $1500 Weekly
 *Quoted rates are base lodging rates and do not include taxes, fees, or optional travel insurance.

Kevin & Ann O. /Buffalo, N.Y. 
Casey's Fun 'n Sun Bungalow 
What a wonderful vacation we had her in sunny Florida! Thank you so much for sharing you lovely home with us. The kids especially enjoyed hunting for "shark teeth" at Nokomis Beach - we found a bunch! We even got to celebrate a birthday here too, such fun! Thank you again and happy travels. Your Friends, Kevin, Ann, Avery, Nathan, Lilly

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Why Florida suncoast villas?

Choose from a wide variety of Florida suncoast villas and vacation spots. Among many of the most popular getaways and vacation packages that we offer, a few top notch destinations stand out from the rest such as our Englewood vacation homes,Longboat Key vacation homesSiesta Key vacation homes and even our Sarasota vacation homes.

One thing that sets Kalypso Bay apart from the rest is our passion towards client satisfaction and customer experience. We offer many personalized services to our guests such as our elite Home Watch services, Southwest Florida concierge services and even special accommodations toward our guests who seek pet friendly vacation homes.

Come enjoy the Florida suncoast and bask in the lavish life of luxury, beautiful landscapes, long sunsets, warm tropical weather and take your mind off the stresses of everyday life.

Life was meant to be lived…so reserve your slice of heaven today!

Florida suncoast villas are among the most luxurious and affordable vacation destinations in this great state, come and discover the undiscovered.

Don’t let the barrage of travel agencies; websites deter you from what you truly desire; peace and serenity. With Kalypso Bay by your side you will experience vacations the way they were meant to be had, with little stress and lots of fun!

Bring the kids, the pets and we'll even put a smile on the face of that hard to please relative. Everyone is welcome and we want you to enjoy yourself the entire time that you stay with us on the Florida suncoast in one of our luxurious villas, properties and vacation rentals.

Click here for more information on our Southwest Florida vacation rentals!

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