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Jena se qua kismet in Little Gasparilla Island

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Little Gasparilla Island House deals

20% in savings
$50 in freebies

stays between: 8/20/14 & 2/14/15

deal expires in: 2 days

Escape to Little Gasparilla Island and enjoy up to 50% off during Peak Season..!

Special Limited Time only discount of 20%/Night or 50%Wk or $176/night for any 3-night stay: OR any one week or longer stay for $1,056/Week, (a $150/night rate...! (Call now for Artist Events and other special area Info)

  • $220 $176/night (20% off)
  • Cable TV ($50)

deal# D8VXE4

Little Gasparilla Island House Rental Discount Little Gasparilla Island House Rental Special

vacation rental description

Little Gasparilla Island is a wonderful hidden paradise off the beaten path accessable only by private boat or water taxi. There are no bridges or paved roads on the island, just charming romantic sand paths where the local residents travel by foot or by golf cart. Little Gasparilla Island is one of the barrier islands along Florida's southeast coast located just north of Boca Grande and about 20 miles north of Sanibel Island off Ft. Myers. It is less than 40 miles south of Sarasota.There are over 7 miles of pristine beach accessible along the Gulf of Mexico available for your pleasure, starting just a few hundred feet from the house. This provides wonderful romantic getaway walks for many couples and endless shelling opportunities for others.

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Last modified on 04-20-2014 at 6:52 AM.

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Lisa Driscoll

house rental amenities

There is a wonderfully large family sized fire pit just off the middle of the dock near the shore which is great for fire side story telling and the roasting of marshmallows. The long dock is also great for just walking along to observe manatees and dolphins or for just sitting on at the end of the day. There is a built picnic table that seats 8 at the end of the dock which is perfect for having meals or for having a wine tasting. A sink with running water with a fish cleaning table is available for fisherman, as are high intensity Snook lights. The house is built on the Bay but the Gulf is only a few hundred feet away where swimming, shelling, playing in the sand and long walks around the island can be done. There are Satelite TV's in each of the 3 Bedrooms, each with their own VCR/DVD, and the same with the large HD Flat Screen TV in the main living room where a large sectional sofa provides a comfortable environment for watching TV, movies or just listening to one of the many Satelite music channels. There are two modern bathrooms and three comfortable bedrooms with full closets. The master bedroom has a King sized bed, queen bed in the middle bedroom and top of the line new twin beds and linens in the third bedroom. Easy private and secure payment by VISA or Bank Statement is available via PayPal invoice. This same method is used for immediate return of your security deposit after your stay. Pets are usually allowed by prior permission based on pet history and control. The kitchen is fully equipped including a toaster, coffee maker, dish washer, blender, filtered drinking water, microwave, silverware and all necessary pots and pans The property is easily accessed via a quick private water taxi. There is a large pantry for storage of your food stock. The home features full A/C throughout and there is a laundry area with a modern washer and dryer. There are three strategically located outside sand washoff showers for beach, bay or just hanging around the property.

activities and attractions in Little Gasparilla Island Gulf Coast South

Fishing, Golf, Boating, Photography, Island hopping, Shelling, Fine food, Adventure hikes and swims, Scuba, Historic museums, Romantic getaway, Sport Fishing is very big in the area and many professional guides are available. For those that like to get out, fine dining can be easily found by boat at several nearby places at locations on nearby Boca Grande and many marina access points. Also, night life, shopping, sightseeing. Endless events and activities are readily available in Boca Grande. Snook, Redfish, Pompano, Tarpon and many other species of fish abound and dolphins and manatees often frolic nearby.

vacation rental rates

Normally $195/night. Stays of 3-nights or more will be less than 2-night stays and 2 nights is the minimum number of nights. Weekly stays ususlly run Sat to Sat in peak season but can be customized to meet your needs based on availability and booking.

Peak seson is usually November 1 to July 1 and off season is July 1 to October 31, however, many people prefer to be here in the 'off' season for a variety of reasons such as traffic, prices, heat, etc. Typically the monthly rate in Peak season will be $4,500/month and about $3,500 in the off seaon.

A $500 security deposit is collected at time of booking and there is a 12% sales tax.

A cleaning fee of $125 is also required at the end of your stay.

Holidays are often a high demand time and a $100 surcharge is added if your stay is over one of these major national times.


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Lisa Driscoll

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  • owner Lisa Driscoll

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accepted payment methods

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Prior to paying a reservation deposit, always verify payment instructions by calling the phone number displayed on this listing page. By contacting the owner directly and paying by an approved method - credit card, paypal, check or bank transfer - your reservation payment will be protected up to $1,000.

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Top things to do in Little Gasparilla Island
  • Boating
  • Serious Sport Fishing
  • Fine Food
  • Island Hopping
  • Romantic Getaway
Top things to do on a budget
  • Shelling
  • Walking the Gulf around the Island
  • Fishing off the end of the dock
  • Grilling
  • Romance

Lisa Driscoll , owner

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Lisa Driscoll

traveler reviews for this little gasparilla island house rental

Guest Comment entered by owner

January "HIGH" at Little Gasparilla Island...

Review submitted: February 28, 2013   Date of arrival: January 4, 2013

A friend of mine in Chicago recommended I look for a nice warm weather place to get away to for some much needed peace and quiet after a long year of intense political madness helping support a politician friend of mine.
After some careful searching I came across, “Jena se qua kismet.” This is the most charming little cottage I have ever been too and it has made all the difference in my life; like nothing ever before and perhaps like nothing ever again. It is located on a small barrier island just north of the famous Boca Grande, (who’s little artsy town is within easy reach by boat.) Little Gasparilla Island is slightly remote in that there is no access to it by road, thus no cars or traffic. But it is easily accessible by a small ferry boat that runs to the island on a regular basis; and the ride over is about 10-15 minutes.
There wasn’t a day that I didn’t lay on the white sandy gulf beach, often falling asleep listening to the gentle waves creeping up on me. I never tired of the incredible sunsets or the variety of beach birds. I even walked the length of the island three times examining the beautiful shells and unique drift wood, (many made of uprooted Australian Pines). I rented the owner's golf cart and toured the island. I even attended the little church on Sunday morning, and it was a moving experience. Such nice friendly people. This world is so different than anything in Chicago! What a treat; and what a way to reset the mind and reexamine one’s future. Thank you Jena se qua kismet for an incredible new set of memories that will haunt me pleasantly for the rest of my life…

Helpful votes: 2 / 2

Guest Comment entered by owner

Valentine's Day Plus...

Review submitted: February 27, 2013   Date of arrival: February 14, 2013

I can think of no finer place to spend 5-days for a romantic get-a-way!!! The weather was perfect, the ambiance was perfect, the Gulf and Bay were perfect, and the restaurants were perfect!!! We went to the Pink Elephant on Boca Grand THREE times. Yet, we also grilled fish for three candlelight dinners at the cottage as well, with lots of wine and laughter and wonderful music! My God that giant king sized bed was wonderful...

We caught fish off the end of the dock each morning and made three fine
meals from them; love the Redfish, Snook and Snapper! The Cable TV was great but we played backgammon, bridge or cribbage every day at the end of the dock or while laying together on the wonderful white sand Gulf Beach. We reconnnected with each other like never before, and we vowed to return to this enchanting cottage; The Same Time Each Year.

Helpful votes: 2 / 2


Who knew? What a spectacular find in Southwest FL

Review submitted: July 26, 2012   Date of arrival: February 18, 2012

My husband and I sat holding hands one evening last December watching snow fall as icicles formed along our upstate New York roofline. We talked of escaping to a warm exotic place and checked out some rental sites and found; “Jen a se qua kismet” on Little Gasparilla Island just north of Boca Grande, a place we had never heard of but it looked so inviting! The owner responded to our inquiry immediately and then called us. She was so friendly and helpful and told us everything we needed to know about the area. It sounded like a heaven so we took the first open week!
“Jena se qua kismet” is an incredibly beautiful place and it has everything and more of what we could want in a romantic winter get-a-way. The place was exactly as advertised and was immaculately clean upon our arrival. The owner had arranged for our private water taxi which included help with our luggage. There was even a baggage cart waiting for us at the dock. My husband is an avid fisherman and I am a beach walker and shell hunter so we knew this was our paradise. We saw dolphins in the Bay before we arrived and a Manatee on our last day. My husband saw Snook off the dock one evening and caught Redfish, Whiting, Spanish mackerel, Flounder a Spotted Sea trout, (but no Tarpon unfortunately).
The owner had prepared an information document of incredible value listing marinas, restaurants, deep sea fishing guides, boat rental places, golf courses, events and shopping for miles around. It offered the owner’s recommendations for such things as buying local crab, fine dining, and special places to visit or photograph.
We walked for miles most days along the Gulf beach and dunes, and rented a Golf Cart for the week at $250. It took us all over the island including to a little island church which was packed with interesting people. We found Little Gasparilla Island to be a very peaceful and private place where the residents are friendly and helpful. There are no roads on the island so we rode over romantic sandy pathways. We spotted turtles, lizards, crabs, armadillo, osprey and even a lone bob cat one evening.
We grilled out on the Bay deck every night eating our meals on the beautiful built-in octagon picnic table at the end of the long dock. There was always a refreshing evening breeze after each long hot day and we enjoyed chatting at the campfire as we roasted marshmallows and drank our wine with friends and family. It doesn’t get any better than this. We can’t wait to go back again!

Recommended for: adventure seekers, age 55+, families with young children, families with teenagers, girls getaway, pet-friendly, sight seeing, tourists without a car, romantic getaway

Owners response: I'm so glad you enjoyed my home as much as my family does. It is a very special place. Lisa

Helpful votes: 4 / 4


Reviews are the subjective opinions of travelers and not of, Inc.

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Lisa Driscoll

Little Gasparilla Island vacation rental

This vacation rental has been listed since 07/13/2012.

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