Windswept Travel Dealsand North Captiva BLOG
Subscribe to Our
READ the LATEST POSTS for SPECIALS and TRAVEL DISCOUNTS the we offer Year-round.

North Captiva Island Vacation Rental

Travel Deals at Windswept
(Last updated 8/21/2015)

Windswept is waiting for you!

Board the water taxi and our Guest Services will greet you at the docks on North Captiva...perfect! Are you ready? Hop into your private golf cart... North Captiva's favorite beach buggies.

Seven nights of Bliss are Now Available for you.

Check in is 4PM ! Check out is 9AM !

dream vacation

Thank You to all of our wonderful guests for the past years at Windswept.
And, to all of our upcoming and future Windswept Guests, "Welcome Home!" We can't wait to have you as our guests!

Take advantage of great travel discounts for Luxury Accommodations on North Captiva Island - Stay at Windswept!

Travel Advice - Please Note that in 2009, 2010, 2011, 2012, 2013, 2014, and 2015 from January until August ...Windswept had only a few open nights that were not booked up by vacation guests. 2015s Fallis filled and 2016 is already booking, but we have awesome season specials... Plan NOW to Get out of the snow and into the sand!

In 2013, for the fourth year in a row, Windswept is rated by Travelers with the TRIP ADVISOR TOP VACATION RENTAL AWARD amongst all North Captiva and Captiva Island vacation homes.

What does that mean?? Book Now for 2016! Book Early!

Got Dates? Got Flights? Reserve Soon! We can't wait to help you get ready for vacation and get swept away at Windswept!


You are arriving in on Pine Island in Florida, a quiet little fishing village, on your way to a Secluded Tropical Island Paradise.

Your bag is packed... bikini, suntan oil, sun hat, great new book, and just your favorite stuff. To drink, to eat, and to wear... Of Course, you're bringing that favorite someone.. or all of them.

(Most Specials offer 8 days - 7 nights for 10-12 occupants tax included & golf cart too!)
MULTI HOUSE GROUPS - not accepted.


Windswept North Captiva 2016 Weekly Rental Specials

BOOK 2016 and SAVE!

Springtime in Paradise - 2016

1/16 - 1/23 BOOKED
1/23 -1/30 BOOKED
1/30 - 2/6 BOOKED
2/6 - 2/13 BOOKED
2/13 - 2/20 BOOKED
2/20 - 2/27 BOOKED
2/27 -3/5 $5,950 7 nights including tax and 2 golf carts
3/5-3/12/2016 BOOKED
3/12-3/19/2016 $5,950 7 nights including tax and 2 golf carts
3/19-3/26/2016 $6,450 7 nights including tax and 2 golf carts
3/26-4/2/2016 $6,450 7 nights including tax and 2 golf carts
4/2-4/9/2016 $5,450 7 nights including tax and 2 golf carts
4/9- 4/16 $5,450 7 nights including tax and 2 golf carts
4/16 4/23 $5,450 BOOKED
4/23- 4/30 $3,950 7 nights including tax and 2 golf carts

Availability Subject to Change, Occupancy Restrictions Apply.



*Availability/Pricing Subject to Change, Occupancy Restrictions Apply.

Email us to grab the best May 2015 prices EVER!

* Special availability subject to change. We do our best to mark any special as Booked when it is no longer available in a very timely manner.

Email or call us for travel deals for any season!

JUNE 2016 .... Vacation Weeks

*Occupancy Restrictions Apply for Summer 2016 Special's Pricing.

Click HERE to check availability for the June 2016 SPECIALS!

* Special availability subject to change. We do our best to mark any special as Booked when it is no longer available in a very timely manner.

JULY 2016 Independent Travel Special

Inquire for open dates.

Check in is always 4PM and Check out is by 9AM.

EXTRA CARTS... just $333 extra... need 3? No problem!

Beach Before Back to School Specials...


The "Hold on just a minute there, Pilgrim" SPECIAL :) 2016

$4,950 7 nights - AVAILABLE

Including tax and 2 golf carts... up to 12 guests


We love Thanksgiving! As a kid, my big extended family shared this holiday year after year. Footbal games, turkeys, pies from the farm stand, thin mints...AAAHHH!

We KNOW you have your traditions as familiar and loved as our own, bring the loved ones, the friends, the foods and truly cherish your Holiday together at WINDSWEPT.

Our Kitchen may very well be the BEST one on the island for a big family tradition filled meal.

Here are the comments from our guests at Thanksgiving 2011:

"We had the best Thanksgiving ever on North Captiva Island. Windswept was everything we could have hoped for. Wendy was waiting for us at the dock when we arrived . She had her handyman help us unload our suitcases at the house and brought us cookies. The house was well equipped and had all high end appliances in the kitchen. Everything was well maintained and the furniture and the bedding was super comfortable. The weather was perfect that week, low 80's and hardly any rain. When we had a question about something in the house , Wendy answered her phone right away. She brought us more propane when we ran out in the outdoor grill. We quickly realized that having them on the island meant they would attend to all our needs. Mark and Wendy stopped by on Thanksgiving with homemade chocolates and we relaxed and chatted by the pool together for about an hour. We really enjoyed their company and talking about the island and its history. We are a family of five with 3 twenty something adult children. They loved the house, the HUGE TV in the living room (my son enjoyed this the best), the comfy bedding, couch, outdoor furniture and the privacy of the home. We played tennis at the club and took turns swimming at the club pool and our own private heated pool and going to the beach. We all enjoyed riding the golf carts all over the island . We accidentally left an empty suitcase under a bed at the house when we left, and Wendy was kind enough to mail it back to us at no charge !!! You will not be disappointed at Windswept !!" - The Brandino Family from Georgia.

ALL Other November 2012 weeks ON SPECIAL including tax and 2 golf carts for up to 10 guests.
Email me NOW to see if your week is still available!


Christmas on N. Captiva!!!
Everything...but snow!





The palm trees are lit the tree is trimmed. No grinch here! Captiva for Chrismas OH what a site! Could that be Santa on a Jet-Ski? Maybe...Let's go... meet you there.

Pere Noel will be proud! Beat the crowd! Book Christmas at Windswept during the month of July for an extra special Christmas travel deal.

...Windswept is an extra special spot for the Holidays...
2 ovens for all your Holiday delights...
gourmet kitchen... dining area... dining bar... 2 outdoor grills...
optional decorated and lighted tree...
we usually light up the palms out front... a Captiva Christmas!

Click Here to Inquire or Reserve Holiday Weeks 2016!

* Special availability subject to change. We do our best to mark any special as Booked when it is no longer available in a very timely manner.

Check in is always 4PM and Check out is by 9AM.



Main Page
About Windswept
About the Island
Getting Here
Travel Deals
Island Real Estate

Beach Retreat Details

Beach Buggies
Packing Your Gear
Dining on the Island
Island Resort as Our Guests
Island Vacation Rental Videos
Island Hopping
Boat/Slip Rentals
Fishing Trips - Tarpon Fishing, Snook Fishing, Land Charters
Windswept's Guest Book
Windswept Check-List