Castaway Island Vacation Bungalow Islamorada FL

08/11/2024

Family is everything to us. Morgan brought this batch of perfect kids down from Winterhaven/Orlando for some family getaway time. ❤️ Do you have a large family? We have several neighbors with bungalows that we can work with for your larger groups.

05/11/2024

Tacos and IPAs at Florida Keys Brewing Co it’s a must stop for all of our guests.

04/11/2024

Your hosts, Regina and Capt Rob. Birthday weekend for both of us!! Cheers

03/11/2024

Breezy afternoons spent sheltered right here!!

01/11/2024

TIKI BAR, SPA, POOL, BIKES,FIRE PIT, KYAKS,SUP’s NOVEMBER FB SPECIAL.
And much more here a Castaway Island. NOVEMBER 17-23 3 night minimum. Take $100 per night off the posted VRBO rate. Five nights or more, free cleaning, and we pay the tax. In either case direct bookings pay no booking fee ever! Contact Capt Rob 949-337-3966 for booking

31/10/2024

Thank you for the kind review Hope, please come again

30/10/2024

Whirlwind of online booking activity this week. This is what’s left for winter season. It’s not much but will consider 3 night minimums. No more nightly discounts however I will pay the 12.5 percent tax, the $195 cleaning fee and charge no booking/processing fees. Capt Rob 949-337-3966
Dec 2nd to the 7th, 14th to the 23rd
January 19th to the 22nd
Feb 4th -8 and 16th to 20th
March 1st through 9th and 21st through 31st

28/10/2024

The Moore Family down from North Carolina making the most of their vacation at the Bungalow and around Islamorada. We love to see our young families making memories here in Paradise.

28/10/2024

Update: January now fully booked up. We look forward to welcoming 7 new families at Castaway Island for the month. Looking for your winter/spring vacation spot? Don’t wait, Feb and March are now filling up fast

25/10/2024

Update 10/27 BOOKED

4 night minimum! The THANKSGIVING HOLIDAY is now open last min. Today’s cancellation leaves Castaway Island open for your holiday weekend. We’ll even do a 4 night minimum!! $2550 all in includes your taxes, cleaning, booking and nightly fee!! Save $500 from the online rate. Voted as finalist in the best of the 2024 upper keys for best vacation rental we take pride in everything we provide including our service to make your Islamorada vacation your best ever. Text Capt Rob at 949-337-3966 or message us here at castaway island on messenger for booking information.

17/10/2024

Update 10/27 Booked! January 2025 now filled

Final 3 open days in January available. Let’s get a page follower in here. Book direct pay no booking fees and we pay the taxes.
Sunday Jan 19 to Wednesday Jan 22nd

14/10/2024

Finals are rolling. Six days left of voting for best vacation rental the upper keys. For those that have been voting and haven’t yet we thank you all. Voting place takes daily so please keep us rolling. Winners revealed Nov 1 at the annual gala. Please help us raise the trophy.
Thank you,
Regina and Rob

Nominate and Vote now for your favorite and help decide the Best of the Upper Keys!

02/10/2024

01/10/2024

More fun photos from our guests making the most of thier trip!! If anyone that has stayed with us has photos to share please feel free to send to me. We would love your photos of the fun to be had here at Castaway Island Bungalow

30/09/2024

Just the nicest guests ever visiting Castaway Island from Jacksonville. They had a blast out with Capt Scott Grenfell at Beyond Blessed Charters . We can’t wait for Marsh’e and her sweet family to come back again.

29/09/2024

Beautiful sunset tonight Islamorada Fish Company