Keys Season Deals
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Keys Season Special
Flamingo Lodge and Restaurant -Keys Season Special Stay between August and October and receive up to 20% off the nightly rate on lodge rooms. Blackout dates apply.
Flexibility Promise
One More Night of Islander Life - Third Night Free
Islander Resort -There’s a moment in every stay when you wish you had just one more day. One more morning by the water, one more afternoon in the sun, one more evening...
Flexibility Promise
One Night Free--Stay 7, pay for 6 nights
Key Lantern -Welcome to Key Lantern Motel, where friendly service, clean and comfortable rooms, and classic Old Florida charm create a relaxing home away from home...
Flexibility Promise
Your Inns, Your Island.
Key West Historic Inns -Pick Your Perks*: pick 2 - Reduced GAF from $45 to $25 - Complimentary upgrade for VIP, including complimentary welcome amenity - Complimentary 1 hour...
Flexibility Promise
Stay 2 Nights, Get The 3rd Night Free
Banana Bay Resort Marathon -Limited-time offer! Make your next island escape last a little longer. At Banana Bay Resort & Marina, when you stay two nights, your third night is...
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Another Day in Paradise
Hyatt Vacation Club/Beach House -Stay four nights, your fourth consecutive night is free. Pay now.
Flexibility Promise
Weekday Specials Starting at Just $75!
Blue Fin Inn -Escape to beautiful Islamorada without breaking the budget. Sunday through Thursday, enjoy rates from just $75 to $85 per night for one or two guests...
Flexibility Promise
Florida Dream Drive
Baker's Cay Resort -Escape to Baker’s Cay Resort & Enjoy: 20% off best available rate $50 daily resort credit to use on waterfront dining, sunset cocktails, and island...
Flexibility Promise
Affordable Rates, Clean Rooms, and a Free Night Too!
Blue Fin Inn -Welcome to beautiful Islamorada and the Blue Fin Inn, where affordable accommodations, friendly service, and the laid-back charm of the Florida Keys...
Flexibility Promise
Keys Season Discount
Ibis Bay Beach Resort -Book 3 nights between August 1st, 2026 and October 31st, 2026 and get 25% off your stay. Offer not valid during holidays or special events. Offer only...
Flexibility Promise
Another Day in Paradise
Hyatt Vacation Club/Windward Pointe -Stay four nights, your fourth consecutive night is free. Pay now.
Flexibility Promise
Stay More, Save More
Coconut Palm Inn -Make your Florida Keys escape last a little longer at Coconut Palm Inn & Marina. Book a weekday stay (Sunday–Thursday) between June 10 & October 31...
Flexibility Promise
Old Florida Charm Starting at Just $75 a Night
Key Lantern -Welcome to the Key Lantern Motel, where friendly service, clean accommodations, and classic Old Florida charm make every stay enjoyable. Escape to...
Flexibility Promise
FREE Sail Boats, Kayaks, Canoes, Paddleboards, Fishing/Snorkel Gear, Bicycles with Cottage Rental
Key Lime Sailing Club and Cottages -🌴 STAY. SAIL. PADDLE. EXPLORE. — IT’S ALL INCLUDED! ⛵ At Key Lime Sailing Club & Cottages, your cottage rental is more than just a place to stay
Stay Longer, Save More
Havana Cabana -Extend your time in paradise and your savings. Enjoy 15% off stays of 3–4 nights or 20% off stays of 5 nights or more at Havana Cabana.
Rise and Shine
Marquesa Hotel -Drift away from reality to island time with a stay at the charming Marquesa Hotel nestled in Old Town. Enjoy daily breakfast for two in our award...
🐟 Fish All Day, Save 30% ☀️
Freewheeler Vacations -From sunrise casts to sunset cruises, your Upper Keys escape just got even better. Book now and enjoy 30% off your stay with Freewheeler Vacations...
Edge of Summer Escape
The Hilton Key West Resort & Marina -Longer days. Salt air. Sun stretching into golden evenings... Enjoy 10% off your stay plus a resort credit to use on dockside dining, poolside...
Summer in the Keys
DoubleTree Resort by Hilton Grand Key - Key West -Slip away to DoubleTree Grand Key Resort Key West by Hilton and enjoy up to 20% off stays of 3 nights or more, plus complimentary daily parking. From...
Work & Play in the Keys
Sun Outdoors Marathon -Work & Play in the Keys and enjoy Standard Full Hookup RV Sites for just $50 per night during select 2026 dates.
Sephora Summer Club Getaway
Isla Bella Beach Resort & Spa -Enjoy a two-night stay, two complimentary daily cocktails at the Sephora Summer Club, and 20% off pool cabana reservations as you settle into a...
Late Summer Special
Conch House Heritage Inn -15% off any Sunday-Thursday night stay. No minimum nights required, August 1 - September 30, 2026
Countdown to Summer
The Islands of Islamorada -Whether it’s a relaxing getaway or an adventurous island vacation, our private villas provide the perfect home base for your summer memories. Secure...
Hit the Road to Key West
The Marker Key West Harbor Resort -Turn your next coastal drive into something unforgettable. Tucked in the historic seaport and steps from the action, The Marker Key West is your...
Passport to Paradise
The Reach Key West, Curio Collection by Hilton -Passport to Paradise at The Reach Key West Enjoy up to 20% off when you stay three nights or more, plus a $50 daily resort credit for dining, drinks...
Hot Summer Special
Coco Plum Inn -Book a 3-night stay June 1 - September 30, 2026, and receive a fourth night free. This offer cannot be combined with any other specials or promotions...
Activities
The Caribbean Resort -Unlimited free use of Paddel boards, kayaks, bicycles, and fishing poles.
Key Largo Breakfast Package
Marina Del Mar Resort and Marina -Enjoy daily breakfast per person just next door at Bogie’s Café – an easy, delicious way to fuel up before a day on the water.
UP TO 30% OFF WEEKLY STAY SAVINGS
Sun Outdoors Key Largo -Make your long weekend getaway into a full vacation for seven nights or more and enjoy great savings (up to 30% off*) at our participating resorts. It...
