Keys Season Deals
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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
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
Another Day in Paradise
Hyatt Vacation Club/Beach House -Stay four nights, your fourth consecutive night is free. Pay now.
Flexibility Promise
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
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
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
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...
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
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
Another Day in Paradise
Hyatt Vacation Club/Windward Pointe -Stay four nights, your fourth consecutive night is free. Pay now.
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
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
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...
$250 Off per stay!
Oasis Beach House -Offering $250 off per weekly stay booked in this time period.
🐟 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...
Endless Blue
Ocean Key Resort & Spa -Indulge in luxury accommodations and the very best oceanfront views on the island at the newly reimagined Ocean Key Resort & Spa. Start each morning...
Hidden Oasis Summer Sale- 15% OFF
The Key West Hotel -Enjoy 15% off your summer getaway and complimentary when you book direct through our website or by phone. Use promo code SUMMER15 at checkout to take...
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...
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...
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...
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...
Activities
The Caribbean Resort -Unlimited free use of Paddel boards, kayaks, bicycles, and fishing poles.
Hit the Road to Key West
Southernmost Beach Resort -Hit the Road to Key West and make your next road trip unforgettable with a stay at Southernmost Beach Resort and Guesthouses. Save up to 25%
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.
Perry Adventures
The Perry Hotel & Marina -Get up to 25% off our nightly rate at The Perry Hotel & Marina — and an exclusive consultation with our renown concierge, plus preferred pricing on...
Discover Key Largo
Courtyard by Marriott Key Largo -Discover Key Largo, includes 20 percent off Sundries @ The Market coupon, Local Souvenir
Keys Season
Key West Historic Inns -Book 2 nights, get 3rd @ 50% off + $50 Visa Gift Card and $50 Resort Credit
Florida & Georgia Resident Sweet Summer Sale
Amara Cay Resort -One Destination. Three Resorts. Endless Possibilities. Stay at the stunning Amara Cay Resort, and unlock access to three unique resort experiences —...
