
Florida Keys Adventure Holidays
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Price found within the past 48 hours. Click for updated prices.

Blue Flamingo Resort Key West
New Town
per person
7 Oct - 10 Oct
found 9 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
7.8/10 Good! (1,489 reviews)
Just five minutes from the airport and the shuttle will take you into the Mallory Square area every hour. 10:30 is last shuttle back. Hopefully in the near future all the restaurants will be open and lobby bar but I didn’t have use any and didn’t know they weren’t done with renovations. Should have been told and at least discounted
Reviewed on 5 Aug 2025

Southernmost Beach Resort and Guesthouses
Old Town Key West
per person
7 Oct - 10 Oct
found 9 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
8.6/10 Excellent! (2,668 reviews)
Very nice e property! Quiet area, but very convenient to local bus stop to Duval Street and other attractions. We would definitely stay here again. Be sure to try Frenchie’s Cafe across the street. Great brunch!
Reviewed on 5 Aug 2025

Oceans Edge Key West Resort, Hotel & Marina
per person
7 Oct - 10 Oct
found 9 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
9/10 Wonderful! (1,700 reviews)
There was scum along the waterline of the pool. Our “Ocean View” was a swamp mess and at closing there was a bunch of $600 charges on top of the $400 upon arrival and 2k prior.
Reviewed on 5 Aug 2025

La Concha Key West, Autograph Collection
Key West Historic District
per person
7 Oct - 10 Oct
found 9 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
9/10 Wonderful! (184 reviews)
Great location on the duval strip just a short stroll from everything. Staff is amazing very hospitable. Smiles and positive attitudes all around. The lobby is so cool with a vintage feel and the music setting a mood of a bygone era. The whole place really takes you back to the heyday of old key west. Will definitely return
Reviewed on 5 Aug 2025

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Oceans Edge Key West Resort, Hotel & Marina
per person
7 Oct - 10 Oct
found 9 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
9/10 Wonderful! (1,700 reviews)
There was scum along the waterline of the pool. Our “Ocean View” was a swamp mess and at closing there was a bunch of $600 charges on top of the $400 upon arrival and 2k prior.
Reviewed on 5 Aug 2025

Southernmost Beach Resort and Guesthouses
Old Town Key West
per person
7 Oct - 10 Oct
found 9 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
8.6/10 Excellent! (2,668 reviews)
Very nice e property! Quiet area, but very convenient to local bus stop to Duval Street and other attractions. We would definitely stay here again. Be sure to try Frenchie’s Cafe across the street. Great brunch!
Reviewed on 5 Aug 2025

La Concha Key West, Autograph Collection
Key West Historic District
per person
7 Oct - 10 Oct
found 9 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
9/10 Wonderful! (184 reviews)
Great location on the duval strip just a short stroll from everything. Staff is amazing very hospitable. Smiles and positive attitudes all around. The lobby is so cool with a vintage feel and the music setting a mood of a bygone era. The whole place really takes you back to the heyday of old key west. Will definitely return
Reviewed on 5 Aug 2025
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Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,656 reviews)
"We enjoyed the restaurant and bar, they have great happy hour options."
Reviewed on 4 Aug 2025

Hawks Cay Resort
61 Hawks Cay Blvd, Marathon, FL
Book a stay at this beach hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (1,007 reviews)
"The lagoon is an interesting feature and we enjoyed it."
Reviewed on 2 Aug 2025

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,143 reviews)
"Teh staff goes above and beyond to make your stay special. The customer service is first class."
Reviewed on 4 Aug 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.