
Geiger Key Vacations from $744
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The Latest Geiger Key vacation packages
Price found within the past 48 hours. Click for updated prices.

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,129, price is now $744 per person
$744
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,261 reviews)
The amenities you may consider to be free are actually not. For a fee of over $50.00/day you are paying for them, including the free continental breakfast.
However, the location was perfect for us. Convenient to the action but not in it; trolly stop close by and only 2-3 blocks from Duval Street.
Reviewed on May 6, 2026

Southernmost House - Adult Exclusive
Old Town Key West
Save 100% on your flight
Price was $2,103, price is now $1,129 per person
$1,129
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,006 reviews)
The accommodation was very nice! Great property location and extremely clean. For a 100 year old mansion, it was in great shape!
It’s right next door to the southern most point buoy! Walkable to Mallory square. The parking lot is only for guests and although there was a charge, it was cheaper than parking in Mallory square!
Reviewed on Apr 27, 2026

Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,743, price is now $1,049 per person
$1,049
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,059 reviews)
The hidden resort fees were absolutely ridiculous! $40 a day, plus $5 a day plus $150 coverage without any explanation. This property is located directly next to the airport and they do not provide a shuttle service to pick you up. We used Uber for everything, another extra expense. ( The Hampton Inn next door had a shuttle that went everywhere)
Reviewed on May 5, 2026

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,285, price is now $1,408 per person
$1,408
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (552 reviews)
The staff at the hotel were excellent. Very friendly and helpful. Room was very clean and comfortable. We were right in the middle of the old district which had many many places to explore. Hotel had a wonderful hidden pool with live music/bar next to it in case we just wanted to relax after exploring all day.
Reviewed on Apr 21, 2026

Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
Save 100% on your flight
Price was $1,874, price is now $1,178 per person
$1,178
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (365 reviews)
Stayed in a one bedroom unit. Good size kitchen/living room, however bathroom was tiny. Bedroom was ok.. lots of closet/storage, however bed could have been bigger.
Location was awesome… just a couple blocks to everything!
Reviewed on May 6, 2026
Geiger Key Hotel Deals

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $227 total per night from May 31 to Jun 1
$227 total
May 31 - Jun 1
Total with taxes and fees
8.4/10 Very Good! (2,198 reviews)
I wouldn’t choose to stay at a RESORT, but my trip was last minute and it was the best I could do. Resort vibe is definitely not me. I was in town for birding and hiking and just needed a clean, quiet room. They put me in the very back of the facility in the Rooster section on the second floor with ...
Reviewed on May 6, 2026

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$260 nightly
The price is $292 total per night from May 10 to May 11
$292 total
May 10 - May 11
Total with taxes and fees
8.8/10 Excellent! (1,807 reviews)
The room was beautiful, spacious, perfect for a either a quick get away or a long one. The staff was super friendly and attentive to all of our needs. The pool was clean and had tropical island theme. Oh and dont miss the jacuzzi that is tucked away in the of the waterfall. All in all Margaritaville ...
Reviewed on May 6, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$283 nightly
The price is $319 total per night from May 25 to May 26
$319 total
May 25 - May 26
Total with taxes and fees
8.8/10 Excellent! (3,285 reviews)
Very close to everything!!! Concierge was available and helpful. Walking distance to most everything. Food was delicious at the beach restaurant.
Reviewed on May 6, 2026
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.
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