Florida Keys Adults Only Vacations
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Flight and Adults Only hotel deals in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Hawks Cay Resort
Price was CA $1,857, price is now CA $1,559 per person
CA $1,559
per person
Sep 3 - Sep 7
found 19 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.2/10 Very good! (1,009 reviews)
Hawks Cay was a very pleasant stay. Our 2 BR villa was the right size for our family, and its central location made day trips to other keys a breeze.
Reviewed on Jul 3, 2026
Pier House Resort & Spa
Key West Historic District
Price was CA $3,417, price is now CA $2,399 per person
CA $2,399
per person
Aug 3 - Aug 10
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,185 reviews)
Room pretty spacious and bathroom was modern & large with privacy. Water was plentiful. In room coffee is never very good.
Reviewed on Jul 4, 2026
Parrot Key Hotel & Villas
Northside Resort
Price was CA $2,211, price is now CA $1,810 per person
CA $1,810
per person
Aug 3 - Aug 10
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,417 reviews)
Very beautiful and serene place to stay. Loved everything about this place!
Reviewed on Jul 3, 2026
Cheeca Lodge & Spa
Matecumbe
Price was CA $2,125, price is now CA $1,746 per person
CA $1,746
per person
Sep 3 - Sep 7
found 19 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
9.2/10 Wonderful! (1,327 reviews)
Very nicely put together and well maintained. Staff are great and the views are stunning. We will go back again.
Reviewed on Jul 1, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was CA $2,124, price is now CA $1,764 per person
CA $1,764
per person
Sep 3 - Sep 7
found 19 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
9.2/10 Wonderful! (1,006 reviews)
Loved the property! Pools were warm, but Key West this time of year is HOT. So, it was expected.
Reviewed on Jul 4, 2026
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View all trips5* Adults Only holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Cheeca Lodge & Spa
Matecumbe
Price was CA $2,125, price is now CA $1,746 per person
CA $1,746
per person
Sep 3 - Sep 7
found 19 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
9.2/10 Wonderful! (1,327 reviews)
Very nicely put together and well maintained. Staff are great and the views are stunning. We will go back again.
Reviewed on Jul 1, 2026
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View all trips3 Night Adults Only holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $1,176, price is now CA $970 per person
CA $970
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Key West (EYW)
8.8/10 Excellent! (3,398 reviews)
This is our second year back at the southernmost. The first year, the room was a lot bigger, and looked a little more updated. However, this time we were on the side by the lobby, which are older rooms it appears. The room was pretty small, but was enough for just us 2. However, ANTS! During our 3rd night out of 7, we noticed a TON of small sugar ants all over the bathroom, and front door walls. They came and sprayed twice, however did not solve the issue. Was very annoying to have yo deal with the ants, also paid $25 for a room upgrade just to be put in and older room. All in all, we love the resort just this time, wasn't as good as the last.
Reviewed on Jul 4, 2026
Pier House Resort & Spa
Key West Historic District
Price was CA $1,509, price is now CA $1,159 per person
CA $1,159
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Key West (EYW)
9/10 Wonderful! (1,185 reviews)
Room pretty spacious and bathroom was modern & large with privacy. Water was plentiful. In room coffee is never very good.
Reviewed on Jul 4, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was CA $1,241, price is now CA $1,007 per person
CA $1,007
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Key West (EYW)
9.2/10 Wonderful! (1,006 reviews)
Loved the property! Pools were warm, but Key West this time of year is HOT. So, it was expected.
Reviewed on Jul 4, 2026
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View all trips4 Night Adults Only holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Parrot Key Hotel & Villas
Northside Resort
Price was CA $1,208, price is now CA $962 per person
CA $962
per person
Aug 6 - Aug 10
found 8 hours ago
Roundtrip non-stop flight included
Detroit (DTT) to Key West (EYW)
9/10 Wonderful! (1,417 reviews)
Very beautiful and serene place to stay. Loved everything about this place!
Reviewed on Jul 3, 2026
Pier House Resort & Spa
Key West Historic District
Price was CA $2,047, price is now CA $1,374 per person
CA $1,374
per person
Aug 6 - Aug 10
found 8 hours ago
Roundtrip non-stop flight included
Detroit (DTT) to Key West (EYW)
9/10 Wonderful! (1,185 reviews)
Room pretty spacious and bathroom was modern & large with privacy. Water was plentiful. In room coffee is never very good.
Reviewed on Jul 4, 2026
Cheeca Lodge & Spa
Matecumbe
Price was CA $2,125, price is now CA $1,746 per person
CA $1,746
per person
Sep 3 - Sep 7
found 19 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
9.2/10 Wonderful! (1,327 reviews)
Very nicely put together and well maintained. Staff are great and the views are stunning. We will go back again.
Reviewed on Jul 1, 2026
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View all tripsAdults Only Hotels in Florida Keys
The Southernmost Inn - Adults Only
525 United Street Key West FL
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very good! (1,398 reviews)
"We were told we would have housecleaning every other day, we did not get it even one day. We had to keep going to the desk to get new towels, toilet paper soap. We even hung the sign on the door stating that we wanted it cleaned, and it was never cleaned. They messed up our parking and when we returned ..."
Reviewed on Jul 3, 2026
Paradise Inn Key West - Adults Only
819 Simonton Street Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, parking (surcharge), and a garden. Our guests praise the breakfast and the pool ...
9.2/10 Wonderful! (1,000 reviews)
"Great boutique hotel close to every thing. Very impressed with the king suite it was so large and overlooked the pool. Nicely updated. Air conditioning was ice cold worked very well. Great happy hour with wine cheese and crackers. The girl at the front office goes out of her way to make sure you ..."
Reviewed on Jul 1, 2026
Heron House - Adult Only
512 Simonton St Key West FL
Stay at this B&B in Key West. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9.2/10 Wonderful! (1,157 reviews)
"AMAZING place. Super well taken care of, roo.s are spacious and beautiful A(I stayed in room 10). The staff was super helpful and Greg was a Great. Just a few blocks from the Walgreens on Duval but way from all the craziness. Adults only makes a difference for sure! Will definetly return"
Reviewed on Jun 29, 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.
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $62
per adult
94% of travellers recommend
Key Largo Coral Reef Glass Bottom Boat Adventure
CA $62
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $36
per child
88% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
