Lower Keys Mountain Vacations

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Flight and Mountain hotel deals in Lower Keys

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

CA $1,274
per person
Sep 26 - Oct 3
found 7 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
Matt's Stock Island restaurant that is on the property is one of our go-to stops for brunch. The hotel room was great and we love that the property is dog friendly with a dog park.

Reviewed on Aug 16, 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
CA $2,295
per person
Nov 3 - Nov 7
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Excellent place to stay and will absolutely stay there again! The staff was so helpful and friendly! The restaurant on the property has delicious food! I highly recommend staying at he Southern Most House, great pool, great location, great vacation!

Reviewed on Aug 16, 2026

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Northside Resort
CA $1,602
per person
Nov 3 - Nov 7
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (1,438 reviews)
Recomendado 100%, hotel agradable, bonito y en buena localidad. Las habitaciones limpias y el personal atento.

Reviewed on Aug 17, 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
CA $2,247
per person
Nov 3 - Nov 7
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (3,469 reviews)
Great location , able to walk to restaurants on Duval Street . Nice pools , good services

Reviewed on Aug 16, 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
CA $1,877
per person
Sep 26 - Oct 3
found 7 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,002 reviews)
Disappointed in room, we've stayed here many, many times and this was disappointing. Also, the amount of people that use the amenities that are not staying at resort OR paying resort fees.

Reviewed on Aug 14, 2026

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5* Mountain holidays in Lower Keys

Price found within the past 48 hours. Click for updated prices.
The Porch on Frances Inn

The Porch on Frances Inn

Old Town Key West
CA $2,714
per person
Nov 8 - Nov 13
found 22 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
9.8/10 Exceptional! (137 reviews)
Great value

Reviewed on Aug 13, 2026

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3 Night Mountain holidays in Lower Keys

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

CA $1,865
per person
Nov 5 - Nov 8
found 2 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
Matt's Stock Island restaurant that is on the property is one of our go-to stops for brunch. The hotel room was great and we love that the property is dog friendly with a dog park.

Reviewed on Aug 16, 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
CA $2,829
per person
Nov 5 - Nov 8
found 2 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (3,469 reviews)
Great location , able to walk to restaurants on Duval Street . Nice pools , good services

Reviewed on Aug 16, 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
CA $2,707
per person
Nov 5 - Nov 8
found 2 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Excellent place to stay and will absolutely stay there again! The staff was so helpful and friendly! The restaurant on the property has delicious food! I highly recommend staying at he Southern Most House, great pool, great location, great vacation!

Reviewed on Aug 16, 2026

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4 Night Mountain holidays in Lower Keys

Price found within the past 48 hours. Click for updated prices.
Coconut Beach Resort

Coconut Beach Resort

Old Town Key West
CA $1,758
per person
Sep 17 - Sep 21
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
8.8/10 Excellent! (212 reviews)
The property was advertised to have a private white sand beach which is why I made the reservation. It was covered feet deep in seaweed. Granted there are things out of the property's control, but there should have been a warning on their website that the beach may not be available for use. Also, we were given two small individual size packets of coffee for a twelve cup coffee maker for four days. I went and bought a bag of coffee but then realized there were no other filters either. I enjoy waking up early, and reading outside. The last morning, the staff was out landscaping and hosing off the patio and lounge chairs next to me. I got overspray blown in my face.

Reviewed on Aug 14, 2026

The Key West Hotel

The Key West Hotel

Key West Historic District
CA $3,533
per person
Nov 3 - Nov 7
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!

Reviewed on Jul 27, 2026

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

Key West Historic District
CA $2,109
per person
Nov 3 - Nov 7
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (946 reviews)
This is a must stay property! It is walking distance to everything. Your very cold room with the softest mattress ever is always 7 minutes away or less.

Reviewed on Aug 13, 2026

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Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $63
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $78
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

CA $85
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
See all activities in Lower Keys

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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.