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 $1,726, price is now CA $1,293 per person
CA $1,293
per person
Jun 2 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8/10 Very Good! (1,015 reviews)
Staff were friendly and helpful. My family enjoyed the pools and Lagoon. We also enjoyed the marina and the restaurants on the resort.
Reviewed on Mar 30, 2026
Tranquility Bay Beachfront Hotel and Resort
Price was CA $4,003, price is now CA $2,630 per person
CA $2,630
per person
May 12 - May 18
found 1 day ago
Roundtrip flight included
Grand Rapids (GRR) to Miami (MIA)
8.8/10 Excellent! (1,000 reviews)
All 3 pools were beautiful, I loved the surrounding landscape. The two bedroom / 2.5 bath villa was wonderful. I loved sitting on the villas deck each morning to drink my coffee and enjoy the palm tree ocean view. The kitchen had everything we needed to make our meals! I would definitely recommend.
Reviewed on Mar 21, 2026
Cheeca Lodge & Spa
Matecumbe
Price was CA $3,540, price is now CA $2,640 per person
CA $2,640
per person
May 11 - May 14
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
9.2/10 Wonderful! (1,308 reviews)
The staff was friendly and laid back. The resort was absolutely beautiful!
Reviewed on Mar 27, 2026
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Price was CA $1,829, price is now CA $1,455 per person
CA $1,455
per person
Jun 1 - Jun 4
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.4/10 Very Good! (572 reviews)
Waterfront property in a quiet part of Key West
Reviewed on Mar 29, 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 $3,540, price is now CA $2,640 per person
CA $2,640
per person
May 11 - May 14
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
9.2/10 Wonderful! (1,308 reviews)
The staff was friendly and laid back. The resort was absolutely beautiful!
Reviewed on Mar 27, 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.
Hawks Cay Resort
Price was CA $1,709, price is now CA $1,333 per person
CA $1,333
per person
May 1 - May 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8/10 Very Good! (1,015 reviews)
Staff were friendly and helpful. My family enjoyed the pools and Lagoon. We also enjoyed the marina and the restaurants on the resort.
Reviewed on Mar 30, 2026
Cheeca Lodge & Spa
Matecumbe
Price was CA $3,540, price is now CA $2,640 per person
CA $2,640
per person
May 11 - May 14
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
9.2/10 Wonderful! (1,308 reviews)
The staff was friendly and laid back. The resort was absolutely beautiful!
Reviewed on Mar 27, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was CA $1,722, price is now CA $1,339 per person
CA $1,339
per person
May 9 - May 12
found 13 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
9.2/10 Wonderful! (1,011 reviews)
Loved the location! Has parking available and is walking distance to everything!!! Great pools and extremely friendly staff as well! We had a great all around experience!
Reviewed on Mar 27, 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.
Hawks Cay Resort
Price was CA $1,726, price is now CA $1,293 per person
CA $1,293
per person
Jun 2 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8/10 Very Good! (1,015 reviews)
Staff were friendly and helpful. My family enjoyed the pools and Lagoon. We also enjoyed the marina and the restaurants on the resort.
Reviewed on Mar 30, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was CA $2,254, price is now CA $1,716 per person
CA $1,716
per person
May 8 - May 12
found 13 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
9.2/10 Wonderful! (1,011 reviews)
Loved the location! Has parking available and is walking distance to everything!!! Great pools and extremely friendly staff as well! We had a great all around experience!
Reviewed on Mar 27, 2026
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Price was CA $2,086, price is now CA $1,655 per person
CA $1,655
per person
Jun 22 - Jun 26
found 10 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
8.4/10 Very Good! (572 reviews)
Waterfront property in a quiet part of Key West
Reviewed on Mar 29, 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. ...
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 daily housekeeping. Our guests praise the breakfast and ...
9.2/10 Wonderful! (1,003 reviews)
Everything was wonderful
Reviewed on Mar 30, 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 ...
9/10 Wonderful! (1,131 reviews)
The breakfast was fresh daily. Hot and cold items; in a smaller outside building with a nice lady server, and more food inside. Nice options including fresh fruit and all. The air conditioner kept the room cool. Most all rooms with a poolside door. Friendly staff/managers.
Reviewed on Mar 31, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
