Cheap flights from Monroe County
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Featured Hotels near Monroe County
Hyatt Vacation Club at Beach House, Key West
5051 Overseas Highway Key West FL
The price is €500 per night from 1 Feb to 2 Feb
€500
per night
1 Feb - 2 Feb
Our customers tell us that they can't get enough of the helpful staff at Hyatt Vacation Club at Beach House, Key West. During your stay, you're just a quick walk from Key West Tropical Forest and Botanical Garden. Enjoy features like free WiFi in public areas and free self-parking, plus an outdoor pool.
9.4/10 Exceptional! (1,029 reviews)
This resort is perfect for a family. The rooms have full kitchens, two full bathroom as well as a pull-out sofa. The room was recently renovated and luxurious with a giant shower in the master. The pool was not busy when we were there even though it was over New Years. My daughter was able to swim ...
Reviewed on 12 Jan 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is €232 per night from 26 Jan to 27 Jan
€232
per night
26 Jan - 27 Jan
The free breakfast at Chesapeake Beach Resort gets high marks from our customers. During your stay, you'll be within walking distance of History of Diving Museum. Enjoy features like free WiFi in public areas, plus 2 outdoor pools and a marina.
9.2/10 Wonderful! (1,630 reviews)
The check in was easy. The front desk employee was very kind. Our room was spotless. We spent the afternoon on the beach and used the kayak. We enjoyed breakfast. The omelet chef was awesome. Overall I was very happy with my stay
Reviewed on 12 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is €347 per night from 20 Jan to 21 Jan
€347
per night
20 Jan - 21 Jan
Our customers tell us that they can't get enough of the pool at Oceans Edge Key West Resort, Hotel & Marina. During your stay, you're just a quick walk from Stock Island Yacht Club & Marina. Enjoy features like free WiFi in public areas, plus 6 outdoor pools and a restaurant.
8.8/10 Excellent! (1,771 reviews)
Although not a lot of amenities you didn't need to pay for, we enjoyed the option to be away from the craziness of Key West and still be able to enjoy it via the very convenient shuttle. Gorgeous resort - we will be back!
Reviewed on 13 Jan 2026
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Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is €514 per night from 26 Jan to 27 Jan
€514
per night
26 Jan - 27 Jan
Our customers tell us that they can't get enough of the pool at Southernmost Beach Resort and Guesthouses. During your stay, you're just a quick walk from Duval Street. Features include 3 outdoor pools, 2 poolside bars and a full-service spa.
8.6/10 Excellent! (3,016 reviews)
The partial ocean front room allowed excellent view of the ocean and beach area. Several pools had music from one to four. Shores pool was too noisy for us, we did like the quietness at the pineapple pool better. Cabana service gave you a free bottle and fruit plate, which in addition to the comfortable ...
Reviewed on 14 Jan 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is €511 per night from 10 Feb to 11 Feb
€511
per night
10 Feb - 11 Feb
Our customers tell us they can't get enough of Margaritaville Beach House Key West's great beach location. During your stay, you'll be within walking distance of Clarence S. Higgs Memorial Beach Park. An outdoor pool, a restaurant and a 24-hour gym are available. This property offers pet-friendly amenities, such as food and water bowls.
8.6/10 Excellent! (1,785 reviews)
Very clean room, very friendly and helpful staff. Would highly recommend
Reviewed on 13 Jan 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is €353 per night from 19 Jan to 20 Jan
€353
per night
19 Jan - 20 Jan
Our customers tell us they can't get enough of Blue Flamingo Resort Key West's great location. During your stay, you'll be within walking distance of Regal Key West. Enjoy features like free WiFi in public areas and a free area shuttle, plus 2 outdoor pools. This property offers pet-friendly amenities, such as an off-lead area.
8/10 Very Good! (1,852 reviews)
We were happy with the check in. It was quick and smooth.
Reviewed on 14 Jan 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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Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.