Book Resort Hotels in Monroe County, FL
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Top cities with Resorts to explore in Monroe County

Key West
Resorts
Top Resorts in Monroe County

Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Free Cancellation
Reserve now, pay when you stay
$485 nightly
The price is $546 total per night
$546 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
Pool
Spa

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$328 nightly
The price is $370 total per night
$370 total
Jan 29 - Jan 30, 2026
Total with taxes and fees
This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a playground, and families will appreciate the onsite laundry facilities.
On private beach
Pool

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$277 nightly
The price is $312 total per night
$312 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like a free beach shuttle.
Pool
Free airport shuttle

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$506 nightly
The price is $569 total per night
$569 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.
On private beach
Pool

Pier House Resort & Spa
1 Duval St Key West FL
Free Cancellation
Reserve now, pay when you stay
$507 nightly
The price is $570 total per night
$570 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-in.
On private beach
Pool

Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
$182 nightly
The price is $205 total per night
$205 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
This resort features a private beach, 3 outdoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the outdoor tennis court and perks like free self parking.
On private beach
Pool

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$277 nightly
The price is $312 total per night
$312 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Enjoy the gym and visit the 3 bars/lounges and poolside bar for drinks.
On private beach
Pool

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$381 nightly
The price is $428 total per night
$428 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
This resort features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
On private beach
Pool

Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
$393 nightly
The price is $442 total per night
$442 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
A private beach, 2 restaurants, and 2 outdoor pools are all featured at this resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the arcade/game room and complimentary bicycles.

Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
Free Cancellation
Reserve now, pay when you stay
$431 nightly
The price is $484 total per night
$484 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This luxury resort features a full-service spa, a marina, and 3 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Enjoy the outdoor pool and perks like free WiFi.
Pool
Hot Tub

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
1996 Overseas Highway Marathon FL
Free Cancellation
Reserve now, pay when you stay
$303 nightly
The price is $341 total per night
$341 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and 4 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the 4 outdoor pools and perks like free WiFi.

Ocean Key Resort - A Noble House Resort
Zero Duval St. Key West FL
Free Cancellation
Reserve now, pay when you stay
$581 nightly
The price is $653 total per night
$653 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.
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.
Monroe County Resorts essential information
Accommodation | 100 Resorts |
|---|---|
Lowest Price | $205 |
Highest Price | $653 |
Popular accommodation | Hyatt Centric Key West Resort and Spa, Cheeca Lodge & Spa, DoubleTree Resort by Hilton Grand Key - Key West, Casa Marina Key West, Curio Collection by Hilton, Pier House Resort & Spa, Lime Tree Bay Resort, Amara Cay Resort, The Reach Key West, Curio Collection by Hilton, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Playa Largo Resort & Spa, Autograph Collection, Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton, Ocean Key Resort - A Noble House Resort |
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