A waterfront promenade with multi-story buildings, palm trees, and a clear blue sky.

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Our top choices for Monroe County hotels

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.6 out of 10, Excellent, (2,590 reviews)
"Great place to stay."
United States
Robert
The price is NT$4,050
NT$6,378 total
includes taxes & fees
Aug 10 - Aug 11
Blue Flamingo Resort Key West

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,793 reviews)
"Overall great stay"
United States
Tasnova I
The price is NT$6,151
NT$8,956 total
includes taxes & fees
Aug 20 - Aug 21
Margaritaville Beach House Key West

3. Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,392 reviews)
"The best part was, I was able to check in early and very friendly staff"
United States
Nicole
The price is NT$3,785
NT$7,354 total
includes taxes & fees
Aug 17 - Aug 18
Beachside Resort & Residences

4. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (3,497 reviews)
"Our room was very clean and all the staff was very friendly and helpful. We enjoyed our stay very much and will definitely go back!"
United States
Janice
The price is NT$5,798
NT$8,891 total
includes taxes & fees
Aug 18 - Aug 19
Southernmost Beach Resort and Guesthouses

5. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,833 reviews)
"We stayed for a week and really enjoyed the pool, shuttle service, and the bar. Very friendly staff!"
United States
Tracie
The price is NT$4,060
NT$6,616 total
includes taxes & fees
Aug 16 - Aug 17
Havana Cabana at Key West

6. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,206 reviews)
"Great food and staff."
United States
Joshua
The price is NT$7,547
NT$10,456 total
includes taxes & fees
Aug 10 - Aug 11
Isla Bella Beach Resort & Spa

7. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,437 reviews)
"Great place to stay!!"
United States
Javier
The price is NT$3,938
NT$5,887 total
includes taxes & fees
Aug 16 - Aug 17
Lime Tree Bay Resort

8. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very Good, (1,280 reviews)
"Great place to stay for a weekend"
United States
Oscar
The price is NT$3,812
NT$5,200 total
includes taxes & fees
Aug 20 - Aug 21
Hilton Garden Inn Key West / The Keys Collection

9. Hawks Cay Resort

Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very Good, (1,001 reviews)
"Great location on the Keys for fishing and the family"
United States
Jerrold W
The price is NT$7,446
NT$10,866 total
includes taxes & fees
Aug 27 - Aug 28
Hawks Cay Resort

10. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,351 reviews)
"Great place!!"
United States
David
The price is NT$5,471
NT$8,523 total
includes taxes & fees
Aug 12 - Aug 13
Cheeca Lodge & Spa

11. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very Good, (1,059 reviews)
"The hotel was well maintained."
United States
Chandra
The price is NT$4,274
NT$5,900 total
includes taxes & fees
Aug 10 - Aug 11
DoubleTree Resort by Hilton Grand Key - Key West

12. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (805 reviews)
"Property has an amazing location, beautiful pools and cabanas and definitely has an island resort feel."
United States
Steve
The price is NT$6,475
NT$9,470 total
includes taxes & fees
Aug 10 - Aug 11
Casa Marina Key West, Curio Collection by Hilton

13. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,745 reviews)
"Nice place 👌"
United States
Cristina
The price is NT$4,890
NT$7,323 total
includes taxes & fees
Aug 3 - Aug 4
Chesapeake Beach Resort

14. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,305 reviews)
"Stayed here for our honeymoon it was a great place!!"
United States
Dallis
The price is NT$4,712
NT$7,248 total
includes taxes & fees
Aug 30 - Aug 31
The Perry Hotel & Marina Key West

15. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,433 reviews)
"Everything here was perfect."
United States
Young
The price is NT$5,119
NT$7,616 total
includes taxes & fees
Aug 30 - Aug 31
Parrot Key Hotel & Villas

16. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,220 reviews)
"Amazing place!"
United States
Adam
The price is NT$6,490
NT$8,758 total
includes taxes & fees
Aug 30 - Aug 31
Hyatt Vacation Club at Windward Pointe, Key West

17. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,175 reviews)
"Very good hotel for the price"
United States
Lakshit
The price is NT$7,669
NT$10,085 total
includes taxes & fees
Aug 24 - Aug 25
Hyatt Vacation Club at Beach House, Key West

18. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,001 reviews)
"I really liked that we could also go to Casa Marina next door to swim and eat as well!"
United States
Andrea
The price is NT$5,957
NT$8,887 total
includes taxes & fees
Aug 24 - Aug 25
The Reach Key West, Curio Collection by Hilton

19. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,000 reviews)
"Absolutely beautiful and so quiet and relaxing!! Would highly recommend! Plus within walking distance to really good restaurants"
United States
Kathleen
The price is NT$3,342
NT$3,760 total
includes taxes & fees
Aug 23 - Aug 24
The Pelican Key Largo Cottages

20. Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,153 reviews)
"My family and I really enjoyed our stay."
United States
Jennifer
The price is NT$8,469
NT$11,312 total
includes taxes & fees
Aug 25 - Aug 26
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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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Top Monroe County Hotel Reviews

Guide to exploring around Monroe County

Top reasons to visit Monroe County

  • Stunning Beaches: Monroe County boasts beautiful beaches perfect for sunbathing and water activities.
  • Outdoor Adventures: Enjoy a variety of outdoor activities, from hiking in national parks to snorkeling in crystal-clear waters.
  • Cultural Experiences: Discover local culture through vibrant dining and shopping spots like Tecumseh Street.
  • Family-Friendly Excursions: Explore family-friendly attractions and create lasting memories in a tropical paradise.
  • Iconic Landmarks: Visit the historic Monroe County Courthouse, a must-see for history buffs.

Find great hotels in Monroe County

Explore the best hotel accommodations in Monroe County, Florida, where adventure meets relaxation. Whether you seek a family-friendly resort or a beachfront hotel, you'll find a variety of options tailored to your vacation needs. Enjoy exciting activities and stunning views as you discover the top-rated hotels, complete with amenities designed for a memorable stay in this tropical paradise.

  • Southernmost Beach Resort and Guesthouses: Embrace the vibrant spirit of Key West at Southernmost Beach Resort and Guesthouses, a 4-star haven designed for adventurers and LGBTQIA-friendly travelers. Nestled in Monroe County, this resort offers a unique blend of relaxation and excitement, with a variety of adventure sports available both onsite and nearby. Enjoy thrilling activities like kayaking, snorkeling, and skydiving, all while basking in the tropical atmosphere. The resort's welcoming ambiance and commitment to inclusivity make it a perfect choice for those seeking both leisure and adventure during their stay.
  • Oceans Edge Key West Resort, Hotel & Marina: Oceans Edge Key West Resort, Hotel & Marina offers an unforgettable escape with a golf-themed twist, perfect for pet-friendly vacations. This 4-star property boasts direct access to adventure sports such as onsite kayaking and parasailing, ensuring an action-packed getaway. With a stunning marina and lush landscapes, it’s a golfer’s paradise. The resort is also accommodating to pets, featuring a thoughtful pet policy to ensure your furry friends enjoy the trip too. Whether you're teeing off or soaking up the sun, Oceans Edge promises a memorable experience for the entire family.
  • Margaritaville Beach House Key West: Step into a laid-back paradise at Margaritaville Beach House Key West, where family-friendly amenities meet beachside bliss. This 4-star resort features direct access to the beach, making it ideal for sun-seekers and water enthusiasts. With thoughtful amenities for children, including toys, books, and highchairs, families can relax and enjoy quality time together. The resort’s vibrant atmosphere and welcoming services create a memorable backdrop for both business and leisure travelers, ensuring a delightful stay in the heart of Monroe County.

Where to stay in Monroe County

Monroe County, Florida, offers a tropical paradise perfect for outdoor adventures and family-friendly excursions. Explore the charming Marathon area, where you can relax on stunning beaches and indulge in local seafood. Don't miss Tecumseh Street, a vibrant hub for dining and shopping. With its romantic atmosphere and exciting activities, Monroe County is an ideal destination for both relaxation and adventure. Experience the best of Florida's Keys as you create unforgettable memories on your vacation.

  • Key West: Known as the southernmost point in the continental United States, Key West is a vibrant island city that offers a unique blend of history, culture, and natural beauty. Visitors flock here year-round, with peak arrivals in January, March, and September. This city-themed destination is perfect for families and business travelers alike. Enjoy a leisurely stroll through the historic streets, visit the iconic beaches, and indulge in shopping at local boutiques and malls. Key West is renowned for attractions like the Ernest Hemingway Home and Museum, as well as lively nightlife on Duval Street, making it an exciting getaway for everyone.
  • Key Largo: As the first key in the Florida Keys, Key Largo is a paradise for outdoor enthusiasts and families. With a consistent influx of visitors, particularly from October to December, this island city is famous for its stunning beaches and abundant marine life. Travelers can enjoy activities like snorkeling, diving, and kayaking in the crystal-clear waters. Key Largo also features excellent resorts and shopping areas, making it easy to relax and explore. Don't miss the chance to visit John Pennekamp Coral Reef State Park, where you can immerse yourself in the vibrant underwater world.
  • Marathon: Positioned in the heart of the Florida Keys, Marathon is a family-friendly city that offers a mix of beach relaxation and outdoor adventures. With peak tourism in March to April and September, visitors can experience the charm of local beaches and recreational areas. Marathon is perfect for those seeking sun-soaked days and thrilling water sports. Enjoy the local resorts, explore the picturesque tourist precinct, and make sure to visit the beautiful Sombrero Beach. The welcoming atmosphere and stunning surroundings make Marathon an ideal destination for a memorable vacation.

Things to do in Monroe County

Monroe County, Florida, is a fantastic destination for outdoor and beach adventures. Visitors can enjoy various activities such as exploring local resorts, shopping at vibrant malls, and joining tour groups to discover area attractions. With its stunning natural beauty and exciting recreational options, Monroe County promises a memorable vacation experience for everyone.

Shopping

Visit the Big Pine Key Flea Market for a unique selection of local crafts and souvenirs. For cycling enthusiasts, We Cycle Key West offers rentals and gear. Don’t miss Rain Barrel Village, where you'll find charming shops and art pieces perfect for gifts.

Recreation

At Key West Golf Club, enjoy a serene round of golf amidst lush landscapes and vibrant outdoor vibes. Florida Keys Country Club offers a luxurious experience with upscale amenities for relaxation. Meanwhile, Jacob's Aquatic Center is perfect for families, featuring fun aquatic activities and a welcoming atmosphere for all ages.

Adventure

Pigeon Key offers thrilling water sports amidst the stunning Florida Keys, where you can enjoy kayaking, snorkeling, and paddleboarding. At the Florida Keys Dive Center, explore underwater wonders with scuba diving adventures. Keys Cable Park provides exciting wakeboarding experiences, perfect for adrenaline seekers looking to ride the waves.

Nightlife

In Monroe County, Jimmy Johnson's Big Chill and Caribbean Club Bar offer vibrant atmospheres with a mix of romance and entertainment, perfect for enjoying drinks. For a cultural experience, the Red Barn Theater showcases captivating performances, making it an ideal spot for a lively night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Monroe County

To save money on your vacation to Monroe County, visit during the off-peak months of August to October, when hotel prices are lower. Book your stay about a month in advance for the best rates, and consider Tuesday for the cheapest night. Utilize Expedia's search tool for budget-friendly options and bundle your hotel with flights and activities for added savings. Keep an eye out for last-minute deals and flexible booking options to maximize your budget while enjoying the beautiful surroundings and available free activities.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Monroe County are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The best time to book a hotel: Booking a hotel in Monroe County about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Monroe County is Tuesday. The most expensive day to stay in Monroe County is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your options based on your budget, preferred location, and desired hotel type. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Monroe County with your flights and activities through an Expedia package deal.

Find the best attractions in Monroe County

Monroe County, Florida, is an ideal destination for outdoor enthusiasts and beach lovers, offering stunning beaches, beautiful islands, and scenic national parks. Visitors can enjoy a range of activities, from relaxing on the shore to exploring the diverse cultural experiences available. Don’t miss the Monroe County Courthouse, a notable landmark worth a visit. Whether you seek adventure or tranquility, Monroe County has something for everyone.

  • Duval Street: Experience the vibrant atmosphere of Duval Street, the heart of Key West, where you’ll find lively bars, eclectic shops, and a variety of restaurants. This iconic street is perfect for people-watching and enjoying the local nightlife, with energy that continues into the late hours.
  • Southernmost Point: Visit the Southernmost Point Buoy, a must-see landmark that marks the southernmost tip of the continental United States. This colorful buoy is a fantastic photo opportunity and a symbol of Key West's unique culture and history, offering stunning views of the ocean.
  • Mallory Square: Head to Mallory Square for the famous sunset celebration, where street performers, artists, and food vendors gather. This lively square is an ideal spot to soak in the sunset with a festive atmosphere that embodies the spirit of Key West.

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