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Top Cities in Monroe County

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Our top choices for Monroe County hotels

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1854)
"Great location"
United States
Lisa
The price is P14,105
P18,846 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Beachside Resort & Residences

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very Good, (1810)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is P13,712
P18,735 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Blue Flamingo Resort Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1788)
"Great place! I really enjoyed my time in this establishment."
United States
Elijah
The price is P21,774
P28,315 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Margaritaville Beach House Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1764)
"The place is great!"
United States
Anna
The price is P13,788
P19,108 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Oceans Edge Key West Resort, Hotel & Marina

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2964)
"Wonderful stay!"
United States
Elisa
The price is P16,498
P22,862 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Southernmost Beach Resort and Guesthouses

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, (1173)
"Amazing hotel to stay"
United States
Harikrishna
The price is P14,144
P17,568 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Key West / The Keys Collection

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very Good, (1007)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is P14,564
P18,370 total
includes taxes & fees
Jan 4 - Jan 5, 2026
DoubleTree Resort by Hilton Grand Key - Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1180)
"great place to stay "
United States
michael
The price is P18,516
P24,480 total
includes taxes & fees
Jan 14 - Jan 15, 2026
The Perry Hotel & Marina Key West

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (492)
"Great place"
United States
ELENA
The price is P26,612
P33,468 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Casa Marina Key West, Curio Collection by Hilton

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1217)
"Excellent location, clean rooms, great staff"
United States
Vikas
The price is P11,455
P16,263 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Parrot Key Hotel & Villas

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, (1011)
"Location, swimming pool, hot tub and the awesome patio that the room had"
United States
Anshul
The price is P24,960
P30,729 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Hyatt Vacation Club at Beach House, Key West

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
8.8 out of 10, Excellent, (1696)
"Enjoyed stay, friendly staff and good shuttle bus"
United States
Abdul
The price is P22,713
P29,825 total
includes taxes & fees
Jan 27 - Jan 28, 2026
Havana Cabana at Key West

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1117)
"This place is the best kept secret "
United States
Kathleen
Lime Tree Bay Resort

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.6 out of 10, Exceptional, (1007)
"Clean rooms, great location."
United States
Shalaka
The price is P25,392
P31,214 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hyatt Vacation Club at Windward Pointe, Key West

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, (1003)
"Great hotel, great beach, had a really good stay."
United States
Cristian Mihai
The price is P19,246
P25,181 total
includes taxes & fees
Jan 13 - Jan 14, 2026
The Reach Key West, Curio Collection by Hilton

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1609)
"The entire resort was wonderful."
Canada
Mat
The price is P11,125
P15,826 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Chesapeake Beach Resort

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1292)
"Wonderful stay"
United States
Lindsey
The price is P18,484
P20,795 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Hampton Inn Key West FL

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1017)
"Our stay was great!"
United States
Richard
The price is P24,647
P30,045 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Opal Key Resort & Marina, Key West

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1070)
"Beautiful property, staff are very friendly "
United States
Leann
The price is P18,070
P24,049 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Isla Bella Beach Resort & Spa

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1005)
"Great place"
United States
Marc
The price is P7,902
P8,891 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Pelican Key Largo Cottages
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 Monroe County

Top reasons to visit Monroe County

  • Stunning Beaches: Monroe County boasts breathtaking beaches with crystal-clear waters, perfect for sunbathing and water sports.
  • Outdoor Adventures: Experience thrilling activities such as snorkelling, kayaking, and hiking in scenic state parks.
  • Cultural Landmarks: Visit the historic Monroe County Courthouse, a charming symbol of the area's rich heritage.
  • Picturesque Islands: Explore the beautiful islands, each offering unique landscapes and vibrant local culture.
  • Diverse Accommodation: Enjoy a range of hotels, from family-friendly resorts to luxurious beachside retreats.

Find great hotels in Monroe County

Discover an array of exceptional hotels in Monroe County, Florida, where comfort meets adventure. Whether you seek a family-friendly resort or a beachside retreat, you'll find accommodations perfect for your holiday. With a focus on unforgettable experiences and top-notch amenities, Monroe County hotels cater to all types of travellers. Explore the best options and read insightful reviews to ensure your stay is memorable.

  • Southernmost Beach Resort and Guesthouses: Embrace the essence of relaxation and adventure at Southernmost Beach Resort and Guesthouses. This vibrant 4-star hotel is perfect for travellers seeking a spa-themed escape or an exhilarating adventure vacation. Nestled in the picturesque Monroe County, guests can indulge in a full range of wellness treatments at the onsite spa, boasting couples' treatment rooms and outdoor therapy options. For the adventurous spirit, activities such as kayaking, skydiving, and parasailing are available nearby, ensuring an action-packed holiday. The resort's inviting pool service further enhances its appeal, making it an ideal choice for those looking to unwind after a day of exploration.
  • Oceans Edge Key West Resort, Hotel & Marina: Set against the stunning backdrop of Monroe County, Oceans Edge Key West Resort, Hotel & Marina merges business travel convenience with a pet-friendly atmosphere. This 4-star accommodation features a variety of adventure sports, including motorboating and snorkeling, catering to the thrill-seeker. The property is particularly accommodating for pet owners, with policies in place to ensure a pleasant stay for furry companions. With a prime location and modern amenities, this resort is perfect for both leisure and business travellers who want to enjoy the best of Key West.
  • Margaritaville Beach House Key West: Experience a family-oriented getaway at Margaritaville Beach House Key West, where the vibrant city theme meets pet-friendly hospitality. This charming 4-star hotel offers a plethora of amenities for children, including toys and art supplies, making it a fantastic choice for families. Located in the heart of the city, guests can easily explore local attractions while enjoying the laid-back atmosphere. With provisions for pets, the hotel ensures that your furry friends are well taken care of, allowing for a truly memorable holiday for all.

Where to stay in Monroe County

Monroe County, Florida, offers an idyllic escape for tourists seeking outdoor adventures and beachside relaxation. With its charming cities and regions, such as the Marathon area and the picturesque Tecumseh Street, visitors can indulge in family-friendly excursions or romantic getaways. Experience the tropical atmosphere while exploring the stunning natural beauty and vibrant local culture that Monroe County has to offer, making it a perfect destination for your holiday.

  • Key West: Nestled at the southernmost tip of the continental United States, Key West is an enchanting island city known for its vibrant atmosphere and rich history. Visitors can immerse themselves in a blend of cultural experiences, from exploring the historic district with its charming architecture to enjoying the bustling shops and resorts. The peak tourist seasons in January, March, and September bring a lively buzz, while quieter months allow for a more relaxed experience. Key West's stunning beaches, including family-friendly spots, offer the perfect setting for sun-soaked activities and watersports.
  • Key Largo: Renowned as the Diving Capital of the World, Key Largo is a haven for outdoor enthusiasts and families alike. This beautiful island city boasts an array of picturesque beaches and lush natural landscapes. With peak visitor numbers from October to December, Key Largo is ideal for those seeking a blend of adventure and relaxation. Visitors can explore the nearby John Pennekamp Coral Reef State Park, indulge in water sports, or unwind at the local resorts. The shopping areas and family-friendly attractions provide ample opportunities for memorable experiences.
  • Marathon: Positioned in the heart of the Florida Keys, Marathon is a delightful city renowned for its stunning beaches and outdoor recreation. With its peak tourist seasons in March to April and September, Marathon caters to families and beach lovers looking for an unforgettable getaway. Visitors can enjoy various activities, from fishing and boating to exploring the area's wildlife. The city's resorts and recreational areas offer comfort and convenience, while local landmarks ensure an engaging experience for all. The family-friendly beaches and vibrant tourist precinct make Marathon a must-visit destination.

Things to do in Monroe County

Monroe County is perfect for outdoor and beach adventures, offering a variety of activities to enjoy. Visitors can explore area attractions and join local tour groups while indulging in the vibrant shopping centres and resorts. This destination promises a delightful mix of relaxation and excitement, making it an ideal spot for a memorable holiday.

Shopping

Discover the unique shopping experiences in Monroe County, including We Cycle Key West for cycling gear, and the eclectic Rain Barrel Village for local crafts. Don't miss the Big Pine Key Flea Market, offering a variety of goods in a vibrant atmosphere perfect for souvenir hunting.

Recreation

At Key West Golf Club, enjoy a round of golf surrounded by stunning landscapes, perfect for relaxation and recreation. Florida Keys Country Club offers a luxurious atmosphere, ideal for unwinding in style. Jacob's Aquatic Center is perfect for families, featuring pools and activities that promote fun and wellness together.

Adventure

Keys Cable Park offers thrilling wakeboarding and cable sports, perfect for adventure enthusiasts seeking excitement on the water. Pigeon Key invites you to indulge in various water sports surrounded by stunning natural beauty. For underwater exploration, Florida Keys Dive Center provides exhilarating diving experiences amidst vibrant marine life.

Nightlife

In Monroe County, Jimmy Johnson's Big Chill offers a lively drinking pub atmosphere with romantic entertainment vibes. The Red Barn Theater showcases cultural performances, while Regal Key West cinema provides a family-friendly experience, perfect for a night out filled with romance and entertainment.

*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 trip to Monroe County, consider visiting between August and October when prices are lower compared to the peak months of February to April. Book your accommodation about a month in advance for the best rates, and aim for a Tuesday stay, as it’s the least expensive day. Use Expedia to explore last-minute deals and combine your hotel, flights, and activities for additional savings. Walking is a great way to explore the area without spending on transport, and don’t forget to utilise price filters to find the best offers.

  • 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: Utilise Expedia's search tool to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. To uncover the most economical prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially reduce your expenses by combining your hotel reservations in Monroe County with your flights and activities through an Expedia package.

Find the best attractions in Monroe County

Monroe County, Florida, offers a delightful blend of outdoor adventure and cultural experiences, making it an ideal destination for beach lovers and nature enthusiasts alike. Visitors can explore stunning beaches, picturesque islands, and scenic state parks. Notably, the Monroe County Courthouse is a charming landmark worth a visit. With a variety of attractions catering to both relaxation and exploration, this region promises an unforgettable holiday experience.

  • Duval Street: This vibrant street is the heart of Key West, bustling with shops, restaurants, and nightlife. Experience the lively atmosphere filled with street performers and local art, making it a perfect spot for both relaxation and excitement.
  • Smathers Beach: A picturesque stretch of golden sand, Smathers Beach offers a quintessential beach vibe. Relax under swaying palm trees, indulge in water sports, or enjoy a leisurely stroll along the shoreline, perfect for soaking up the sun.
  • Fort Zachary Taylor Historic State Park: This historic park combines stunning scenery with outdoor adventure. Explore the well-preserved fort, hike scenic trails, or relax on the beach, making it an ideal spot for history buffs and nature lovers alike.

The nearest major airports for your trip to Monroe County

Monroe County, Florida, is conveniently accessible via three major airports. Miami International Airport (MIA) is located 202.8km away, with excellent hotel options such as the 5-star Kimpton EPIC Hotel, InterContinental Miami, and Hotel AKA Brickell, all approximately 9.7km from the airport. Key West International Airport (EYW) is only 1.6km from Monroe County, offering luxurious stays at Casa Marina Key West and Margaritaville Beach House, both easily reachable from the airport. Lastly, Florida Keys Marathon Airport (MTH) is situated 75.6km away, with nearby hotels like Isla Bella Beach Resort & Spa and Tranquility Bay Beachfront Hotel, also conveniently accessible from the airport.

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