Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Where to stay in Monroe County?
Properties are selected based on real traveller reviews and popularity among guests who’ve booked a holiday rental stay in Monroe County on Hotels.com. These Monroe County holiday rentals consistently deliver on quality, location and traveller experience. Last updated on 17 October 2026.
Holiday homes in Key West
Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina2.0 star property
Stock Island
8.8 out of 10, Excellent, (200 reviews)
8.8/10
Excellent
(200 reviews)
8.0 out of 10, Very good, (1 review)
8.0/10
Very good
(1 review)
Island View 1BR Residence With Balcony
Island View 1BR Residence With Balcony2.0 star property
Key West
10.0 out of 10, Exceptional, (3 reviews)
10/10
Exceptional
(3 reviews)
Grand Marina Suite by Brightwild Waterfront
Grand Marina Suite by Brightwild Waterfront2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
10/10
Exceptional
(3 reviews)
9.0 out of 10, Wonderful, (4 reviews)
9.0/10
Wonderful
(4 reviews)
Ocean Front 1BR Suite With Direct Beach Access
Ocean Front 1BR Suite With Direct Beach Access2.0 star property
Key West
10.0 out of 10, Exceptional, (3 reviews)
10/10
Exceptional
(3 reviews)
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
Duval Dream Loft by Brightwild Right on Duval
Duval Dream Loft by Brightwild Right on Duval2.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
The Grenada Suite Pool View Private Balcony
The Grenada Suite Pool View Private Balcony2.0 star property
Key West
9.0 out of 10, Wonderful, (2 reviews)
9.0/10
Wonderful
(2 reviews)
Capmar House by Brightwild Huge Home Pool
Capmar House by Brightwild Huge Home Pool2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
Waterlane House by Brightwild Pool Boat Dock
Waterlane House by Brightwild Pool Boat Dock2.0 star property
Raccoon Key
New Altair House by Brightwild Pool Pets
New Altair House by Brightwild Pool Pets2.0 star property
Raccoon Key
Mastway House by Brightwild Pool Dock
Mastway House by Brightwild Pool Dock2.0 star property
Raccoon Key
Seagate House by Brightwild Waterfront w Dock
Seagate House by Brightwild Waterfront w Dock2.0 star property
Raccoon Key
Brand New Build Larkshine House - Pool
Brand New Build Larkshine House - Pool2.0 star property
Raccoon Key
Brand New Catchlight House With Private Pool
Brand New Catchlight House With Private Pool3.0 star property
Raccoon Key
Holiday homes in Marathon
9.0 out of 10, Wonderful, (1,239 reviews)
9.0/10
Wonderful
(1,239 reviews)
8.6 out of 10, Excellent, (1,006 reviews)
8.6/10
Excellent
(1,006 reviews)
9.6 out of 10, Exceptional, (371 reviews)
9.6/10
Exceptional
(371 reviews)
9.6 out of 10, Exceptional, (237 reviews)
9.6/10
Exceptional
(237 reviews)
8.6 out of 10, Excellent, (1,294 reviews)
8.6/10
Excellent
(1,294 reviews)
8.8 out of 10, Excellent, (59 reviews)
8.8/10
Excellent
(59 reviews)
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort2.5 star property
Marathon
9.2 out of 10, Wonderful, (147 reviews)
9.2/10
Wonderful
(147 reviews)
8.6 out of 10, Excellent, (374 reviews)
8.6/10
Excellent
(374 reviews)
9.0 out of 10, Wonderful, (769 reviews)
9.0/10
Wonderful
(769 reviews)
Florida Keys Getaway w/ Stunning Ocean Views
Florida Keys Getaway w/ Stunning Ocean Views4.0 star property
Long Key
Holiday homes in Key Largo
8.8 out of 10, Excellent, (347 reviews)
8.8/10
Excellent
(347 reviews)
Premium Floating Bungalow by Stay Ombi
Premium Floating Bungalow by Stay Ombi3.5 star property
Key Largo
9.6 out of 10, Exceptional, (4 reviews)
9.6/10
Exceptional
(4 reviews)
8.6 out of 10, Excellent, (41 reviews)
8.6/10
Excellent
(41 reviews)
9.0 out of 10, Wonderful, (769 reviews)
9.0/10
Wonderful
(769 reviews)
9.0 out of 10, Wonderful, (179 reviews)
9.0/10
Wonderful
(179 reviews)
8.8 out of 10, Excellent, (70 reviews)
8.8/10
Excellent
(70 reviews)
Cozy Blue Door Duplex, Central in Cutler Bay
Cozy Blue Door Duplex, Central in Cutler Bay3.0 star property
Cutler Bay
Amazing & cozy Duplex near Zoo Miami
Amazing & cozy Duplex near Zoo Miami3.5 star property
South Miami Heights
9.8 out of 10, Exceptional, (10 reviews)
9.8/10
Exceptional
(10 reviews)
Experience Luna Sky! 65" TV Bar BBQ go FL Keys
Experience Luna Sky! 65" TV Bar BBQ go FL Keys2.5 star property
Naranja
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)
Good Vibes Oasis - Cozy Townhome With Parking
Good Vibes Oasis - Cozy Townhome With Parking3.0 star property
Cutler Bay
Hidden Garden, Miami Escape, Parking and Spacious
Hidden Garden, Miami Escape, Parking and Spacious3.5 star property
Cutler Bay
Good Vibes Sanctuary, Central Location South Miami
Good Vibes Sanctuary, Central Location South Miami3.5 star property
Cutler Bay
Holiday homes in Islamorada
9.0 out of 10, Wonderful, (769 reviews)
9.0/10
Wonderful
(769 reviews)
9.0 out of 10, Wonderful, (179 reviews)
9.0/10
Wonderful
(179 reviews)
8.8 out of 10, Excellent, (347 reviews)
8.8/10
Excellent
(347 reviews)
8.6 out of 10, Excellent, (1,294 reviews)
8.6/10
Excellent
(1,294 reviews)
8.6 out of 10, Excellent, (1,006 reviews)
8.6/10
Excellent
(1,006 reviews)
9.6 out of 10, Exceptional, (237 reviews)
9.6/10
Exceptional
(237 reviews)
9.6 out of 10, Exceptional, (371 reviews)
9.6/10
Exceptional
(371 reviews)
8.8 out of 10, Excellent, (59 reviews)
8.8/10
Excellent
(59 reviews)
Premium Floating Bungalow by Stay Ombi
Premium Floating Bungalow by Stay Ombi3.5 star property
Key Largo
9.6 out of 10, Exceptional, (4 reviews)
9.6/10
Exceptional
(4 reviews)
8.6 out of 10, Excellent, (41 reviews)
8.6/10
Excellent
(41 reviews)
Florida Keys Getaway w/ Stunning Ocean Views
Florida Keys Getaway w/ Stunning Ocean Views4.0 star property
Long Key
Top cities in Monroe County
Key West
Key West is loved for its boating and cycling, and entices visitors with its popular attractions, including Duval Street and Florida Keys Beaches.
Marathon
Marathon is loved for its jogging trails and fishing spots, and entices visitors with its popular attractions, including Sombrero Beach and Vaca Key.
Key Largo
Key Largo is loved for its boating and snorkelling spots, and entices visitors with its popular attractions, including Jimmy Johnson's Big Chill and Jacob's Aquatic Center.
Islamorada
Islamorada is known for its entertainment and opera houses, and entices visitors with its popular attractions, including Bud n' Mary's Dive Center and Robbie’s of Islamorada.
Tavernier
The romantic city of Tavernier is full of attractions, such as Harry Harris Park and Everglades National Park, and is loved for its beaches and restaurants.
Key Colony Beach
The city of Key Colony Beach is loved for its jogging trails, and has lots of great attractions, including Sunset Park Beach.
About the destination
What's Monroe County like?
If you're looking for a place to get away, look no further than Monroe County. Our map displays the areas and neighbourhoods around all Monroe County hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area.
What is there to see near Monroe County?:
- Duval Street (1.9 mi/3.1 km from the city centre)
- Florida Keys Beaches (14.1 mi/22.7 km from the city centre)
- Smathers Beach (0.8 mi/1.4 km from the city centre)
- Clarence S. Higgs Memorial Beach Park (1.3 mi/2.1 km from the city centre)
- Simonton Beach (1.7 mi/2.7 km from the city centre)
What is there to do near Monroe County?:
- Fort East Martello Museum and Gallery (1.3 mi/2.1 km from the city centre)
- Key West Tropical Forest and Botanical Garden (1.6 mi/2.7 km from the city centre)
- Key West Butterfly and Nature Conservatory (1.9 mi/3 km from the city centre)
- Ernest Hemingway Home and Museum (1.9 mi/3.1 km from the city centre)
- Key West Lighthouse and Keeper's Quarters Museum (2 mi/3.1 km from the city centre)
Other popular Monroe County attractions
- South Beach
- Southernmost Point
- Harry S. Truman Little White House
- Mallory Square
- Florida Keys Eco - Discovery Center