Search Holiday Rentals in Monroe County

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Monroe County Accommodation: Most Popular Cities to Stay

Holiday RentalsHoliday Rentals

Key West

Key West

Top Holiday Rentals in Monroe County

2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (266)
"I love this place!!!"
United States
Greg
Old Wooden Bridge Resort and Marina
42-inch Smart TV with digital channels, Netflix, Hulu
Yacht Haven Marina
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (220)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
Yacht Haven Marina
25-inch flat-screen TV with digital channels, TV
Treasure Harbor
Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (109)
"Unique House boat experience, friendly staff. "
United States
Luis
Treasure Harbor
Exterior
Breezy Palms Resort
Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (553)
"Spacious rooms and location was great for what we needed. "
United States
Daniel
The price is ฿2,238
฿3,678 total
includes taxes & fees
11 Nov - 12 Nov
Breezy Palms Resort
Marina
Skipjack Resort & Marina
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1207)
"Great stay"
United States
sharon
Skipjack Resort & Marina
Deluxe Bungalow | Terrace/patio
Cabins at Bonefish Bay
Cabins at Bonefish Bay
3.0 star property
9.6 out of 10, Exceptional, (73)
"I love this place definitely I will go back there soon, rooms clean staff friendly, ocean view amazing the Floating Aqua Lodge was more than amazing. Thank you for making my vacation so special "
United States
Beatrice
Cabins at Bonefish Bay
Restaurant
Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (165)
"The stay was beautiful "
United States
Jennifer
The price is ฿4,335
฿10,297 total
includes taxes & fees
10 Nov - 11 Nov
Aqua Lodges at Hurricane Hole Marina
Exterior
Tropical Cottages
Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (892)
"The hostess was so sweet and the bar and taco bar was amazing. They even had live music not loud on a Tuesday evening."
United States
John
The price is ฿3,071
฿3,455 total
includes taxes & fees
16 Nov - 17 Nov
Tropical Cottages
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers
The Islands of Islamorada
The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (68)
"Beautiful property!"
United States
Betty
The price is ฿22,631
฿27,242 total
includes taxes & fees
4 Nov - 5 Nov
The Islands of Islamorada
Exterior
Hyatt Vacation Club at Sunset Harbor, Key West
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very good, (314)
"Good location "
United States
Paula
The price is ฿8,217
฿10,335 total
includes taxes & fees
18 Nov - 19 Nov
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool, pool umbrellas, pool loungers
The Hammocks at Marathon
The Hammocks at Marathon
2.5 star property
9.0 out of 10, Wonderful, (108)
"Was a wonderful stay! The pool is very nice, and very clean room "
United States
Becky
The Hammocks at Marathon
Premium bedding, soundproofing, iron/ironing board, free WiFi
Knight's Key Suites
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1154)
"Room were clean and staff was very helpful "
United States
Leonard
The price is ฿2,949
฿4,012 total
includes taxes & fees
4 Nov - 5 Nov
Knight's Key Suites
Boating
Key Largo Cottages
Key Largo Cottages
2.5 star property
9.6 out of 10, Exceptional, (25)
"Tropical paradise the way it's supposed to be! The staff are super friendly and helpful. They make you feel at home."
United States
Pamela P
Key Largo Cottages
Meeting facility
Coconut Mallory Resort And Marina By Kees Vacations
Coconut Mallory Resort And Marina By Kees Vacations
3.0 star property
8.2 out of 10, Very good, (820)
"Overall a good place to stay and value for money "
United States
Vijay Bhasker
Coconut Mallory Resort And Marina By Kees Vacations
Apartment | 1 bedroom
Island View 1BR Residence With Balcony
Island View 1BR Residence With Balcony
2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
United States
Tonya
The price is ฿11,090
฿15,226 total
includes taxes & fees
3 Dec - 4 Dec
Island View 1BR Residence With Balcony
Fishing
Kings Kamp
Kings Kamp
2.5 star property
8.8 out of 10, Excellent, (23)
"Listing did not give the full picture. The room was in a small apartment in the middle of a large and busy RV park."
United Kingdom
Rosemary
Kings Kamp
Exterior
Anchorage Resort & Yacht Club
Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, (297)
"It’s a good place to stay with family"
United States
Cody
The price is ฿6,304
฿7,093 total
includes taxes & fees
30 Nov - 1 Dec
Anchorage Resort & Yacht Club
Apartment | 2 bedrooms, Internet
The Grenada Suite Pool View Private Balcony
The Grenada Suite Pool View Private Balcony
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is ฿9,160
฿19,143 total
includes taxes & fees
18 Nov - 19 Nov
The Grenada Suite Pool View Private Balcony
Apartment | 1 bedroom
Ocean Front 1BR Suite With Direct Beach Access
Ocean Front 1BR Suite With Direct Beach Access
2.0 star property
10.0 out of 10, Exceptional, (2)
"Clean and spacious. Great view from room!"
United States
Jacqueline
The price is ฿17,260
฿22,167 total
includes taxes & fees
11 Nov - 12 Nov
Ocean Front 1BR Suite With Direct Beach Access
Apartment | 1 bedroom
Resort View 1BR Suite
Resort View 1BR Suite
2.0 star property
9.0 out of 10, Wonderful, (4)
"Open sewage behind pool bar rude front desk grumpy bartender Nice condo good restaurant "
United States
Michael
The price is ฿12,036
฿16,290 total
includes taxes & fees
11 Nov - 12 Nov
Resort View 1BR Suite
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monroe County Hotel Reviews

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Room was beautiful and clean. All the amenities you could need. Staff was great and super friendly. Will be back!"
Christian 1-night trip
Posted 2 days ago
La Concha Key West, Autograph Collection

Find out more about Monroe County

Vacation Apartments in Monroe County

Search for Vacation rentals in Monroe County on Expedia.! You can easily find your home rentals, villas, Vacation apartments in Monroe County using one of the methods below:

  • View our selection of featured Vacation rentals in Monroe County
  • Use the map to find apartments and other Vacation homes in the Monroe County neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Monroe County while they last

Look no further and take a look at our great range of rental properties in Monroe County!

Explore a world of travel with Expedia