Monroe County Holiday Rentals

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Top Cities in Monroe County

Our top choices for Monroe County holiday rentals

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (335 reviews)
"It was nice! Difficulty getting in but they weee fast to answer and solve problem. Very nice place will be back !"
United States
Maggie
The price is AU$367
includes taxes & fees
14 June - 15 June
Anchorage Resort & Yacht Club

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (978 reviews)
"It was a very enjoyable stay, highly recommend."
United States
Andrea
The price is AU$156
includes taxes & fees
10 June - 11 June
Tropical Cottages

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,199 reviews)
"Good value for money. Would definitely stay again "
Canada
Raghavan
The price is AU$175
includes taxes & fees
15 June - 16 June
Knight's Key Suites

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,268 reviews)
"I love the staff, really helping me when we need The place is excellent location, the bungalow was in pristine condition, and the area outside was wonderful"
United States
Ysabel
The price is AU$312
includes taxes & fees
10 June - 11 June
Skipjack Resort & Marina

Kings Kamp

Kings Kamp
2.5 star property
Key Largo
8.6 out of 10, Excellent, (40 reviews)
"It was very nice!!"
United States
Michelle
The price is AU$270
includes taxes & fees
10 June - 11 June
Kings Kamp

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (320 reviews)
"We love the accommodations and ability to cook with a full kitchen."
United States
Cheryl
The price is AU$408
includes taxes & fees
23 June - 24 June
Yacht Haven Marina

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.0 out of 10, Wonderful, (138 reviews)
"This was the perfect place, right on the ocean and a full kitchen so you can cook your own meals. The room was very clean, I loved that they had a laundry basket and laundry detergent in the room for you, came in handy seeing as we stayed for 7 days. Amazing place to watch the sunset from a hammock and we got lucky enough to see some nurse sharks at the docks right outside of our hotel."
United States
Andrew Jackson
The price is AU$346
includes taxes & fees
6 July - 7 July
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (692 reviews)
"Cute lil resort with pool, beach, boat docks and boat rentals. Great location"
United States
Jill
The price is AU$207
includes taxes & fees
10 June - 11 June
Breezy Palms Resort

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (157 reviews)
"Amazing stay!"
United States
Amanda
The price is AU$403
includes taxes & fees
15 June - 16 June
Treasure Harbor

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (76 reviews)
"What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic."
United States
Michael
The price is AU$1,098
includes taxes & fees
6 July - 7 July
The Islands of Islamorada

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (225 reviews)
"Cleanness relaxing location, nice views, good air conditioning"
United States
Hakan
The price is AU$505
includes taxes & fees
28 June - 29 June
Aqua Lodge Rentals At Coconut Cay

Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (170 reviews)
"Very nice small resort."
United States
Dan
The price is AU$453
includes taxes & fees
15 June - 16 June
Island Bay Resort

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (344 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is AU$390
includes taxes & fees
14 June - 15 June
Old Wooden Bridge Resort and Marina

Premium Floating Bungalow by Stay Ombi

Premium Floating Bungalow by Stay Ombi
3.5 star property
Key Largo
10.0 out of 10, Exceptional, (2 reviews)
The price is AU$1,479
includes taxes & fees
14 June - 15 June
Premium Floating Bungalow by Stay Ombi

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is AU$847
includes taxes & fees
17 June - 18 June
Grand Marina Suite by Brightwild Waterfront

Lighthouse Suites Collection

Lighthouse Suites Collection
4.0 star property
Old Town Key West
The price is AU$1,630
includes taxes & fees
12 June - 13 June
Lighthouse Suites Collection

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is AU$1,600
includes taxes & fees
14 June - 15 June
Atlantic View Luxury Villa with Pool

Florida Keys Getaway w/ Stunning Ocean Views

Florida Keys Getaway w/ Stunning Ocean Views
4.0 star property
Long Key
The price is AU$1,484
includes taxes & fees
28 June - 29 June
Florida Keys Getaway w/ Stunning Ocean Views

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (187 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is AU$366
includes taxes & fees
10 June - 11 June
Aqua Lodges at Hurricane Hole Marina

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (1 review)
"Pool and outside was undesirable"
United States
Rosalie
The price is AU$2,073
includes taxes & fees
29 June - 30 June
Contra House Key West
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

Find out more about Monroe County

Everything you need to know about Monroe County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Monroe County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monroe County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Monroe County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monroe County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monroe County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Monroe County holiday rentals we have chosen for you start as low as AU$156 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Monroe County rentals

At Expedia, we put the best Monroe County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Monroe County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monroe County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monroe County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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