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Hurricane Monument, Islamorada, Florida, United States of America

Hurricane Monument vacation rentals

We found 1,895 vacation rentals — enter your dates for availability

Discover a selection of 2,000 vacation rentals near Hurricane Monument, Islamorada that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $143 per night, and houses and condos are popular options for a stay near Hurricane Monument. Either way, you'll find a rental for everyone's needs.
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Find spaces that suit your style

Houses

View 945 Houses

Condos/Apartments

View 560 Condos/Apartments

Villas

View 37 Villas

Townhouses

View 178 Townhouses

Cottages

View 26 Cottages

Studios

View 132 Studios

Caravans

View 62 Caravans

Bungalows

View 26 Bungalows

Resorts

View 87 Resorts

Cabins

View 26 Cabins

Hotels

View 202 Hotels

Boats

View 16 Boats

Find the best place to stay — Hurricane Monument

Executive Bay Club U2 | 3 bed / 3 bath + Loft Townhouse in Islamorada

Sleeps 8 · 3 Bedrooms · 3 Bathrooms
$227 avg/night

The Snook House ~ 4 Bed / 4 Bath Luxury Oceanfront Home in Islamorada!

4 Bedrooms · 4 Bathrooms
$1,050 avg/night

Islamorada Spectacular Vacation At Executive Bay Club

Sleeps 6 · 2 Bedrooms · 3 Bathrooms
$175 avg/night
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Keys Life Cottage | Islamorada Cottage with 30' Boat Slip & Pool Access!

Sleeps 6 · 2 Bedrooms · 1 Bathroom
$221 avg/night

BEACH BOOMER | Islamorada Oceanfront Home with Pool on Lower Matecumbe Key

Sleeps 8 · 3 Bedrooms · 3 Bathrooms
$296 avg/night

Stunning Ocean Harbour Corner Unit - Panoramic ocean views!

3 Bedrooms · 2 Bathrooms
$250 avg/night

Search 1,895 vacation rentals

Top rated rentals — Hurricane Monument
Stayed Jan 2023

Excellent property

We have rented several different places In Islamorada and this is by far the best. Every aspect of the house was as described. Everyone was quick to respond to questions and happy to help with our needs. I would definitely recommend this home to anyo...

John L.
John L.
Stayed Dec 2022

Great place, great location

After a rough start to our trip with flight delays and lost luggage things turned completely around once we got to the condo. Clean, great location and beautiful scenery. My only complaint was the pool was freezing until the day we left but the kids ...

Brandi L.
Brandi L.
Stayed Dec 2022

Perfect!!

Our family thoroughly enjoyed our stay. I saw a review that mentioned a few issues but when we arrived, the unit was clean and well lit. The master bed had a new mattress. And new lamps. The townhouse has a backyard which was great for us. The facili...

Nicole M.
Nicole M.

New York

Stayed Dec 2022

Wonderful week in the Keys

We thoroughly enjoyed our week staying at Steve and Kathys condo, Sunrise Haven. No detail was overlooked and they go the extra mile to make sure everything is perfect. The location is just perfect, as we visited Key West, but spent most of our time ...

Thomas M.
Thomas M.
Stayed Nov 2022

Amazing Stay

My husband and I came to this property on our baby moon and everything was perfect! The pictures are exactly the same and depict a very nice picture of what you are getting. The communication between the owners was quick when I had questions and they...

Hope E.
Hope E.
Stayed Nov 2022

Perfect Family Vacation!

We were hoping to find a quiet place to relax and take a break from our hectic schedules. This was the perfect place. Once you are here, you will never want to go inside...the grounds are absolutely stunning! The home is well stocked, lovingly cared ...

Emilie W.
Emilie W.
Stayed Oct 2022

Amazing spot!

I’ve rented a lot of houses in the keys and this one is now one of my favorites. Will definitely stay again. Very clean with comfortable beds and furniture. Kitchen is fully stocked with everything you need. Excellent patio area and grounds. Sean was...

Kevin K.
Kevin K.

Charlotte, NC

Stayed Sep 2022

Paradise to Tropical Storm

Condo was beautiful and had everything we needed. Loved entire property. Tracee was wonderful and very responsive. Hurricane Ian popped up during our stay. Thank goodness we only had tropical storm effects. Tracee checked in and was very accommodatin...

Kara L.
Kara L.
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How many vacation rentals are available around Hurricane Monument, Islamorada?

Our 2023 property listings offer a large selection of 1,895 vacation rentals around Hurricane Monument. From 945 house rentals to 560 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses near Hurricane Monument?

Yes, of course. Vrbo has 945 Houses near Hurricane Monument. Our other popular types of vacation rentals near Hurricane Monument include:

  • Condos/Apartments: 560 rentals available
  • Villas: 37 rentals available
  • Townhouses: 178 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cottages and more.

Can I find a vacation rental with pool near Hurricane Monument?

Yes, you can select your preferred vacation rental with pool among our 1,449 vacation rentals with pool available near Hurricane Monument. Please use our search bar to access the selection of vacation rentals available.