Vacation Rentals in Hurricane Monument, FL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals
  3.  USA

  4.  Florida
  5.  Islamorada
  6.  Hurricane Monument

Refine your search

Price per night

Amenity Filter

Rating

418 Best Vacation Rentals in Hurricane Monument (Starting from $227)

Martin Family Fish Camp
Martin Family Fish Camp
House
Islamorada, FL, USA
1.2k from Hurricane Monument center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay, Family

4 Bedrooms12 Guests
New to Booking
$824
Average price / night
Check Availability
Beautiful Home located in Downtown Islamorada
Beautiful Home located in Downtown Islamorada
House
Islamorada, FL, 33036, United States
0.3k from Hurricane Monument center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
New to Booking
$248
Average price / night
Check Availability
Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location
Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location
House
Islamorada, FL, USA
1.6k from Hurricane Monument center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$841
Average price / night
Check Availability
Deactivated due to Bad Review and Low Productivity compared to other listings.
Deactivated due to Bad Review and Low Productivity compared to other listings.
Villa
Islamorada, FL, 33036, United States
0.3k from Hurricane Monument center

AC, Barbecue, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms12 Guests
New to Booking
$1224
Average price / night
Check Availability
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location
Villa
Islamorada, FL, USA
1.6k from Hurricane Monument center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

3 Bedrooms6 Guests
New to Booking
$802
Average price / night
Check Availability
Turtle House Islamorada - 3 Bed/3 Bath Pool Home, Private Beach, Best Location
Turtle House Islamorada - 3 Bed/3 Bath Pool Home, Private Beach, Best Location
House
Islamorada, FL, 33036, United States
0.3k from Hurricane Monument center

AC, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, Patio, Washer

3 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$423
Average price / night
Check Availability
Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location
Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location
Villa
Islamorada, FL, USA
1.6k from Hurricane Monument center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$737
Average price / night
Check Availability
One Ten Palms ~ Charming Islamorada Beachfront Home with Heated Pool
One Ten Palms ~ Charming Islamorada Beachfront Home with Heated Pool
House
Islamorada, FL, 33036, United States
0.4k from Hurricane Monument center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms10 Guests
New to Booking
$1482
Average price / night
Check Availability
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Villa
Islamorada, FL, USA
1.6k from Hurricane Monument center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$627
Average price / night
Check Availability
Beautiful bayfront house, private pool and dock, right in Downtown Islamorada
Beautiful bayfront house, private pool and dock, right in Downtown Islamorada
House
Islamorada, FL, 33036, United States
0.4k from Hurricane Monument center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
9.8

Exceptional

12 reviews

$1430
Average price / night
Check Availability
Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location
Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location
Villa
Islamorada, FL, USA
1.6k from Hurricane Monument center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$617
Average price / night
Check Availability
Experience luxury in this 5-bedroom oceanfront home in Islamorada, perfect for 12 guests.
Experience luxury in this 5-bedroom oceanfront home in Islamorada, perfect for 12 guests.
House
Islamorada, FL, 33036, United States
0.5k from Hurricane Monument center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

5 Bedrooms12 Guests
10.0

Exceptional

7 reviews

$2531
Average price / night
Check Availability
Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views!
Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views!
House
Islamorada, FL, USA
1.6k from Hurricane Monument center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$966
Average price / night
Check Availability
Amazing new 2-bedroom, 2-bathroom apartment in the heart of Islamorada!
Amazing new 2-bedroom, 2-bathroom apartment in the heart of Islamorada!
Apartment
Islamorada, FL, 33036, United States
0.6k from Hurricane Monument center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$227
Average price / night
Check Availability
Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
House
Islamorada, FL, USA
1.6k from Hurricane Monument center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$1186
Average price / night
Check Availability
4-Bedroom Oceanfront Home in the Heart of Islamorada
4-Bedroom Oceanfront Home in the Heart of Islamorada
House
Islamorada, FL, 33036, United States
0.8k from Hurricane Monument center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$1041
Average price / night
Check Availability
Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Villa
Islamorada, FL, USA
1.6k from Hurricane Monument center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$1281
Average price / night
Check Availability
Coastal Retreat ~ Brand New 4-Bedroom Home in the Heart of Islamorada
Coastal Retreat ~ Brand New 4-Bedroom Home in the Heart of Islamorada
House
Islamorada, FL, 33036, United States
0.8k from Hurricane Monument center

AC, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, Patio, Washer

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1060
Average price / night
Check Availability
Hidden Gem Duplex in Heart of Islamorada Sleeps 8
Hidden Gem Duplex in Heart of Islamorada Sleeps 8
House
Islamorada, FL, USA
1.7k from Hurricane Monument center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$828
Average price / night
Check Availability
Isla Mamey: Boutique Resort, FREE Boat Dockage Sept-Oct Only!
Isla Mamey: Boutique Resort, FREE Boat Dockage Sept-Oct Only!
Villa
Islamorada, FL, 33036, United States
0.8k from Hurricane Monument center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.8

Exceptional

7 reviews

$654
Average price / night
Check Availability
Isla Key Lime: Boutique Resort, FREE Boat Dockage Sept-Oct Only!
Isla Key Lime: Boutique Resort, FREE Boat Dockage Sept-Oct Only!
Villa
Islamorada, FL, 33036, United States
0.8k from Hurricane Monument center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$683
Average price / night
Check Availability
Just relisted! Discounts on longer stays ~ Heart of Islamorada ~ Boat Dockage
Just relisted! Discounts on longer stays ~ Heart of Islamorada ~ Boat Dockage
House
Islamorada, FL, 33036, United States
0.8k from Hurricane Monument center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Fitness Equipment, Free Parking, Heater

4 Bedrooms8 Guests
10.0

Exceptional

50 reviews

$1040
Average price / night
Check Availability
New Islamorada Home w/Dock, 2 Pools, Kayaks & EV Charger
New Islamorada Home w/Dock, 2 Pools, Kayaks & EV Charger
House
Islamorada, FL, 33036, United States
0.8k from Hurricane Monument center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

33 reviews

$995
Average price / night
Check Availability
Islamorada Florida Bay Villa  Plunge Pool, Boat Dock, Amazing Sunset Views
Islamorada Florida Bay Villa Plunge Pool, Boat Dock, Amazing Sunset Views
Villa
Islamorada, FL, 33036, United States
0.8k from Hurricane Monument center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.4

Superb

3 reviews

$1074
Average price / night
Check Availability
Cozy Oceanfront Studio in the Heart of Islamorada.
Cozy Oceanfront Studio in the Heart of Islamorada.
Apartment
Islamorada, FL, 33036, United States
0.9k from Hurricane Monument center

AC, Balcony, Barbecue, Dryer, Hot Tub, Internet, Laundry, Microwave, No Smoking

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$234
Average price / night
Check Availability
Seaside Sanctuary in the Heart of Islamorada
Seaside Sanctuary in the Heart of Islamorada
House
Islamorada, FL, 33036, United States
0.9k from Hurricane Monument center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$1163
Average price / night
Check Availability
Book Now! Discounted Pricing Last Minute Availability
Book Now! Discounted Pricing Last Minute Availability
House
Islamorada, FL, 33036, United States
0.9k from Hurricane Monument center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1156
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Hurricane Monument.

Where to stay in Hurricane Monument? Best neighborhoods & areas

Hurricane Monument Vacation Rentals on the Map

Frequently Asked Questions

You can explore 418 verified vacation rentals in Hurricane Monument. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Hurricane Monument vary depending on the season, property size, and location. Rates typically start from around $227 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Hurricane Monument include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Hurricane Monument welcome pets. Currently, 29 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Hurricane Monument often include amenities such as Wellness Facilities, View, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.