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

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  4.  Florida
  5.  Islamorada
  6.  Hurricane Monument

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121 Best Family Vacation Rentals in Hurricane Monument (Starting from $234)

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
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 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
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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
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
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
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
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
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
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
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
Waterfront, boat dock, private oasis in the heart of Islamorada! Pool & Sunsets!
Waterfront, boat dock, private oasis in the heart of Islamorada! Pool & Sunsets!
House
Islamorada, FL, 33036, United States
0.9k from Hurricane Monument center

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

4 Bedrooms7 Guests
10.0

Exceptional

5 reviews

$1566
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
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Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock
Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock
Condo
Islamorada, FL, 33036, United States
1.1k from Hurricane Monument center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
10.0

Exceptional

74 reviews

$662
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
Islamorada Penthouse with Private Beach & Pool!
Islamorada Penthouse with Private Beach & Pool!
Condo
Islamorada, FL, 33036, United States
1.1k from Hurricane Monument center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Extra Bed, Free Parking, Heater

3 Bedrooms8 Guests
10.0

Exceptional

21 reviews

$1212
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
Isla Kiwi: Waterfront Boutique Resort, FREE Boat Dockage Sept-Oct Only
Isla Kiwi: Waterfront Boutique Resort, FREE Boat Dockage Sept-Oct Only
Villa
Islamorada, FL, 33036, United States
1.2k from Hurricane Monument center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$652
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 Key Acaí: Waterfront Boutique Resort, FREE Boat Dockage Sep-Oct Only!
Isla Key Acaí: Waterfront Boutique Resort, FREE Boat Dockage Sep-Oct Only!
Villa
Islamorada, FL, 33036, United States
1.3k from Hurricane Monument center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

7 reviews

$673
Average price / night
Check Availability
Islamorada Happy Tarpon House: Heated Pool - Deep Water  Boat Dock- Family Fun!
Islamorada Happy Tarpon House: Heated Pool - Deep Water Boat Dock- Family Fun!
House
Islamorada, FL, 33036, United States
1.3k from Hurricane Monument center

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

3 Bedrooms6 Guests
10.0

Exceptional

62 reviews

$873
Average price / night
Check Availability
Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.
Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.
House
Islamorada, FL, 33036, United States
1.4k from Hurricane Monument center

AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

5 Bedrooms10 Guests
10.0

Exceptional

72 reviews

$1453
Average price / night
Check Availability
Isla Honeydew: 3 En-Suite Bedrooms, Pool, Dock
Isla Honeydew: 3 En-Suite Bedrooms, Pool, Dock
Villa
Islamorada, FL, 33036, United States
1.5k from Hurricane Monument center

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

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$615
Average price / night
Check Availability
Bayview Villa- Pet-Friendly Waterfront Paradise. A fisherman's dream!
Bayview Villa- Pet-Friendly Waterfront Paradise. A fisherman's dream!
House
Islamorada, FL, 33036, United States
1.7k from Hurricane Monument center

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

3 Bedrooms6 Guests
10.0

Exceptional

25 reviews

$504
Average price / night
Check Availability
Villa located on the water\nFree marina, and trailer parking.
Villa located on the water\nFree marina, and trailer parking.
House
Islamorada, FL, 33036, United States
1.7k from Hurricane Monument center

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

1 Bedroom4 Guests
9.8

Exceptional

60 reviews

$403
Average price / night
Check Availability
Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.
Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.
Villa
Islamorada, FL, 33036, United States
1.7k from Hurricane Monument center

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

2 Bedrooms4 Guests
9.8

Exceptional

40 reviews

$358
Average price / night
Check Availability
Isla Lychee: Boutique Resort, FREE Boat Dockage Sep-Oct Only!
Isla Lychee: Boutique Resort, FREE Boat Dockage Sep-Oct Only!
Villa
Islamorada, FL, 33036, United States
1.8k from Hurricane Monument center

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

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$638
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 Family Vacation Rentals in Hurricane Monument.

Where to stay in Hurricane Monument? Best neighborhoods & areas

Hurricane Monument Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 121 verified family-friendly vacation rentals in Hurricane Monument. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Hurricane Monument vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $234 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Hurricane Monument offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Hurricane Monument are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Hurricane Monument often include amenities such as Child Friendly, Wellness Facilities, and View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.