Vacation Rentals in Islamorada Florida

BOOK DIRECT

Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.

ISLAMORADA

BOOK DIRECT

Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.

ISLAMORADA AREA DESTINATIONS

Map of Islamorada

The Vacation Rental Properties listed below are professionally managed by Vacation Rental Management Companies who know the Islamorada area.

Vacation Rental Management Companies provide local hospitality, professional rental services, and the very best in rates and availability while managing vacation rentals that are safe for you and your family. They will assist you in finding the perfect rental property for your vacation.


Islamorada Florida Vacation Rentals

Gulfview
$13,000/month
Home in Islamorada Florida
3 Beds • 2 Full Baths • Sleeps 6
Island Villa

Florida Keys luxury wedding venue and accommodations
$25,000/week
Estate in Islamorada Florida
5 Beds • 4 Full Baths • Sleeps 10
Island Villa

Neighborhood Private Beach
$6,200/month
Home in Islamorada Florida
3 Beds • 2 Full Baths • Sleeps 6
Keys Holiday Rentals

Fantasy Point Villa
$25,000/month
Home in Islamorada Florida
4 Beds • 4 Full Baths • Sleeps 1
Island Villa

Endless Views of the Water
$450/night
Apartment in Islamorada Florida
2 Beds • 2 Full Baths • Sleeps 6
Keys Holiday Rentals

Southern Comfort Islamorada
$18,000/month
Home in Islamorada Florida
3 Beds • 3 Full Baths • Sleeps 1
Island Villa

Frontview
Home in Islamorada Florida
3 Beds • 2 Full Baths • Sleeps 5
Florida Keys Vacation Rentals

Home at Sunset
Home in Islamorada Florida
4 Beds • 4 Full Baths • Sleeps 10
Florida Keys Vacation Rentals

Turtle Nest Estate
$1,429/night
Islamorada Florida
4 Beds • 5 Full Baths • Sleeps 12
Florida Keys Luxury Rentals

View from the Water
Islamorada Florida
4 Beds • 3 Full Baths • Sleeps 8
Keys Holiday Rentals

Views from Balcony
$4,650/month
Condo in Islamorada Florida
2 Beds • 2 Full Baths • Sleeps 4
Keys Holiday Rentals

Green Turtle Beach
$11,500/week
Villa in Islamorada Florida
5 Beds • 5 Full Baths • Sleeps 10
Island Villa

Gorgeous Bay Views
$4,500/week
Cottage in Islamorada Florida
4 Beds • 3 Full Baths • Sleeps 8
Keys Holiday Rentals

Seagrape Cottage
$7,500/month
Villa in Islamorada Florida
2 Beds • 2 Full Baths • Sleeps 1
Island Villa

View from balcony
$4,500/month
Condo in Islamorada Florida
2 Beds • 2 Full Baths • Sleeps 4
Keys Holiday Rentals

Palms Aerial
$93/night
Condo in Islamorada Florida
2 Beds • 2 Full Baths • Sleeps 6
Keys Holiday Rentals

Beacon Reef from Dock
$3,700/month
Condo in Islamorada Florida
2 Beds • 2 Full Baths • Sleeps 4
Keys Holiday Rentals

Views from Balcony
$3,200/month
Condo in Islamorada Florida
2 Beds • 2 Full Baths • Sleeps 5
Keys Holiday Rentals

Holly's Hideout
$12,500/month
Villa in Islamorada Florida
4 Beds • 3 Full Baths • Sleeps 1
Island Villa

$2,143/night
Islamorada Florida
5 Beds • 4 Full Baths • Sleeps 12
Florida Keys Luxury Rentals

Beacon Reef Aerial View
$4,000/month
Condo in Islamorada Florida
2 Beds • 2 Full Baths • Sleeps 4
Keys Holiday Rentals

Balcony View
$2,400/month
Condo in Islamorada Florida
2 Beds • 2 Full Baths • Sleeps 4
Keys Holiday Rentals

Venetian Shores
Home in Islamorada Florida
4 Beds • 3 Full Baths • Sleeps 11
Florida Keys Vacation Rentals

Seaside Breezes
$18,000/month
Home in Islamorada Florida
3 Beds • 2 Full Baths • Sleeps 6
Island Villa

TRENDING IN ISLAMORADA

Islamorada Sailfish Tournament

Islamorada Sailfish Tournament
by Anthony Vaarwerk

Annual Bay Jam

Annual Bay Jam
by Anthony Vaarwerk


IDEA DRIVEN VACATIONS

Where to stay around Islamorada Florida

Our February 2023 property listings offer a selection of 62 vacation rentals near Islamorada. Find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Islamorada for a holiday or a weekend are on Find Rentals.


Where are the best places to stay in Islamorada?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Islamorada:

  • Florida Gulf Coast: 2,861 vacation rentals
  • Florida Emerald Coast & Destin Area: 2,696 vacation rentals
  • Florida Keys: 554 vacation rentals

For nearby neighborhoods, please use our search to access the selection of vacation rentals available in and around Islamorada.


What are some fun things to do in Islamorada?

Find Rentals offers a selection of vacation rentals near parks and other areas of interest in Islamorada. Some of the most popular places to visit while you're traveling in Islamorada while on vacation are Southwinds Park, Pier 21 do Fefe, Library Beach Park and a few more.

There are many other points of interest around Islamorada listed on Find Rentals where you can find a great place to stay. Try out the search to find a large selection of vacation rentals available near the city or region you're traveling to.


Which vacation rental managers have properties for rent in Islamorada Florida?

  • Florida Keys Vacation Rentals: 292 vacation rental properties
  • Keys Holiday Rentals: 39 vacation rental properties
  • Island Villa: 18 vacation rental properties
  • Florida Keys Luxury Rentals: 4 vacation rental properties

Can I rent homes in Islamorada?

Yes. Find Rentals has 27 homes available for rent in Islamorada. Our other popular types of vacation rentals in Islamorada include:

  • Condos : 16 rentals available
  • Villas : 6 rentals available
  • Others : 4 rentals available

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


Can I rent fishing rentals in Islamorada?

Absolutely, Find Rentals has 35 fishing rentals in Islamorada. You have also many other possibilities in Islamorada area, including:

Please use our search bar to access the selection of vacation rentals.


How can I find a vacation rental manager in Islamorada?

Find Rentals is the premiere guide for Vacation Rental Managers. We work with management companies from all over the world to provide you with the most robust selection of professionally managed rentals. Use the search to access the selection of management companies and rentals available.



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