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Holiday rentals in Islamorada, FL

Find deals on 598 holiday rentals in Islamorada, FL

Islamorada, FL, United States
7 May — 8 May2

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Top rentals in Islamorada

Find the perfect holiday rental for your stay in Islamorada
Price
$242
$7,585
Review Score
0+
6+
7+
8+
9+

Hostels and cheap hotels in Islamorada

These hotels and hostels usually make for a cheap way to stay in Islamorada
An adorable, decorated studio apartment Photo

An adorable, decorated studio apartment

Plantation Key, FL, United States

8.0
Immaculate One Bedroom Condo With Ocean Views Photo

Immaculate One Bedroom Condo With Ocean Views

Islamorada, FL, United States

9.5

Islamorada get-away.

Islamorada, FL, United States

7.6

Huge Discount For December Half Off!!. Book Now!

Islamorada, FL, United States

9.5

End Unit Townhouse-Islamorada

Islamorada, FL, United States

Beautiful Islamorada Keys Home Photo

Beautiful Islamorada Keys Home

Islamorada, FL, United States

Get the best value holiday rental in Islamorada

These Islamorada holiday rentals have the best prices for their ratings
Immaculate One Bedroom Condo With Ocean Views Photo

Immaculate One Bedroom Condo With Ocean Views

Islamorada, FL, United States

9.5
Islamorada Paradise Overlooking the Fabulous Florida Bay. Photo

Islamorada Paradise Overlooking the Fabulous Florida Bay.

Islamorada, FL, United States

9.7
Indian Mound Photo

Indian Mound

Islamorada, FL, United States

10.0
Bayside Condo with Marina, Boat Slips, Pool, Beach and awesome Sunsets Photo

Bayside Condo with Marina, Boat Slips, Pool, Beach and awesome Sunsets

Islamorada, FL, United States

9.6
Spectacular Top Floor Oceanfront View Condo Photo

Spectacular Top Floor Oceanfront View Condo

Islamorada, FL, United States

9.8
Executive Bay Islamorada By Sofla Vacations Photo

Executive Bay Islamorada By Sofla Vacations

Islamorada, FL, United States

7.7

momondo's favourite holiday rentals in Islamorada

Learn more about these user-preferred holiday rentals in Islamorada
Hidden Gem Islamorada | 1st Floor Photo

Hidden Gem Islamorada | 1st Floor

Islamorada, FL, United States

10.0
$723

Modern Oceanview Paradise at Islamorada

Islamorada, FL, United States

10.0
$3,924
Anglers Reef Paradise Photo

Anglers Reef Paradise

Islamorada, FL, United States

9.7
$879
Cozy Cottage in the Heart of Islamorada Photo

Cozy Cottage in the Heart of Islamorada

Islamorada, FL, United States

$931
Beachfront Villa At Islamorada By The Gl Photo

Beachfront Villa At Islamorada By The Gl

Islamorada, FL, United States

9.5
$6,377
Paradise in Plantation Key/Deep Water Canal House/Boat Dock/MM 89 Photo

Paradise in Plantation Key/Deep Water Canal House/Boat Dock/MM 89

Islamorada, FL, United States

9.2
$401
Luxury, Elegant, Water Front Home, Heated Pool, Plantation Key, Islamorada Photo

Luxury, Elegant, Water Front Home, Heated Pool, Plantation Key, Islamorada

Islamorada, FL, United States

9.6
$951
Spectacular Top Floor Oceanfront View Condo Photo

Spectacular Top Floor Oceanfront View Condo

Islamorada, FL, United States

9.8
$331
Beautifully Renovated 2 Bedroom Condo Photo

Beautifully Renovated 2 Bedroom Condo

Islamorada, FL, United States

9.3
$453
Your Private Oceanfront Estate Awaits! Dive Into The Infinity Pool & 150' Beach Photo

Your Private Oceanfront Estate Awaits! Dive Into The Infinity Pool & 150' Beach

Islamorada, FL, United States

9.9
$3,544
Executive Bay Club U2 ~ 3 bed / 3 bath + Loft Townhouse in Islamorada Photo

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

Islamorada, FL, United States

$370
Spectacular Sunsets And Fresh Ocean Breeze Await You In Islamorada, Florida! Photo

Spectacular Sunsets And Fresh Ocean Breeze Await You In Islamorada, Florida!

Islamorada, FL, United States

9.4
$364

Spring & summer dates available licensed rental vr #24-0235 NO BOATS

Islamorada, FL, United States

9.9
$384
Tranquil One Bedroom Cottage with Pool and Boat Basin Photo

Tranquil One Bedroom Cottage with Pool and Boat Basin

Islamorada, FL, United States

9.7
$778

3 Bedroom 3 Bathroom Island Town Home (Entire Home)

Long Key, FL, United States

8.3
$1,635
Castaway Island Vacation Bungalow Photo

Castaway Island Vacation Bungalow

Islamorada, FL, United States

9.9
$1,001

Bay front 6BDr Private Beach Pickle-ball Ct Game room Sunset Views

Islamorada, FL, United States

$7,572

A Good Stay ~ Islamorada Waterfront Residence

Islamorada, FL, United States

$932

Welcome to the Pelican Lodge !

Tavernier, FL, United States

9.3
$593
Beautiful Efficiency Apartment - Bayfront, Islamorada Apt 232 Photo

Beautiful Efficiency Apartment - Bayfront, Islamorada Apt 232

Islamorada, FL, United States

10.0
$242

Useful insights on Islamorada holiday rentals

Get a quick overview on price and accommodation trends for your visit in Islamorada

Lowest Holiday Rental Price

$242
The cheapest price for a room in Islamorada found in the last 7 days is $242/night. This rate is available with Fiesta Key Rv Resort Standard Room 8.

When to book a holiday rental in Islamorada

Check out the information below to find the best deal on a holiday rental in Islamorada
Cheapest day of weekSaturdayis the cheapest day of the week to book
Highest day of weekWednesdayis the most expensive day of the week to book
$522
$5,550

Information about staying in Islamorada

Read these important travel tips before booking a vacation rental in Islamorada

When is the best time to book a holiday rental in Islamorada?

Holiday apartments in Islamorada are often cheapest in October - rental prices can be around 81% lower than the average during this period.

How many operators does momondo search for hotels in Islamorada?

As of April 2025, there are 642 operators available to choose from for hotels in Islamorada.

When did momondo last update prices for hotels in Islamorada?

Prices for hotels in Islamorada are refreshed on a daily basis.

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