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Vacation rentals in Islamorada, FL

Find deals on 598 vacation rentals in Islamorada, FL

Islamorada, FL, United States
7 May — 8 May2

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Top rentals in Islamorada

Find the perfect vacation rental for your stay in Islamorada
Price
C$ 214
C$ 6,714
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
C$ 162
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Immaculate One Bedroom Condo With Ocean Views Photo

Immaculate One Bedroom Condo With Ocean Views

Islamorada, FL, United States

9.5
C$ 192
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Islamorada get-away.

Islamorada, FL, United States

7.6
C$ 170
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Huge Discount For December Half Off!!. Book Now!

Islamorada, FL, United States

9.5
C$ 203
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End Unit Townhouse-Islamorada

Islamorada, FL, United States

C$ 184
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Beautiful Islamorada Keys Home Photo

Beautiful Islamorada Keys Home

Islamorada, FL, United States

C$ 206
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Get the best value vacation rental in Islamorada

These Islamorada vacation 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
C$ 192
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Spectacular Top Floor Oceanfront View Condo Photo

Spectacular Top Floor Oceanfront View Condo

Islamorada, FL, United States

9.8
C$ 293
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Caloosa Cove Resort Photo

Caloosa Cove Resort

73801 Overseas Highway, Islamorada, FL, United States

9.1
C$ 434
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Islamorada Paradise Overlooking the Fabulous Florida Bay. Photo

Islamorada Paradise Overlooking the Fabulous Florida Bay.

Islamorada, FL, United States

9.7
C$ 362
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Indian Mound Photo

Indian Mound

Islamorada, FL, United States

10.0
C$ 294
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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
C$ 417
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momondo's favourite vacation rentals in Islamorada

Learn more about these user-preferred vacation rentals in Islamorada
2BR/2.5BA Angler's Reef Conch Villa 103 With Private Beach and Pool Access Photo

2BR/2.5BA Angler's Reef Conch Villa 103 With Private Beach and Pool Access

Islamorada, FL, United States

C$ 591
Hidden Gem Islamorada | 1st Floor Photo

Hidden Gem Islamorada | 1st Floor

Islamorada, FL, United States

10.0
C$ 640

Modern Oceanview Paradise at Islamorada

Islamorada, FL, United States

10.0
C$ 3,473
Anglers Reef Paradise Photo

Anglers Reef Paradise

Islamorada, FL, United States

9.7
C$ 778
Cozy Cottage in the Heart of Islamorada Photo

Cozy Cottage in the Heart of Islamorada

Islamorada, FL, United States

C$ 824
Beachfront Villa At Islamorada By The Gl Photo

Beachfront Villa At Islamorada By The Gl

Islamorada, FL, United States

9.5
C$ 5,644
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
C$ 355
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
C$ 842
Spectacular Top Floor Oceanfront View Condo Photo

Spectacular Top Floor Oceanfront View Condo

Islamorada, FL, United States

9.8
C$ 293
Beautifully Renovated 2 Bedroom Condo Photo

Beautifully Renovated 2 Bedroom Condo

Islamorada, FL, United States

9.3
C$ 401
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
C$ 3,205
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

C$ 328
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
C$ 322

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

Islamorada, FL, United States

9.9
C$ 340
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
C$ 688

3 Bedroom 3 Bathroom Island Town Home (Entire Home)

Long Key, FL, United States

8.3
C$ 1,447
Castaway Island Vacation Bungalow Photo

Castaway Island Vacation Bungalow

Islamorada, FL, United States

9.9
C$ 886

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

Islamorada, FL, United States

C$ 6,702

A Good Stay ~ Islamorada Waterfront Residence

Islamorada, FL, United States

C$ 825

Welcome to the Pelican Lodge !

Tavernier, FL, United States

9.3
C$ 525

Useful insights on Islamorada vacation rentals

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

Lowest Vacation Rental Price

C$ 214
The cheapest price for a room in Islamorada found in the last 7 days is C$ 214/night. This rate is available with Fiesta Key Rv Resort Standard Room 8.

When to book a vacation rental in Islamorada

Check out the information below to find the best deal on a vacation 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
C$ 462
C$ 4,912

Information about staying in Islamorada

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

How long do people typically book vacation apartments for in Islamorada?

2 nights is the typical length of a Islamorada vacation rental booking.

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

The cheapest month to rent a vacation apartment in Islamorada is usually October. The cost of your apartment or rental property can be around 81% cheaper in October vs. the high season.

How many operators does momondo search for hotels in Islamorada?

The number of operators available for hotels in Islamorada is 642 as of April 2025.

When did momondo last update prices for hotels in Islamorada?

Prices for hotels in Islamorada were last updated today.

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