Monthly Vacation Rentals, Apartment, House in Islamorada, FL

Compare 4,548 available oceanfront holiday vacation home properties, starts from $35

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ACCOMMODATION TYPES

Cheap Monthly Vacation Rentals in Islamorada, FL: Top Deals

The Islands of Islamorada
The Islands of Islamorada
The Islands of Islamorada
The Islands of Islamorada
9.4 (19 reviews)
The Islands of Islamorada
Hotel · 2 Guests · 1 Bedroom
$900 /night
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Treasure Harbor
Treasure Harbor
Treasure Harbor
Treasure Harbor
Treasure Harbor
Hotel · 2 Guests · 1 Bedroom
$449 /night
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Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
8.6 (312 reviews)
Fisher Inn Resort & Marina
Hotel · 2 Guests · 1 Bedroom
$369 /night
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Casa Morada
Casa Morada
Casa Morada
Casa Morada
9.4 (325 reviews)
Casa Morada
Hotel · 2 Guests · 1 Bedroom
$499 /night
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Breezy Palms Resort
Breezy Palms Resort
Breezy Palms Resort
Breezy Palms Resort
8.5 (29 reviews)
Breezy Palms Resort
Hotel · 2 Guests · 1 Bedroom
$227 /night
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Creekside Inn Islamorada
Creekside Inn Islamorada
Creekside Inn Islamorada
Creekside Inn Islamorada
7.7 (596 reviews)
Creekside Inn Islamorada
Inn · 2 Guests · 1 Bedroom
$309 /night
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Sands of Islamorada
Sands of Islamorada
Sands of Islamorada
Sands of Islamorada
8.8 (145 reviews)
Sands of Islamorada
Inn · 2 Guests · 1 Bedroom
$290 /night
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Drop Anchor Resort & Marina
Drop Anchor Resort & Marina
Drop Anchor Resort & Marina
Drop Anchor Resort & Marina
8.9 (449 reviews)
Drop Anchor Resort & Marina
Resort · 2 Guests · 1 Bedroom
$351 /night
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La Siesta Resort & Villas
La Siesta Resort & Villas
La Siesta Resort & Villas
La Siesta Resort & Villas
8.6 (475 reviews)
La Siesta Resort & Villas
Hotel · 2 Guests · 1 Bedroom
$462 /night
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La Jolla Resort
La Jolla Resort
La Jolla Resort
La Jolla Resort
8.9 (320 reviews)
La Jolla Resort
Inn · 2 Guests · 1 Bedroom
$354 /night
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Islander Bayside Villas & Boatslips
Islander Bayside Villas & Boatslips
Islander Bayside Villas & Boatslips
Islander Bayside Villas & Boatslips
8.7 (87 reviews)
Islander Bayside Villas & Boatslips
Resort · 2 Guests · 1 Bedroom
$628 /night
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Islander Resort
Islander Resort
Islander Resort
Islander Resort
9.2 (1163 reviews)
Islander Resort
Resort · 2 Guests · 1 Bedroom
$620 /night
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Modern Oceanview Paradise at Islamorada
Modern Oceanview Paradise at Islamorada
Modern Oceanview Paradise at Islamorada
Modern Oceanview Paradise at Islamorada
10 (2 reviews)
Modern Oceanview Paradise at Islamorada
Holiday home · 2 Guests · 1 Bedroom
$2,385 /night*
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Chesapeake Beach Resort
Chesapeake Beach Resort
Chesapeake Beach Resort
Chesapeake Beach Resort
8.8 (1157 reviews)
Chesapeake Beach Resort
Resort · 2 Guests · 1 Bedroom
$359 /night
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Amara Cay Resort
Amara Cay Resort
Amara Cay Resort
Amara Cay Resort
8.8 (992 reviews)
Amara Cay Resort
Hotel · 2 Guests · 1 Bedroom
$480 /night
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Superior 5bd Penthouse with gym, movie room, and private rooftop lounge
Superior 5bd Penthouse with gym, movie room, and private rooftop lounge
Superior 5bd Penthouse with gym, movie room, and private rooftop lounge
Superior 5bd Penthouse with gym, movie room, and private rooftop lounge
Superior 5bd Penthouse with gym, movie room, and private rooftop lounge
Apartment · 2 Guests · 1 Bedroom
$1,590 /night*
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Oceanfront Oasis - Pinch me am I dreaming
Oceanfront Oasis - Pinch me am I dreaming
Oceanfront Oasis - Pinch me am I dreaming
Oceanfront Oasis - Pinch me am I dreaming
9.4 (10 reviews)
Oceanfront Oasis - Pinch me am I dreaming
Holiday home · 2 Guests · 1 Bedroom
$3,816 /night*
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Cheeca Lodge & Spa
Cheeca Lodge & Spa
Cheeca Lodge & Spa
Cheeca Lodge & Spa
10 (1 review)
Cheeca Lodge & Spa
Resort · 2 Guests · 1 Bedroom
$560 /night
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Hadley House Islamorada
Hadley House Islamorada
Hadley House Islamorada
Hadley House Islamorada
7.9 (490 reviews)
Hadley House Islamorada
Hotel · 2 Guests · 1 Bedroom
$359 /night
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Coconut Cove Resort & Marina
Coconut Cove Resort & Marina
Coconut Cove Resort & Marina
Coconut Cove Resort & Marina
7.2 (178 reviews)
Coconut Cove Resort & Marina
Inn · 2 Guests · 1 Bedroom
$318 /night
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Similar Inspirational Vacation Rental Destinations

Monthly Apartment Rentals in Islamorada, FL

FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
FL Keys Paradise Getaway **
Apartment · 5 Guests · 2 Bedrooms
$399 /night*
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Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
5.0 (1 review)
Beach ~ Pool ~ Marina and more!
Apartment · 6 Guests · 2 Bedrooms
$399 /night*
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Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Palm Trees ~ Sunsets ~ Paradise**
Apartment · 6 Guests · 2 Bedrooms
$399 /night*
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Which Price Range Is Most Typical in Islamorada, FL Area?
Vacation House & Condo Rental Price Information in Islamorada, FL
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The graph shows the percentages of vacation homes in each price bucket. Islamorada has the largest percentage (19.22%) of homes in $150 - $200 price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
How Many Accommodations Are Pets Allowed in Islamorada, FL?
Percentage of Pet Friendly Rental Properties in Islamorada, FL
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25.24% of vacation homes in Islamorada are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
Is Islamorada, FL a convenient location for monthly rentals?
Convenience of the Location - Islamorada, FL
+

Islamorada, FL is an ideal location for those looking for monthly rentals. The crime rate in this area is low compared to other cities in Florida, making it a safe and secure place to live. Public transportation options like the Miami-Dade Transit bus services are located 6 miles away from the given coordinates. There are also several amenities within walking distance, such as Publix Super Markets (1 mile), CVS Pharmacy (2 miles), and many restaurants (within 1 mile). Business centers and workplaces such as Keys Gate Executive Centre (2 miles) and CoWork Shark Tank (4 miles) are close by. Healthcare facilities such as Mariners Hospital (6 miles) and Baptist Health Urgent Care (7 miles) are easily accessible.

  • Miami-Dade Transit Bus Services: 6 miles
  • Publix Super Markets: 1 mile
  • CVS Pharmacy: 2 miles
  • Keys Gate Executive Centre: 2 miles
  • CoWork Shark Tank: 4 miles
  • Mariners Hospital: 6 miles
  • Baptist Health Urgent Care: 7 miles
What Are The Must-Visit Places in Islamorada, FL?
Destinations To Visit During the Month in Islamorada, FL
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What are the Airports in Islamorada, FL?
Top Airports in Islamorada, FL
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1 airport(s) close to Islamorada are:

Other Vacation Rentals Ideas

Monthly Hotel Rentals in Islamorada, FL

Dock of the Bay
Dock of the Bay
Dock of the Bay
Dock of the Bay
Dock of the Bay
Dock of the Bay
Dock of the Bay
Dock of the Bay
Hotel
$25 /night
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Tropical Paradise
Tropical Paradise
Tropical Paradise
Tropical Paradise
Tropical Paradise
Tropical Paradise
Tropical Paradise
Tropical Paradise
Hotel
$445 /night
View deal
Vitamin Sea 4bed/3bath with lap pool, dockage & cabana club
Vitamin Sea 4bed/3bath with lap pool, dockage & cabana club
Vitamin Sea 4bed/3bath with lap pool, dockage & cabana club
Vitamin Sea 4bed/3bath with lap pool, dockage & cabana club
Vitamin Sea 4bed/3bath with lap pool, dockage & cabana club
Vitamin Sea 4bed/3bath with lap pool, dockage & cabana club
Vitamin Sea 4bed/3bath with lap pool, dockage & cabana club
Hotel
$288 /night
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Monthly House Rentals in Islamorada, FL

Mahi-Mahi House 3bed/4bath with pool, dock
Mahi-Mahi House 3bed/4bath with pool, dock
Mahi-Mahi House 3bed/4bath with pool, dock
Mahi-Mahi House 3bed/4bath with pool, dock
Mahi-Mahi House 3bed/4bath with pool, dock
Mahi-Mahi House 3bed/4bath with pool, dock
Mahi-Mahi House 3bed/4bath with pool, dock
Mahi-Mahi House 3bed/4bath with pool, dock
House
$525 /night
View deal
Shore 74 Guest House
Shore 74 Guest House
Shore 74 Guest House
Shore 74 Guest House
Shore 74 Guest House
Shore 74 Guest House
Shore 74 Guest House
Shore 74 Guest House
Shore 74 Guest House
Shore 74 Guest House
Shore 74 Guest House
House
$179 /night
View deal
The Key Lime House 4bed/3bath with pool & dockage
The Key Lime House 4bed/3bath with pool & dockage
The Key Lime House 4bed/3bath with pool & dockage
The Key Lime House 4bed/3bath with pool & dockage
The Key Lime House 4bed/3bath with pool & dockage
The Key Lime House 4bed/3bath with pool & dockage
The Key Lime House 4bed/3bath with pool & dockage
House
$384 /night
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Monthly Rentals with Kitchen in Islamorada, FL

Million Dollar View - 2bed/2bath condo with open water views & pool
Million Dollar View - 2bed/2bath condo with open water views & pool
Million Dollar View - 2bed/2bath condo with open water views & pool
Million Dollar View - 2bed/2bath condo with open water views & pool
Million Dollar View - 2bed/2bath condo with open water views & pool
Million Dollar View - 2bed/2bath condo with open water views & pool
Million Dollar View - 2bed/2bath condo with open water views & pool
Condo
$201 /night
View deal
Paradise Beach
Paradise Beach
Paradise Beach
Paradise Beach
Paradise Beach
Paradise Beach
Paradise Beach
Paradise Beach
Hotel
$25 /night
View deal
LICENSED MGR - MODERN 3/3.5 VILLA - KEY LARGO'S MOST UPSCALE OCEANFRONT RESORT!
LICENSED MGR - MODERN 3/3.5 VILLA - KEY LARGO'S MOST UPSCALE OCEANFRONT RESORT!
LICENSED MGR - MODERN 3/3.5 VILLA - KEY LARGO'S MOST UPSCALE OCEANFRONT RESORT!
LICENSED MGR - MODERN 3/3.5 VILLA - KEY LARGO'S MOST UPSCALE OCEANFRONT RESORT!
LICENSED MGR - MODERN 3/3.5 VILLA - KEY LARGO'S MOST UPSCALE OCEANFRONT RESORT!
LICENSED MGR - MODERN 3/3.5 VILLA - KEY LARGO'S MOST UPSCALE OCEANFRONT RESORT!
LICENSED MGR - MODERN 3/3.5 VILLA - KEY LARGO'S MOST UPSCALE OCEANFRONT RESORT!
4.7 (3 reviews)
LICENSED MGR - MODERN 3/3.5 VILLA - KEY LARGO'S MOST UPSCALE OCEANFRONT RESORT!
Villa
$450 /night
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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