Vacation Rentals in Islamorada, FL

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Islamorada, FL

Book a vacation rental in Islamorada that has the highest visitor rating. Here are 6 of the best vacation rentals in Islamorada.
Oceanside Resort Home for the best getaway in luxurious Angler's Reef!
10

Excellent

·
Islamorada
·
2 br
·
Sleeps 4
·
Kitchen · Wheelchair Accessible · Air Conditioning ·
From
$404/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Wheelchair Accessible
Air Conditioning
Furnished
Oven
On Site Laundry
Swimming Pool
Pool
Dishwasher
Other spaces
Kitchen, Balcony
Price drop
Anglers Reef Islamorada Vacation Rental 2/2.5 updated 131 Anglers Way
10

Excellent

·
Islamorada
·
2 br
·
Sleeps 6
·
Dishwasher · Pool · Outdoor Space ·
From
$328/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Dishwasher
Pool
Concierge Service
On Site Laundry
Swimming Pool
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen, Balcony
GREAT LOCATION !!! White Marlin Beach House, Islamorada
10

Excellent

·
Islamorada
·
2 br
·
Sleeps 4
·
Waterfront · Dishwasher · Furnished ·
From
$462/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Waterfront
Dishwasher
Furnished
On Site Laundry
Wifi
Air Conditioning
Oven
Other spaces
Kitchen, Balcony
Price drop
OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars
10

Excellent

·
Islamorada
·
2 br
·
Sleeps 4
·
Air Conditioning · Outdoor Space · Wifi ·
From
$275/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Air Conditioning
Wifi
Dishwasher
Pool
Furnished
Ocean
On Site Laundry
Oven
Other spaces
Balcony, Kitchen
Downtown Islamorada | Pets allowed | Pool | Little Basin Villas | Conch Villa 5
10

Excellent

·
Islamorada
·
3 br
·
Sleeps 6
·
Air Conditioning · Oven · Kitchen ·
From
$493/night
Check availability
Property
House · 3 Beds · 4 baths
Amenities
Air Conditioning
Oven
Onsite Management
Dishwasher
Furnished
On Site Laundry
Residents Lounge
Private Pool
Other spaces
Kitchen, Balcony
Price drop
Beautiful Ocean View in Angler's Reef with View of Sand Bar/Boat slip
10

Excellent

·
Islamorada
·
4 br
·
Sleeps 8
·
On Site Laundry · Balcony · Residents Lounge ·
From
$679/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
On Site Laundry
Residents Lounge
Swimming Pool
Wifi
Hardwood Floor
Pool
Dishwasher
Oven
Other spaces
Balcony, Workspace, Kitchen

Our Recommended Vacation Rentals in Islamorada, FL

We analyzed vacation rentals in Islamorada from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Islamorada to help you find a deal for your next trip.
Price drop
Caloosa Cove Resort - With Full Kitchens
8.8

Very good

·
Islamorada
·
1 br
·
Sleeps 6
·
Wifi · Balcony · On Site Laundry ·
From
$326/night
Check availability
Property
Hotel · 1 Bed · 1 bath
Amenities
Wifi
On Site Laundry
Beach
Waterfront
Air Conditioning
Oven
Pool
Ocean
Other spaces
Balcony, Kitchen
Price drop
Breezy Palms Resort
8

Very good

·
Islamorada
·
1 br
·
Sleeps 4
·
Furnished · Outdoor Space · Balcony ·
From
$168/night
Check availability
Property
Hotel · 1 Bed · 1 bath
Amenities
Furnished
Wifi
Assigned Parking
On Site Laundry
Smoking Allowed
Swimming Pool
Beach
Residents Lounge
Other spaces
Balcony, Kitchen
Price drop
The Ocean View Inn
8

Very good

·
Islamorada
·
1 br
·
Sleeps 4
·
Pool · Residents Lounge · Furnished ·
From
$226/night
Check availability
Property
Hotel · 1 Bed
Amenities
Pool
Residents Lounge
Furnished
Air Conditioning
Assigned Parking
Swimming Pool
Other spaces
Kitchen
Pelican Cove Resort & Marina
8

Very good

·
Islamorada
·
1 br
·
Sleeps 4
·
Fireplace · Air Conditioning · Furnished ·
From
$179/night
Check availability
Property
Hotel · 1 Bed
Amenities
Fireplace
Air Conditioning
Furnished
On Site Laundry
Smoking Allowed
Wifi
Beach
Pool
Other spaces
Balcony

Budget-Friendly Vacation Rentals in Islamorada, FL

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Islamorada starting at $72. Use the price filter at the top of the page to search for more specific prices.
Price drop
A blissful boho studio in the FL Keys

No rating

·
Islamorada
·
Studio
·
Sleeps 4
·
Pool · Kitchen · Swimming Pool ·
From
$72/night
Check availability
Property
Condo · Studio · 1 bath
Amenities
Pool
Swimming Pool
Fitness Center
Oven
Air Conditioning
Wifi
On Site Laundry
Furnished
Other spaces
Kitchen
Beautiful Studio Apartment - Summer Sea Condo #230
10

Excellent

·
Islamorada
·
Studio
·
Sleeps 2
·
Furnished · Fitness Center · Swimming Pool ·
From
$80/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Furnished
Fitness Center
Swimming Pool
Elevator
On Site Laundry
Air Conditioning
Pool
Waterfront
Other spaces
Balcony, Kitchen
Great location in Islamorada, FL.

No rating

·
Islamorada
·
2 br
·
Sleeps 4
·
Balcony · In Unit Laundry · Furnished ·
From
$86/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
In Unit Laundry
Furnished
Oven
Onsite Management
Dishwasher
Pool
Wifi
Fitness Center
Other spaces
Balcony, Kitchen
This studio makes the best of the space

No rating

·
Islamorada
·
1 br
·
Sleeps 2
·
Outdoor Space · Pool · Residents Lounge ·
From
$88/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Pool
Residents Lounge
Swimming Pool
Beach
On Site Laundry
Furnished
Air Conditioning
Wifi
An adorable, decorated studio apartment
10

Excellent

·
Islamorada
·
1 br
·
Sleeps 2
·
Kitchen · Pool · On Site Laundry ·
From
$88/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Pool
On Site Laundry
Wifi
Oven
Furnished
Air Conditioning
Fitness Center
Swimming Pool
Other spaces
Kitchen
Charming oceanfront condo with pool, beach access, tennis, & washer/dryer

No rating

·
Islamorada
·
2 br
·
Sleeps 8
·
Kitchen · Outdoor Space · Balcony ·
From
$97/night
Check availability
Property
Condo · 2 Beds · 3 baths
Amenities
On Site Laundry
Beach
Oven
Pool
Swimming Pool
Dishwasher
Furnished
Air Conditioning
Other spaces
Kitchen, Balcony
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Updated: September 24, 2023