Islamorada Villas Rentals

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.
Price drop
Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool
10

Excellent

·
Islamorada
·
4 br
·
Sleeps 8
·
Swimming Pool · In Unit Laundry · Residents Lounge ·
From
$2,332/night
Check availability
Property
Apartment · 4 Beds · 4 baths
Amenities
Swimming Pool
In Unit Laundry
Residents Lounge
Beach
Wifi
Private Pool
Furnished
Pool
Other spaces
Balcony, Kitchen
Price drop
Best location!!!. Angler’s Reef house. Paddle or Kayak to clear sandbar.
10

Excellent

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Islamorada
·
2 br
·
Sleeps 6
·
Outdoor Space · In Unit Laundry · Pool ·
From
$404/night
Check availability
Property
Apartment · 2 Beds · 3 baths
Amenities
In Unit Laundry
Pool
Waterfront
Furnished
Oven
Residents Lounge
Beach
Ocean
Other spaces
Kitchen, Balcony
Paradise Found - Three Story Beach House w/ private beach, dock and Ocean Views
10

Excellent

·
Islamorada
·
3 br
·
Sleeps 6
·
Workspace · Waterfront · Residents Lounge ·
From
$386/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Waterfront
Residents Lounge
Beach
Oven
Furnished
Dishwasher
Air Conditioning
Ocean
Other spaces
Workspace, Kitchen, Balcony
Pristine Accessible Oceanfront Villa at Islamorada
10

Excellent

·
Islamorada
·
4 br
·
Sleeps 8
·
Furnished · Balcony · Smoking Allowed ·
From
$2,352/night
Check availability
Property
Apartment · 4 Beds · 5 baths
Amenities
Furnished
Smoking Allowed
Oven
Wifi
Ev Charging
Pool
Residents Lounge
Dishwasher
Other spaces
Balcony, Kitchen
Immaculate Oceanfront Villa with Resort Amenities
10

Excellent

·
Islamorada
·
4 br
·
Sleeps 8
·
Smoking Allowed · Kitchen · Dishwasher ·
From
$2,381/night
Check availability
Property
Apartment · 4 Beds · 5 baths
Amenities
Smoking Allowed
Dishwasher
Fitness Center
Hot Tub
Wifi
In Unit Laundry
Furnished
Concierge Service
Other spaces
Kitchen, Balcony
Luxury Oceanfront Villa with Resort Amenities
10

Excellent

·
Islamorada
·
4 br
·
Sleeps 8
·
Outdoor Space · Wifi · Balcony ·
From
$2,736/night
Check availability
Property
Apartment · 4 Beds · 5 baths
Amenities
Wifi
Air Conditioning
Residents Lounge
Oven
Ev Charging
Concierge Service
Furnished
Dishwasher
Other spaces
Balcony, Kitchen

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 $229. Use the price filter at the top of the page to search for more specific prices.
OPEN -Endless Bay Views... Sues Promise private villas, beach, dock, Islamorada
10

Excellent

·
Islamorada
·
1 br
·
Sleeps 4
·
Air Conditioning · Oven · In Unit Laundry ·
From
$229/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Oven
In Unit Laundry
Furnished
Ocean
Beach
Ski In Ski Out
Wifi
Other spaces
Kitchen
Keys Cottage; Remodeled Villa in Native Hammock on Florida Bay
10

Excellent

·
Islamorada
·
2 br
·
Sleeps 6
·
Ceiling Fan · Waterfront · Outdoor Space ·
From
$235/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Ceiling Fan
Waterfront
Air Conditioning
Hardwood Floor
Residents Lounge
Dishwasher
Furnished
Fitness Center
Other spaces
Kitchen
Bay view villa in Islamorada, palm trees, shade trees and two private porches

No rating

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Islamorada
·
2 br
·
Sleeps 5
·
Furnished · Smoking Allowed · Kitchen ·
From
$260/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Furnished
Smoking Allowed
Other spaces
Kitchen
Keys Villa--Islamorada private beach!

No rating

·
Islamorada
·
2 br
·
Sleeps 6
·
Smoking Allowed · Swimming Pool · Furnished ·
From
$295/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Smoking Allowed
Swimming Pool
Furnished
Tropical Paradise

No rating

·
Islamorada
·
2 br
·
Sleeps 6
·
Furnished · Outdoor Space · Air Conditioning ·
From
$295/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Furnished
Air Conditioning
In Unit Laundry
Swimming Pool
Serenity by the Sea!! Anglers Reef with Boat Slip Available!!
10

Excellent

·
Islamorada
·
2 br
·
Sleeps 6
·
Swimming Pool · Outdoor Space · Residents Lounge ·
From
$296/night
Check availability
Property
Apartment · 2 Beds · 3 baths
Amenities
Swimming Pool
Residents Lounge
Ocean
Wifi
Beach
Oven
Pool
Waterfront
Other spaces
Kitchen, Balcony
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Updated: October 2, 2023