Islamorada Villas Rentals

Serenity by the Sea!! Anglers Reef with Boat Slip Available!!
9.9

Excellent

·
Islamorada
·
2 br
·
Sleeps 6
·
Hardwood Floor · Ocean · Fitness Center ·
From
$358/night
Check availability
Property
Apartment · 2 Beds · 3 baths
Amenities
Hardwood Floor
Ocean
Fitness Center
Beach
Pool
Waterfront
Dishwasher
Air Conditioning
Other spaces
Balcony, Kitchen
Keys Cottage; Remodeled Villa in Native Hammock on Florida Bay
9.9

Excellent

·
Islamorada
·
2 br
·
Sleeps 6
·
Hardwood Floor · Ceiling Fan · Fitness Center ·
From
$275/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Hardwood Floor
Ceiling Fan
Fitness Center
Beach
Waterfront
Dishwasher
Air Conditioning
Furnished
Other spaces
Kitchen
Immaculate Oceanfront Villa with Resort Amenities
10

Excellent

·
Islamorada
·
4 br
·
Sleeps 8
·
Smoking Allowed · Ev Charging · Hot Tub ·
From
$2,457/night
Check availability
Property
Apartment · 4 Beds · 5 baths
Amenities
Smoking Allowed
Ev Charging
Hot Tub
Pool
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
Pristine Accessible Oceanfront Villa at Islamorada
9.3

Excellent

·
Islamorada
·
4 br
·
Sleeps 8
·
Smoking Allowed · Ev Charging · Hot Tub ·
From
$2,514/night
Check availability
Property
Apartment · 4 Beds · 5 baths
Amenities
Smoking Allowed
Ev Charging
Hot Tub
Pool
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
Luxury Oceanfront Villa with Resort Amenities
10

Excellent

·
Islamorada
·
4 br
·
Sleeps 8
·
Smoking Allowed · Ev Charging · Hot Tub ·
From
$2,857/night
Check availability
Property
Apartment · 4 Beds · 5 baths
Amenities
Smoking Allowed
Ev Charging
Hot Tub
Pool
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
Paradise Found - Three Story Beach House with private beach and Ocean Views
9.9

Excellent

·
Islamorada
·
3 br
·
Sleeps 6
·
Workspace · Ocean · Hot Tub ·
From
$491/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Ocean
Hot Tub
Beach
Waterfront
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Workspace, Balcony, Kitchen
Ocean Front 4 Bedroom Estate with Private Beach
6

Good

·
Islamorada
·
4 br
·
Sleeps 12
·
Walk In Closets · Private Pool · Ocean ·
From
$1,774/night
Check availability
Property
Apartment · 4 Beds · 5 baths
Amenities
Walk In Closets
Private Pool
Ocean
Hot Tub
Fitness Center
Beach
Pool
Waterfront
Other spaces
Kitchen
LAST WEEK FOR SUPER DISCOUNTED RATE! BOOK NOW! Island Life Awaits you
9.4

Excellent

·
Islamorada
·
4 br
·
Deck · Ceiling Fan · Private Pool ·
From
$918/night
Check availability
Property
Apartment · 4 Beds · 4 baths
Amenities
Ceiling Fan
Private Pool
Fitness Center
Pool
Waterfront
Dishwasher
Air Conditioning
Furnished
Other spaces
Deck, Balcony, Kitchen

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Islamorada Oceanfront Estate, Pool, Beach Cottages-- Sea Ranch -- Florida Keys
10

Excellent

·
Islamorada
·
4 br
·
Sleeps 10
·
Private Pool · Ocean · Beach ·
From
$1,357/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
Private Pool
Ocean
Beach
Pool
Waterfront
Dishwasher
Air Conditioning
Furnished
Other spaces
Kitchen
Bayside: 1st Floor Apartment in Native Hammock on Florida Bay
9.5

Excellent

·
Islamorada
·
2 br
·
Sleeps 4
·
Ceiling Fan · Fitness Center · Outdoor Space ·
From
$275/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Ceiling Fan
Fitness Center
Waterfront
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Beautiful Venetian Shores, Cozy home, Heated pool, Tiki, Boat Lift, Fish & Dive.
10

Excellent

·
Islamorada
·
3 br
·
Sleeps 8
·
Ski In Ski Out · Private Pool · Fitness Center ·
From
$375/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Ski In Ski Out
Private Pool
Fitness Center
Pool
Waterfront
Dishwasher
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
OPEN -Endless Bay Views... Sues Promise private villas, beach, dock, Islamorada
9.8

Excellent

·
Islamorada
·
1 br
·
Sleeps 4
·
Ski In Ski Out · Ocean · Beach ·
From
$229/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Ski In Ski Out
Ocean
Beach
Waterfront
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Showing 1 - 12 of 12 results
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5 Bedroom Ocean Front Pool Home

No reviews

·
Tavernier
·
5 br
·
Sleeps 10
·
Private Pool · Ocean · Fitness Center ·
From
$1,706/night
Check availability
Property
Apartment · 5 Beds · 5 baths
Amenities
Private Pool
Ocean
Fitness Center
Beach
Pool
Waterfront
Dishwasher
Air Conditioning
Other spaces
Balcony, Kitchen
Breathtaking view of Marina and Ocean, Villa in Key Largo
9.7

Excellent

·
Key Largo
·
3 br
·
Sleeps 8
·
Coffee Tea Maker · Heated Indoor Pool · Balcony ·
From
$638/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Coffee Tea Maker
Heated Indoor Pool
Pool
Waterfront
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
Charming villa in a gated ocean front community

No reviews

·
Key Largo
·
2 br
·
Sleeps 4
·
Ocean · Pool · Waterfront ·
From
$150/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Ocean
Pool
Waterfront
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Key Largo Villa close to Pennekamp

No reviews

·
Key Largo
·
2 br
·
Sleeps 6
·
Pool · Air Conditioning · Furnished ·
From
$275/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Pool
Air Conditioning
Furnished
In Unit Laundry
Wifi
Swimming Pool
Sunset Villas: Bayfront Beach Compound **28 Night Min**
10

Excellent

·
Key Largo
·
5 br
·
Sleeps 12
·
Fireplace · Workspace · Ocean ·
From
$315/night
Check availability
Property
Apartment · 5 Beds · 6 baths
Amenities
Fireplace
Ocean
Fitness Center
Beach
Waterfront
Dishwasher
Air Conditioning
Furnished
Other spaces
Workspace, Balcony, Kitchen
Breathtaking 3 Bedroom Bay Front Home

No reviews

·
Key Largo
·
3 br
·
Sleeps 6
·
Walk In Closets · Private Pool · Ocean ·
From
$587/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Walk In Closets
Private Pool
Ocean
Fitness Center
Pool
Waterfront
Dishwasher
Air Conditioning
Other spaces
Balcony, Kitchen
Oceanfront Villa overlooking the Atlantic
9.6

Excellent

·
Key Largo
·
3 br
·
Sleeps 8
·
Assigned Parking · Balcony · Outdoor Space ·
From
$625/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Assigned Parking
Pool
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Balcony, Kitchen
GATED LUXURY ESTATE INCLUDES 5 STAR CHEF ON 2 ACRES PRIVATE WHITE SAND BEACH
10

Excellent

·
Tavernier
·
9 br
·
Sleeps 18
·
On Site Laundry · Fireplace · Workspace ·
From
$2,805/night
Check availability
Property
Apartment · 9 Beds · 9 baths
Amenities
On Site Laundry
Fireplace
Private Pool
Hot Tub
Fitness Center
Beach
Pool
Waterfront
Other spaces
Workspace, Balcony, Kitchen

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MODERN COASTAL VILLA L4 -MARINA, BEACH, LAGOON, TENNIS,BIKES
9.4

Excellent

·
Key Largo
·
3 br
·
Sleeps 8
·
Lake · Ocean · Balcony ·
From
$433/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Lake
Ocean
Pool
Waterfront
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
9.3

Excellent

·
Key Largo
·
2 br
·
Sleeps 6
·
Hardwood Floor · Fitness Center · Beach ·
From
$375/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Hardwood Floor
Fitness Center
Beach
Pool
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
LICENSED MANAGER - 3/3.5 SPACIOUS VILLA - MOST UPSCALE OCEANFRONT RESORT IN KL!
9.4

Excellent

·
Key Largo
·
3 br
·
Sleeps 8
·
Ski In Ski Out · Hot Tub · Fitness Center ·
From
$508/night
Check availability
Property
Apartment · 3 Beds · 5 baths
Amenities
Ski In Ski Out
Hot Tub
Fitness Center
Pool
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
LICENSED MGER. - REMODELED 3/3.5 VILLA! - UPSCALE OCEANFRONT RESORT & MARINA!!
9.6

Excellent

·
Key Largo
·
3 br
·
Sleeps 8
·
Hot Tub · Fitness Center · Balcony ·
From
$508/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Hot Tub
Fitness Center
Pool
Dishwasher
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Balcony, Kitchen
Home > Florida Vacation Rentals > Islamorada Vacation Rentals > Islamorada villas Vacation Rentals
Updated: March 30, 2023

Learn about vacation rentals in

Islamorada

Explore 452 vacation rentals near Islamorada, Florida. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Islamorada, you can see photos of Islamorada vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Islamorada vacation rentals in specific areas. Whether you’re looking for a Islamorada staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Islamorada is $229 per night and the highest price is $2,857 per night.
The most common amenities for vacation rentals near Islamorada are: furnished, outdoor space, and air conditioning. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

140 available

2 bed rentals

120 available

3 bed rentals

97 available

4+ bed rentals

85 available

Getting around Islamorada

Walking

1/10
You’ll need another mode of transportation for getting around. Scooter, anyone?

Driving

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Transit

0/10
FYI, there are little to no public transit options within walking distance.

Points of interest in Islamorada

Groceries

1/10
No grocery stores within walking distance

Shopping

1/10
Few or no shops within walking distance

Cafes

2/10
Few or no cafés within walking distance

Restaurants

3/10
Few or no restaurants within walking distance

Nightlife

1/10
Few or no bars within walking distance

Which price range for vacation rentals is considered a good deal in Islamorada, FL area?

Vacation Rental Price Information in Islamorada, FL

The graph shows the percentages of vacation homes in each price bucket. Islamorada, FL has the largest percentage (57.14%) of homes in $500+ price range.
$100 - $150
1
units
$150 - $200
1
units
$200 - $250
3
units
$250 - $300
1
units
$300 - $350
3
units
$350 - $400
1
units
$400 - $450
2
units
$500+
16
units

Islamorada Villas Rentals FAQ

How many villa vacation rentals in Islamorada are available?

As of March 30, 2023, there are 12 villa vacation rentals in Islamorada available.

Do any Islamorada villa rentals have internet access?

There are 12 villa rentals in Islamorada that have internet access.

Are there any pet friendly villa rentals in Islamorada?

There are 4 pet friendly villa rentals in Islamorada. A pet friendly rental allows pets such as dogs or cats. We recommend contacting the listing owner for more specific pet details.

Are there any villa rentals in Islamorada with more than 1 bedroom?

There are 12 villa rentals in Islamorada with more than 1 bedroom. Use the filters on Vacations by Zumper to find more specific rental properties.

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