Islamorada Vacation Rentals in Florida
Our Islamorada vacation rentals section includes the condo and home rentals listed below.
Please click on the description to view more information about any of the vacation rentals in Islamorada, Florida.
Our inventory of Islamorada home rentals changes frequently, so please bookmark this page and check back often. You may also be interested in Tavernier (10 miles), Long Key (15 miles), Grassy Key (24 miles), Key Largo (25 miles), and Key Colony Beach (29 miles) for additional vacation rental options.
| Results 1 - 18 of 18 |
Description
Type
Beds
Baths
Sleeps
Avg. Rate
Florida Keys Vacation Paradise
Spacious tropical accommodations in the sport fishing capital of the world. Our personal 3/2 vacation home in an outstanding...
Spacious tropical accommodations in the sport fishing capital of the world. Our personal 3/2 vacation home in an outstanding...
Home
3
2
8
Venetian Tropics, private home
Located on the peaceful, northern end of Islamorada, in the quite residential neighborhood of Venetian Shores. Just 75 miles...
Located on the peaceful, northern end of Islamorada, in the quite residential neighborhood of Venetian Shores. Just 75 miles...
Home
2
2
6
$2,235/wk
The PERFECT Escape with pool &
This beautiful 4 bedroom/ 4 bathroom home has a 70' dock. Canal leads out to Snake Creek and has immediate Ocean and Bay...
This beautiful 4 bedroom/ 4 bathroom home has a 70' dock. Canal leads out to Snake Creek and has immediate Ocean and Bay...
Home
4
4
8
$3,500/wk
Dream Home in the Keys
Very private, very large, home in Islamorada with heated pool and 120 foot of deep water dockage....
Very private, very large, home in Islamorada with heated pool and 120 foot of deep water dockage....
Home
5
3
12
$3,500/wk
$1000/month! Islamorada, By The
C'mon down! Here's an economical way to get away from it all. Sweet Sandpiper travel trailer with 2BR (1 king and one with...
C'mon down! Here's an economical way to get away from it all. Sweet Sandpiper travel trailer with 2BR (1 king and one with...
Condo
2
1
4
$925/mth
An oceanfront paradise in the Florida
Two oceanfront condominiums ranch style situated on floor 2 qnd 5 about 50 ft from the water . You can hear and see the fish...
Two oceanfront condominiums ranch style situated on floor 2 qnd 5 about 50 ft from the water . You can hear and see the fish...
Condo
2
2
5
$1,400/wk
$4,400/mth
$4,400/mth
NEW! Gorgeous 3- story with deep
Located in Islamorada the fishing capitol of the world, this is a beautiful home decorated with Island style decor. 100'...
Located in Islamorada the fishing capitol of the world, this is a beautiful home decorated with Island style decor. 100'...
Home
3
3
7
$7,177/mth
Islmorada Oceanfront Vacation Rental
San Roc Estate is a intimate, cozy and secluded ocean front home with breathtaking open water views of the Atlantic Ocean....
San Roc Estate is a intimate, cozy and secluded ocean front home with breathtaking open water views of the Atlantic Ocean....
Home
4
3
8
$5,125/wk
$11,751/mth
$11,751/mth
2 story house on Tavernier Creek
Choose between two seperate suites (2bed/lbath $800) or (1bed/1bath $700) or BOTH combined for $1500. The upstairs (The...
Choose between two seperate suites (2bed/lbath $800) or (1bed/1bath $700) or BOTH combined for $1500. The upstairs (The...
Home
3
2
8
$1,500/wk
$5,000/mth
$5,000/mth
Ocean Front 2 Bedroom Condo in
Located at Mile Marker 90 in the Florida Keys our 2 Bedroom/2 Bath Condo offers unobstructed views of the Atlantic Ocean....
Located at Mile Marker 90 in the Florida Keys our 2 Bedroom/2 Bath Condo offers unobstructed views of the Atlantic Ocean....
Condo
2
2
6
$1,165/wk
$2,419/mth
$2,419/mth
Islamorada Waterfront 3/2 with
Enjoy a beautiful solar heated pool with Jacuzzi on the premises. Private homeowner's sandy beach access to swim and enjoy...
Enjoy a beautiful solar heated pool with Jacuzzi on the premises. Private homeowner's sandy beach access to swim and enjoy...
Home
3
2
6
$2,000/wk
$6,500/mth
$6,500/mth
Oceanside- Canalfront- Pool Home
3 Bedroomc Canal Front in Islamorada- Oceanside. Heated Saltwater Pool, Deepwater Canal, Direct access to Ocean or Back...
3 Bedroomc Canal Front in Islamorada- Oceanside. Heated Saltwater Pool, Deepwater Canal, Direct access to Ocean or Back...
Home
3
2
8
$1,850/wk
$6,900/mth
$6,900/mth
Islamorada Bay Harbour Condo Rental
This immaculate, two bedroom, two and a half bath condominium sleeps six people. It has two master bedrooms with king beds,...
This immaculate, two bedroom, two and a half bath condominium sleeps six people. It has two master bedrooms with king beds,...
Condo
2
2.5
6
$1,814/wk
Morada Bay Paradise on the Bay
!This beautiful tropical property fronts Florida Bay on Beautiful Lower Matecumbre Key, the premiere residential island...
!This beautiful tropical property fronts Florida Bay on Beautiful Lower Matecumbre Key, the premiere residential island...
Home
4
3
10
$4,500/mth
Oceanfront End Unit, Great Ocean
Beautiful panoramic ocean views from every room in this bright and tastefully decorated and well cared for 1, 200 sq. ft....
Beautiful panoramic ocean views from every room in this bright and tastefully decorated and well cared for 1, 200 sq. ft....
Condo
2
2
5
$1,340/wk
Comfy for 1 or Big Enough for 24
SuCasa is one acre of land with two private homes and a one bedroom apartment. There is a 116 foot dock that can handle a...
SuCasa is one acre of land with two private homes and a one bedroom apartment. There is a 116 foot dock that can handle a...
Home
8
5
24
Beautiful Oceanfront
Oceanfront splendor on the Atlantic ocean. Has a 350' pier that can accomodate most any size boat. Just relax by the...
Oceanfront splendor on the Atlantic ocean. Has a 350' pier that can accomodate most any size boat. Just relax by the...
Home
3
3
8
Beautiful Condo Islamorada, Florida
Two bedroom condo in the Florida Keys. Renovated and fully equipped. Full Kitchen, Dining Room, Living Room, Master Bedroom...
Two bedroom condo in the Florida Keys. Renovated and fully equipped. Full Kitchen, Dining Room, Living Room, Master Bedroom...
Condo
2
3
6