Islamorada Vacation Rentals in Florida
Our Islamorada vacation rentals section includes the condo, apartment, villa, townhouse 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 Long Key (15 miles), Grassy Key (24 miles), Key Largo (25 miles), Key Colony Beach (29 miles), and Marathon (33 miles) for additional vacation rental options.
Results 1 - 19 of 19
5th Floor Oceanfront Condo, Views,
This bright and tastefully decorated 1, 200 sq. ft. end unit on the 5th floor has panoramic ocean views from every room except...
This bright and tastefully decorated 1, 200 sq. ft. end unit on the 5th floor has panoramic ocean views from every room except...
Condo
2
2
5
$1,245/wk
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
6
$1,200/wk
$4,200/mth
$4,200/mth
Islamorada House Rental. Welcome to
This is a furnished 3 bedroom, 2 bathroom house. It has an above ground swimming pool. The master bedroom has a king size...
This is a furnished 3 bedroom, 2 bathroom house. It has an above ground swimming pool. The master bedroom has a king size...
Home
3
2
6
$118/nt
$575/wk
$1,900/mth
$575/wk
$1,900/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
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
Plantation Key Colony Dream Home!
See Web Page Link: Floridakeyvacation.blogspot Plantatio n Key Colony Mm90 Tavernier / Islamorada This Is A Beautiful...
See Web Page Link: Floridakeyvacation.blogspot Plantatio n Key Colony Mm90 Tavernier / Islamorada This Is A Beautiful...
Home
2
2
5
$975/wk
$2,000/mth
$2,000/mth
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
Islamorada Tavernier Pet Friendly
Gardenia Street is an All Inclusive, Affordable, Water Front Accommodation, located in the Tavernier- 33070, Islamorada-...
Gardenia Street is an All Inclusive, Affordable, Water Front Accommodation, located in the Tavernier- 33070, Islamorada-...
Apartment
1
1
2
$150/nt
$875/wk
$1,800/mth
$875/wk
$1,800/mth
One- Of- A- Kind Ocean View Resort
One of a kind Island Get- a- way w/ Pool, Jacuzzi, Ocean Views. This Islamorada 3 bedroom, 3 full baths is on a secluded...
One of a kind Island Get- a- way w/ Pool, Jacuzzi, Ocean Views. This Islamorada 3 bedroom, 3 full baths is on a secluded...
Home
3
3
8
$3,000/wk
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
$3,035/wk
$7,177/mth
$7,177/mth
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
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
$4,499/mth
Islamorada Waterfront 3/ 2 with
Private sandy beach access to swim and enjoy sunsets!! Come to paradise and enjoy this fabulous Islamorada bayside canal...
Private sandy beach access to swim and enjoy sunsets!! Come to paradise and enjoy this fabulous Islamorada bayside canal...
Home
3
2
6
$1,800/wk
Islamorada Villas
Celebrate sunset or sunrise in this fully furnished 2 bedroom villa in the exclusive Venetian Shores of Islamorada. The villa...
Celebrate sunset or sunrise in this fully furnished 2 bedroom villa in the exclusive Venetian Shores of Islamorada. The villa...
Villa
2
2
6
$1,250/wk
$4,500/mth
$4,500/mth
Venetian Tropics in Venetian Shores
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
$2,128/wk
Sea Breeze and Sunsets
Relax in the Florida Keys! This gated community has a heated pool, tennis courts, pier, and private beach all on property....
Relax in the Florida Keys! This gated community has a heated pool, tennis courts, pier, and private beach all on property....
Townhouse
2
1.5
8
$1,100/wk
$2,500/mth
$2,500/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
$1,780/wk
$5,339/mth
$5,339/mth
Spectacular View From This Beautiful
Full Size Condo 1 Bed 1 Bath Tastifully Furnished. Full Kitchen , Washer And Dryer. Enjoy Fishing From Your Own Dock.or Bring...
Full Size Condo 1 Bed 1 Bath Tastifully Furnished. Full Kitchen , Washer And Dryer. Enjoy Fishing From Your Own Dock.or Bring...
Apartment
1
1
4
$2,500/mth
Aquazul / Ocean Front Pool Home
Retreat from the daily grind in your private Keys retreat. This home has it all! Deep water dockage for your boat or fishing...
Retreat from the daily grind in your private Keys retreat. This home has it all! Deep water dockage for your boat or fishing...
Home
4
4
8