Islamorada, Florida Keys Vacation Rentals
Islamorada, FL vacation rentals, browse Islamorada, Florida vacation home rentals and plan your next Florida Keys vacation in Islamorada. Imagine relaxing in the Florida Keys Vacationing by yourself, vacationing with your family or vacationing with friends, make your next vacation a Florida Keys vacation.
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Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Bayside Townhomes & Boatslips, On The Waterfront, 25 Apartments, Kayaking On Site.
Sleeps: 4
Bedrooms: 2
Bathrooms: 2
Pets Considered
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2021/04/Florida-Keys-Florida-Vacation-Rentals-Florida-Keys-Vacation-Rentals-Florida-Keys-FL-Vacation-Homes-Key-West-FL-Vacation-Home-Rentals-Key-Largo-FL-Vacation-Rentals-2.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Angler’s Reef Resort By KeysCaribbean, On Private Beach, Grill, Pool, Fishing Onsite.
Sleeps: 4
Bedrooms: 2
Bathrooms: 2
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2023/10/Relaxing-Waterfront.jpeg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Relaxing Waterfront Retreat w/Boat Dock & Amazing Ocean Views, Paradise Beach, 28 Nights Or Longer.
Sleeps: 8
Bedrooms: 3
Bathrooms: 3
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2021/04/Florida-Keys-Florida-Vacation-Rentals-Florida-Keys-Vacation-Rentals-Florida-Keys-FL-Vacation-Homes-Key-West-FL-Vacation-Home-Rentals-Key-Largo-FL-Vacation-Rentals-4.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Tropical Paradise In Venetian Shores, Luxury Heated Pool/Spa, 4 Bikes & Kayak, WiFi.
Sleeps: 9
Bedrooms: 3
Bathrooms: 2
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2022/07/Beautiful-2.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Beautiful ‘Keysey’ Condo In Gated Community (VR-196), Enjoy Fishing, Diving, Snorkeling, Boating.
Sleeps: 4
Bedrooms: 2
Bathrooms: 2.5
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2021/04/Florida-Keys-FL-Vacation-Rentals-Florida-Keys-Vacation-Rentals-Florida-Keys-FL-Vacation-Homes-6.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
The Caribbean Resort Bird Of Paradise – 1BR/1BA, Sleeps 2, Marina, Patio, Grill, WiFi.
Sleeps: 2
Bedrooms: 1
Bathrooms: 1
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2022/07/Luxurious-2.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Luxurious Venetian Shores Home w/Heated Pool, Huge Dock! Hang Out By The Pool w/A Cool Drink.
Sleeps: 12
Bedrooms: 5
Bathrooms: 6
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2021/04/Florida-Keys-FL-Vacation-Rentals-Florida-Keys-Vacation-Rentals-Florida-Keys-FL-Vacation-Homes-8.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Private Bayside Waterfront Home, 4 Acres, Private Beach, Deep Water Boat Dock, Spectacular Views.
Sleeps: 6
Bedrooms: 3
Bathrooms: 2
Pets Considered
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2022/11/Your-PRIVATE.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Your PRIVATE OCEANFRONT ESTATE Awaits! Gorgeous 5 BR Home w/Infinity Pool & 150ft Of Beach.
Sleeps: 10
Bedrooms: 5
Bathrooms: 5.5
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2021/04/Florida-Keys-FL-Vacation-Rentals-Florida-Keys-Vacation-Rentals-Florida-Keys-FL-Vacation-Homes-11.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Studio In The Heart Of The Florida Keys, Snowbird Community, Near The Beach, Car Required.
Sleeps: 2
Bedrooms: 1
Bathrooms: 1
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2023/10/Islamorada-FL-Vacation-Rentals-Florida-Keys-Vacation-Rentals-1.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Treasure Harbor Hideaway, Luxury Waterfront, Gated, Canal-Front Property, Tranquil Views, Shady Palapa Hut.
Sleeps: 12
Bedrooms: 5
Bathrooms: 4
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2022/11/Florida-Keys-Florida-Vacation-Rentals-Florida-Keys-Vacation-Rentals-2022-109.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Sunset Reef – Bayside Gated Estate, Pool, Spa, Deep Water Dock, Kayaks & SUPs, Immaculate Grounds.
Sleeps: 10
Bedrooms: 4
Bathrooms: 4.5
Pets Welcome
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2022/07/Your-2-1.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Your PRIVATE OCEANFRONT ESTATE Awaits! Gorgeous 5BR Home w/Pool & 150Ft Of Beach.
Sleeps: 10
Bedrooms: 5
Bathrooms: 5
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2022/07/Florida-Keys-Florida-Vacation-Rentals-Florida-Keys-Vacation-Rentals-2022-58.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Islamorada Waterfront Paradise, 5BR, Dock, Pool, Good Times Await! Tropical Island Paradise.
Sleeps: 12
Bedrooms: 5
Bathrooms: 3
Pets Welcome
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2021/04/Florida-Keys-FL-Vacation-Rentals-Florida-Keys-Vacation-Rentals-Florida-Keys-FL-Vacation-Homes-16.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Spring & Summer Dates Available Licensed Rental VR #131, On The Beach, Elevator
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2021/04/Florida-Keys-FL-Vacation-Rentals-Florida-Keys-Vacation-Rentals-Florida-Keys-FL-Vacation-Homes-17.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Islamorada Oceanfront Home In Anglers Reef Ocean Views, Dock, Comm Pool & Beach, 2BR/3BA.
Sleeps: 6
Bedrooms: 2
Bathrooms: 3
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2021/04/Florida-Keys-FL-Vacation-Rentals-Florida-Keys-Vacation-Rentals-Florida-Keys-FL-Vacation-Homes-18.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Beautiful 2BR/2BA Florida Keys Home Rental, Caters To Adults Only, Near The Beach.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2021/04/Florida-Keys-FL-Vacation-Rentals-Florida-Keys-Vacation-Rentals-Florida-Keys-FL-Vacation-Homes-19.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Bayside: 1st Floor Apartment in Native Hammock On Florida Bay, On The Waterfront.
Sleeps: 4
Bedrooms: 1
Bathrooms: 2
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2023/10/Islamorada-FL-Vacation-Rentals-Florida-Keys-Vacation-Rentals-2.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Oceanside Resort Home For The Best Getaway In Luxurious Angler’s Reef! Beautiful Oceanfront Pool.
Sleeps: 4
Bedrooms: 2
Bathrooms: 2.5
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2022/07/A-Pirates-2.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
A Pirates Great Escape ~ 3BR/2BA Ocean View, Boat Slip Included, Penthouse Condo, Watch The Sunsets.
Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2022/11/Florida-Keys-Florida-Vacation-Rentals-Florida-Keys-Vacation-Rentals-2022-110.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Beautiful 3BR/3BA Home On The Canal w/Pool, Boat Dock, And Much More, New Listing Rate!
Sleeps: 8
Bedrooms: 3
Bathrooms: 3
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2021/05/Florida-Keys-FL-Vacation-Rentals-Florida-Keys-Vacation-Rentals-Florida-Keys-FL-Vacation-Homes-23.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Luxury 3BR/3BA Condo Overlooking Harbor w/Ocean View, Boat Slip, Amenities, Bidet.
Sleeps: 6
Bedrooms: 3
Bathrooms: 3
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2021/05/Florida-Keys-FL-Vacation-Rentals-Florida-Keys-Vacation-Rentals-Florida-Keys-FL-Vacation-Homes-24.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Single Family Home In Angler’s Reef Gated Community, Beaches, Marina, Heated Pool.
Sleeps: 6
Bedrooms: 2
Bathrooms: 3
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2022/11/Florida-Keys-Florida-Vacation-Rentals-Florida-Keys-Vacation-Rentals-2022-111.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Islamorada 3BR/2BA Condo, Dockage, Swimming Pool, Sunsets, Overlooking The Fabulous Florida Bay.
Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2021/05/Florida-Keys-FL-Vacation-Rentals-Florida-Keys-Vacation-Rentals-Florida-Keys-FL-Vacation-Homes-26.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
You Will Love My “Fl Keys Luxury Home”, Pet Friendly, Kitchenette, Waterfront.
Sleeps: 10
Bedrooms: 4
Bathrooms: 4
Pets Considered
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2023/10/Cozy-Caribbean.jpeg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Cozy Caribbean-Style Home w/Outdoor Veranda – Steps To Beach-Entry Pool, Wrap-Around Outdoor Verandas.
Sleeps: 4
Bedrooms: 1
Bathrooms: 1
No Pets
![Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals](https://justthekeys.com/wp-content/uploads/2022/07/Florida-Keys-Florida-Vacation-Rentals-Florida-Keys-Vacation-Rentals-2022-59.jpg)
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Majestic, Upscale, Private, Sandy Beach Estate w/Unprecedented Views & Pool, Crystal Blue Water.
Sleeps: 8
Bedrooms: 3
Bathrooms: 3.5
Pets Considered