Skip to main content

Check out our selection of great beach rentals in Islamorada

Filter by:


Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

Offering an outdoor swimming pool and a garden, Anglers Reef Getaway in Islamorada is close to Windley Key and Windley Key Fossil Reef Geological State Park.

loved the location and the quick responses from the host.

Show more Show less
9
Wonderful
24 reviews

Anglers Reef Paradise is located in Islamorada, 984 feet from Windley Key, and a private beach area, free bikes and an outdoor swimming pool are accessible in-house. This property offers free WiFi.

Location perfect. Right in the middle of Islamorada. Grounds are beautiful and well maintained. Great view of the ocean from the pool. The pool was great. Clean and large. Bathrooms by the pool is a great touch. The house was large and beautiful and clean and well furnished. Fantastic neighborhood. Could not have chosen a better place to stay.

Show more Show less
9.2
Wonderful
25 reviews

Matecumbe Resort features a public bath and air-conditioned accommodations in Islamorada, 1.2 miles from Sea Oats Beach.

wow booked last minute, right on the little beach , beautiful views from windows, everything you need.

Show more Show less
8.5
Very Good
326 reviews
Price from
$165
per night

EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS in Islamorada provides accommodations with a private beach area, an outdoor swimming pool, and a garden.

Show more Show less
8.5
Very Good
2 reviews
Price from
$131.53
per night

Just a 6-minute walk from Anne's Beach and one mile from Sea Oats Beach, Tollgate Tides features accommodations in Islamorada with a garden.

Show more Show less
Price from
$184.29
per night

Providing an outdoor swimming pool, Beachfront Villa at Islamorada BY THE GLAMHOMES offers accommodations in Islamorada.

Show more Show less
Price from
$692.55
per night

Plaza Del Sol is located in Islamorada, just 1.4 miles from Anne's Beach and 8.2 miles from Upper Matecumbe Key. This vacation home features accommodations with a balcony.

Show more Show less
Price from
$267.11
per night

Two White Turtles offers accommodations in Islamorada, 21 miles from Florida Keys Aquarium Encounters and 21 miles from Pigeon Key.

Show more Show less

Waterfront Wonder is located in Islamorada, just 1.5 miles from Anne's Beach and 7.6 miles from Upper Matecumbe Key. Guests may go for a swim in the private pool.

Show more Show less
Price from
$1,035.64
per night

Casa Koto offers accommodations in Islamorada, a 13-minute walk from Sea Oats Beach and 1.4 miles from Anne's Beach. This beachfront property offers access to a balcony and free Wifi.

Show more Show less
Price from
$508.21
per night

Most booked beach rentals in Islamorada this month

FAQ about beach rentals in Islamorada





gogless