Holiday Rentals in Islamorada, FL

This holiday home in Tavernier is located with unobstructed ocean views and is a 1.08-kilometre walk to Harry Harris Park Beach.
This spacious three-bedroom, two-bathroom property offers accommodation for up to 10 guests, featuring air conditioning, free WiFi, a fully equipped kitchen, a swimming pool, and a spa.

This Tavernier apartment is directly on the beach, just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park. The property has received excellent ratings for location, cleanliness, and overall experience.
The apartment is a one-bedroom, one-bathroom property with a floor area of 56 square metres, suitable for up to four guests. Amenities include a fully equipped kitchen, a swimming pool, a jacuzzi, a terrace, a garden, and parking.

Isla Honeydew, a three-bedroom waterfront villa in Matecumbe, Islamorada, is located within 1.6km of the Islamorada Brewery & Distillery and Keys History & Discovery Centre, and under 2.4km from the History of Diving Museum.
This 156 square metre property offers a fully equipped kitchen, private balcony, swimming pool, garden, and parking, accommodating up to six guests.

This direct oceanfront luxury property in Islamorada, Village of Islands, is located 4.66 kilometres from Upper Matecumbe Key and is an 11-minute walk from Windley Key and a 9-minute walk from Theater of the Sea.
This 223 square metre, 3-bedroom holiday home accommodates up to 15 guests and features a speakeasy lounge, dock, swimming pool, garden, fitness centre, and an indoor play area, with complimentary WiFi, bikes, and private parking provided.

This four-bedroom, three-bathroom villa offers prime waterfront living in an upscale neighbourhood of Islamorada, Village of Islands, located 1.5 hours' drive from Miami and Key West, and 1 kilometre from the Holiday Isles Tiki Bar.
This spacious property, covering 223 square metres, accommodates up to eight guests and features a heated swimming pool, jacuzzi, and an independent one-bedroom apartment, with modern furnishings and internet access, providing an excellent base for exploring local attractions such as swimming with dolphins and stingrays, just 1 minute away.

This Islamorada condominium is located within the exclusive Maison Matecumbe gated community, a 9-unit complex situated off the old road at mile marker 81, offering convenient access to the Islamorada Marina.
This 3-bedroom, 3-bathroom apartment accommodates up to 6 guests and features a recently renovated swimming pool and hot tub, direct sandy beach access, air conditioning, a full kitchen, and private parking.

The Sand Dollar houseboat is situated in Tavernier, just a short distance from the Florida Keys Overseas Highway and a few miles from John Pennekamp Coral Reef State Park. The property enjoys excellent ratings for cleanliness, location, and user experience.
The floating accommodation measures 46 square metres and features a master bedroom, a loft with two twin beds, and a queen-sized sofa bed in the living room. Guests can enjoy a range of amenities, including a full kitchen, air conditioning, a swimming pool, a garden, and a spa.

This apartment is located in Tavernier, just a short walk from Baker's Cay Resort Beach and Harry Harris Park and within a 5km radius of Mariners Hospital and Florida Keys Dive Center. This property has received excellent user ratings, making it a popular choice for travellers.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. It boasts a fully equipped kitchen, a washing machine, a sofa bed, and a balcony, with a private pool, a tennis court, and a Jacuzzi on-site.

Paradise Palms Ocean Pointe 1206, a Key Largo property, is situated a short 1.9km walk from Harry Harris Park Beach and within easy driving distance of Pigeon Key, Windley Key, and John Pennekamp Coral Reef State Park.
This two-bedroom, two-bathroom house offers 77 square metres of living space, sleeping up to eight guests and boasting a private pool, garden, free Wi-Fi, and a fully equipped kitchen including a dishwasher; nearby attractions include the beaches of Key Largo.

Isla Lychee: Little Basin Villas, a waterfront boutique resort in Matecumbe, Islamorada, is within walking distance of the Islamorada Brewery & Distillery and Keys History & Discovery Centre, and less than 2.4km from the History of Diving Museum.
This 156 square metre, three-bedroom villa sleeps six, offering four bathrooms, a fully equipped kitchen, free Wi-Fi, a private balcony, and access to on-site barbecue grills.

This waterfront apartment in Tavernier is conveniently located just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful beaches of the Florida Keys. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment features two bedrooms and two bathrooms, spanning 91 square metres and comfortably accommodating up to six guests. Enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, barbecue grills, and a fully equipped kitchen, all set within a beautiful garden area.

This two-bedroom flat in Islamorada, Village of Islands, boasts an exceptional beachfront position within the village, offering direct access to the coast and situated just 270 metres from Windley Key Fossil Reef Geological State Park and 810 metres from Hog Heaven.
This accommodation for up to eight guests features air conditioning, Wi-Fi, a shared swimming pool, and a private balcony, with concierge services available and proximity to sailing, kayaking, mountain climbing, and hiking activities.

This holiday home in Islamorada is located just 1.6 kilometres from both Sunset Drive Beach and Anne's Beach, offering easy access to the beautiful Florida Keys coastline. The property has received excellent ratings from previous guests, highlighting its comfortable and convenient features.
The three-bedroom house spans 125 square metres and can comfortably accommodate up to 10 guests. Amenities include a private pool, a fenced yard, a barbecue grill, concierge services, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.

This house is located in the heart of Islamorada, directly on the beach, offering easy access to the area's attractions. The surrounding area is vibrant and offers a range of shops, restaurants, and bars.
This one-bedroom house is 27 square metres and can accommodate up to four guests. It includes a range of amenities, including a private beach, a heated pool with ocean views, and a continental breakfast.

This canal-front property in Islamorada, Florida Keys, offers 60 feet of private dockage and is a short walk from local beaches.
The two-bedroom, one-bathroom house sleeps five guests and boasts multiple outdoor spaces, a fully equipped kitchen with stainless steel appliances, smart TVs, high-speed WiFi, and proximity to restaurants.

This charming house is located in the Angler's Reef complex at Mile Marker 85 in Islamorada, a short drive from the popular attractions of the Upper Keys. It consistently receives excellent ratings for its location, cleanliness, and overall experience.
The property offers two bedrooms and two bathrooms, comfortably accommodating up to six guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private pool, direct beach access, and kayaking opportunities.