Holiday Rentals in Islamorada, FL

This family-friendly apartment is located in Tavernier, a short 5 kilometre walk from Baker's Cay Resort Beach and Harry Harris Park, with Mariners Hospital and Florida Keys Dive Center within a 5 kilometre radius. The accommodation has excellent user, location and cleanliness ratings.
The apartment has 2 bedrooms and 2 bathrooms spread over 84 square metres and can comfortably accommodate up to 4 guests. Amenities include a fully equipped kitchen, a washing machine, free Wi-Fi, a swimming pool, a jacuzzi, a terrace, a garden, a spa, a tennis court, and parking.

This charming bungalow is situated just a short distance from the lively downtown area of Islamorada, offering easy access to the renowned fishing piers and the scenic Overseas Highway. The property has consistently received excellent ratings for location, cleanliness, and overall guest experience.
The cottage comfortably accommodates up to four guests across two bedrooms and one bathroom, spanning 88 square metres. Guests can enjoy a private backyard and porch, a community heated pool, a fully equipped kitchen with modern appliances, a washer and dryer, complimentary bicycles, and a security camera for added peace of mind.

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.

This two-bedroom apartment is located directly on the waterfront in Islamorada, just over 100 kilometres from Miami and within easy reach of numerous bars, restaurants, shops, and a grocery store. This property has received excellent ratings for its location, user experience, and cleanliness.
The 111 square metre apartment can comfortably accommodate up to four guests and features a fully equipped kitchen, a private balcony, and access to a swimming pool, jacuzzi, fitness centre, and garden. Guests can enjoy a range of amenities and activities, including fishing, diving, kayaking, and boat rentals.

This unique barge accommodation in Islamorada, Village of Islands, offers unparalleled access to the Florida Keys' abundant marine life, with precise location details to be confirmed upon booking.
The two-bedroom, one-bathroom vessel sleeps six guests and boasts a full kitchen, air conditioning, Wi-Fi, and on-board grilling facilities, perfect for enjoying fresh seafood catches.

This Tavernier waterfront apartment, a short 1km stroll from Harry Harris Park and within 5km of Mariners Hospital and Pigeon Key, offers stunning views.
The two-bedroom, two-bathroom condo sleeps four, boasting a fully equipped kitchen, free Wi-Fi, a swimming pool, Jacuzzi, tennis court, and private terrace – perfect for families seeking a relaxing Tavernier getaway.

This Islamorada apartment hotel boasts a central location, offering direct beach access and proximity to the History of Diving Museum and Keys History & Discovery Centre.
The 37 square metre self-catering apartment sleeps four, featuring a bedroom, bathroom, fully equipped kitchenette, and a terrace with ocean views, plus access to a heated pool, kayaks, and paddleboards.

This Islamorada beachfront apartment, part of a pet-friendly resort, offers direct beach access and partial ocean views from its 28-square-metre (301 sq ft) balcony, conveniently located near the Islamorada Brewery & Distillery and Indian Key Historic State Park.
The self-catering flat features two queen beds sleeping four, a fully equipped kitchenette including a fridge, microwave, and dishwasher, plus daily housekeeping and continental breakfast; on-site amenities include a heated pool, kayaks, paddleboards, and bike rentals.

This family-friendly apartment is situated in Tavernier, just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, with Mariners Hospital and Florida Keys Dive Center within a 3-mile radius. The property has received excellent user ratings, making it a popular choice for travellers.
The two-bedroom apartment spans 93 square metres and comfortably accommodates up to six guests. You'll enjoy a range of amenities including a swimming pool, jacuzzi, terrace, spa, bar, tennis court, parking, internet access, and a fully equipped kitchen.

This two-bedroom apartment is located in the Anglers Reef community in Islamorada, just a short distance from local shops, bars, and restaurants, and within easy reach of the famous Islamorada "sandbar" and Alligator Reef. The apartment has received excellent ratings from previous guests and offers a peaceful, gated oasis with minimal traffic and stunning ocean views.
The 128 square metre apartment can accommodate up to six guests and features a spacious open layout, granite countertops, updated appliances, and a comfortable king-size bed in the master bedroom. Guests can enjoy a range of amenities, including a private swimming pool, boat docks, private beaches, three flat-screen TVs with Hulu and Netflix, complimentary wireless internet, a Keurig coffee pot, a full-size washer and dryer, and a fully equipped kitchen.

This Islamorada studio apartment is located in the Matecumbe district, offering convenient access to Long Key State Park and Windley Key Fossil Reef Geological State Park, although precise distances are not specified.
The 37-square-metre (approximately 398 square feet) self-catering unit sleeps three, featuring a queen-size bed, a twin sleeper sofa, a fully equipped kitchenette (including fridge, microwave, and dishwasher), and a private balcony; guests also benefit from access to Caloosa Cove Resort and Marina amenities, including a heated swimming pool and beach access.

This Islamorada apartment, near Florida Bay, is conveniently located 5.1 km from Windley Key and 10.5 km from Upper Matecumbe Key.
The 93 square metre property boasts three bedrooms, two bathrooms, sleeping six guests, and features an equipped kitchen, terrace, swimming pool, tennis court, and free Wi-Fi.