Search all holiday resorts in Islamorada, FL

This beachfront villa in Matecumbe, Islamorada, is situated a 15-minute walk from Indian Key Historic State Park and Bud n' Mary's Dive Centre, and under 2 km from the Hurricane Monument and Florida Keys Brewing Co.
The 99 square metre property boasts two bedrooms, two bathrooms, sleeps eight guests, and includes a swimming pool, terrace, and fully equipped kitchen; concierge services are also available.

This beach bungalow, part of the "2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay" offer, is located in Matecumbe, Islamorada, within 2 kilometres of Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park, with MoradaWay Arts & Cultural District and Keys History & Discovery Center also nearby.
Each 2-bedroom, 2-bathroom unit accommodates up to six guests, featuring a full kitchen, private washer/dryer, complimentary use of kayaks and bicycles, and direct access to a private beach, alongside on-site amenities including a pool, hot tub, fishing pier, and boat ramp with a complimentary slip.

This beachfront villa in Matecumbe, Islamorada, is situated a short 2.4km walk from Indian Key Historic State Park and Bud n' Mary's Dive Centre, and under 1.6km from the Hurricane Monument and Florida Keys Brewing Co.
This three-bedroom, one-bathroom property offers 67 square metres of living space, sleeping up to eight guests and boasting a swimming pool, terrace, and concierge service, alongside convenient amenities such as Wi-Fi and parking.

This Islamorada apartment is situated on a private beach, a short walk from the Theatre of the Sea and close to Windley Key Fossil Reef and Lignumvitae Key Botanical State Parks.
The 301 sq ft (28 sq m) self-catering unit sleeps four, features two queen beds, a balcony, daily housekeeping, and includes a fridge, microwave, dishwasher, and a Keurig coffee maker; on-site amenities comprise a heated pool, kayaks, paddleboards, bike rentals, and a daily continental breakfast.

This pet-friendly beachside apartment, offering the 'Two Bedrooms Suite W/ocean View, Pool, Free Parking & Pet Friendly', is situated in Islamorada's Matecumbe district, close to parks and easily accessible to the Morada Way Arts & Cultural District and Keys History & Discovery Centre.
The two-bedroom suite boasts an ocean view, private balcony, and accommodates up to eight guests, with amenities including Wi-Fi, a pool, and proximity to water sports such as jet skiing and scuba diving at Bud n' Mary's Dive Center.

This beachfront estate, offering the "Beachfront Estate - Two Villas Heated Pools Docks Dolphin Mahi Key" package, is located in Islamorada, Village of Islands, 2.25 kilometres from Sea Oats Beach and 9 kilometres from Upper Matecumbe Key.
This property comprises two private villas featuring heated swimming pools, on-site docking, fully equipped kitchens, and air conditioning, accommodating up to 27 guests with direct sea access and balconies.

Ragged Edge Resort & Marina is located in Islamorada, just a short drive from Windley Key and Upper Matecumbe Key, offering easy access to the area's natural beauty. The resort has consistently received excellent ratings for location, cleanliness, and overall experience.
The accommodation features a mix of rooms and suites, some with balconies offering sea views. Guests can enjoy amenities such as a swimming pool, terrace, free bikes, a communal grill, and free Wi-Fi.

This Islamorada apartment, situated on a private beach within walking distance of the Theatre of the Sea and close to Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park, offers convenient access to local attractions.
The 37 square metre self-catering flat features two queen beds and a sofa bed, sleeping up to four guests, and includes a kitchenette, daily housekeeping, complimentary continental breakfast, and access to resort amenities such as a heated pool, kayaks, paddleboards, and bicycles.

This beachfront suite, ‘Beachside Retreat In Islamorada - Suite W/ Pool View Queen | Family Ready’, is situated in Matecumbe, Islamorada, within a 2.4km walk of Indian Key Historic State Park and Bud n' Mary's Dive Centre, and under 1.6km from the Hurricane Monument and Florida Keys Brewing Co.
The 42 square metre self-catering apartment offers a queen-size bed, one bathroom, sleeps six, and includes a pool, terrace, and concierge service, providing easy access to Islamorada's attractions.

This Islamorada resort offers a "Convenient Stay, Superb Location, Free Breakfast" package, situated on a private beach just 200 metres from the History of Diving Museum and within easy reach of Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park.
This family-friendly accommodation, suitable for up to four guests, features air conditioning, Wi-Fi, an outdoor heated swimming pool, and allows pets for an additional fee, with complimentary parking available.

This houseboat is situated on the waterfront in Tavernier, just a short walk from Baker's Cay Resort Beach and Mariners Hospital, offering easy access to the Florida Keys Dive Center and Harry Harris Park. The property has consistently received excellent ratings for its location, cleanliness and overall experience.
The houseboat features three bedrooms and two bathrooms, providing comfortable accommodation for a family or group of friends. The spacious living area, complete with a fully equipped kitchen, air conditioning, and a private swimming pool, offers a relaxing retreat with stunning waterfront views.

This beachfront villa in Matecumbe, Islamorada, enjoys a central location, less than 2km from Hurricane Monument and the Florida Keys Brewing Company, and a 15-minute walk from Indian Key Historic State Park and Bud n' Mary's Dive Centre.
The 125 square metre property offers two bedrooms, one bathroom, sleeps eight guests, and includes a swimming pool, terrace, and concierge service, alongside amenities such as Wi-Fi and parking.