Holiday Rentals in Islamorada, FL

Starfish Seas Key Largo Ocean Pointe 1302, located in Key Largo, offers ocean views and is a 2km walk from Harry Harris Park Beach, with easy access to Pigeon Key (5.1km), Windley Key Fossil Reef Geological State Park (15km), and John Pennekamp Coral Reef State Park (18km).
This 77 square metre, two-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, swimming pool, jacuzzi, garden, parking, air conditioning, Wi-Fi, and cable TV.

This ground-floor suite in Islamorada, Village of Islands, is located within a resort and marina, offering direct beach access and proximity to Founders Park, which is accessible via a complimentary transport app.
This apartment offers accommodation for up to six guests, featuring a private bedroom with two queen beds and an en-suite bathroom, a compact kitchen, and access to resort facilities including a heated swimming pool, tennis courts, and beachside charcoal grills.

This beachfront resort in Islamorada's city centre is located within 2 kilometres of Windley Key Fossil Reef Geological State Park and Indian Key Historic State Park.
This one-bedroom, one-bathroom apartment for two guests offers direct access to a private beach, a heated swimming pool with ocean views, complimentary continental breakfast, on-site bike and kayak rentals, outdoor BBQ facilities, lawn games, and a boat ramp, with pets allowed.

This waterfront apartment is located in Tavernier, within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering a peaceful escape close to local attractions. The property has consistently received excellent ratings for cleanliness, location, and user experience, ensuring a comfortable stay.
The apartment spans 88 square metres and comfortably accommodates up to four guests in two bedrooms and two bathrooms. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, and a private balcony, perfect for relaxing and enjoying the Florida Keys lifestyle.

This beachfront flat in Islamorada's city centre offers direct access to a private beach resort and is located within 1 kilometre of Windley Key Fossil Reef Geological State Park and Indian Key Historic State Park.
This pet-friendly accommodation for up to four guests features a heated swimming pool with ocean views, an on-site boat ramp, complimentary Wi-Fi, and daily continental breakfast, with bike rentals, kayaks, and paddleboards available for water activities.

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 Islamorada beachfront apartment, situated in the Matecumbe district, offers easy access to Anne's Beach (under 2km) and Sunset Drive Beach (under 1.6km), placing you near the MoradaWay Arts & Cultural District and Robbie's of Islamorada.
The two-bedroom, two-bathroom condo sleeps six, boasting a fully equipped kitchen, in-unit laundry, a balcony, shared pool and garden access, plus free Wi-Fi and BBQ facilities.

This canal-side flat in Tavernier, Islamorada, is less than 500 metres from waterfront dining, shops, and attractions such as the Florida Keys Wild Bird Centre.
This one-bedroom, one-bathroom flat accommodates up to four guests and features a king-size bed, a large shower, a terrace, a garden with a grill and sunset views, a 50-foot dock, a dockside Tiki Hut, and an eight-person hot tub.

This second-floor flat in Islamorada, Village of Islands, offers tranquil marina views and is situated close to beaches and resort amenities.
This apartment sleeps up to six guests and features a full-sized kitchen, two private balconies, and access to a heated resort pool, alongside on-site recreational facilities and complimentary resort transport.

This two-storey townhouse is located in Islamorada, just off Mile Marker 87, a short distance from Founders Park and Plantation Yacht Harbour, offering a peaceful retreat in a vibrant fishing district. The property has received excellent ratings for location, cleanliness, and user experience.
The townhouse spans 126 square metres and accommodates up to eight guests in two bedrooms and two bathrooms. Guests can enjoy a range of amenities including a private swimming pool, a garden, a terrace, parking, and access to the Executive Bay Club's facilities.

This luxurious villa is located in the Art District of Islamorada, a short walk from the Morada Way Arts & Cultural District and Islamorada Library Beach Park, and within a few kilometres of the Theater of the Sea, Robbie's Marina, and the History of Diving Museum. The villa is part of an upscale community with a private heated pool, a bayside boat dock, and BBQ facilities.
The three-bedroom villa can accommodate up to six guests, with each bedroom featuring its own ensuite bathroom. The villa offers a fully equipped kitchen, a private deck, a top balcony with waterfront views, and a garden, all within a short distance of restaurants, shops, and other attractions.

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.