Holiday Rentals in Islamorada, FL

This waterfront apartment is situated in Tavernier, just a 1.6km walk from Baker's Cay Resort Beach and Harry Harris Park, offering a peaceful and scenic setting. The property enjoys an excellent user rating, making it a popular choice for travellers.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. The property offers a range of amenities, including a private pool, a spa, a tennis court, and a garden, ensuring a relaxing and enjoyable stay.

This waterfront apartment in Tavernier is located a short 2.4 km walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful waters and the local area. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 84 square metres and comfortably accommodates up to 6 guests, with 2 bedrooms and 2 bathrooms. You'll enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, spa, tennis court, and parking, as well as a fully equipped kitchen and air conditioning.

This bayside villa in Islamorada, Village of Islands, offers a private retreat within 1 kilometre of the Publix Shopping Centre and downtown amenities, ideal for those seeking a tranquil escape with convenient access to local attractions. This three-bedroom, two-bathroom holiday home accommodates up to five guests and features a private heated and chilled swimming pool, a spacious garden with mature trees, and ample parking, including space for a boat trailer, making it perfect for fishing and boating enthusiasts.

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.

Ocean Oasis at Ocean Pointe is situated in Tavernier, a short walk from Harry Harris Park Beach and a short drive from Pigeon Key, offering a tranquil escape in a beautiful location. The property has received very good ratings for its location, cleanliness and overall experience.
This holiday home features a well-equipped kitchen, a private balcony with sea views and a private beach for your enjoyment. Guests can also relax in the hot tub, swim in the pool, or enjoy the garden and outdoor play equipment.

This one-bedroom flat is located in the centre of Islamorada, directly on a private beach with ocean views and within 1.5 kilometres of Islamorada Brewery & Distillery and Florida Keys Brewing Co.
This pet-friendly accommodation offers a heated outdoor swimming pool, complimentary Wi-Fi, and on-site bike, kayak, and paddleboard rentals, with a capacity for four guests.

This holiday home is located just 3km from Windley Key Fossil Reef Geological State Park, Founders Park, and Islamorada County Park, offering easy access to the area's natural beauty and attractions. The property has received excellent ratings for location, cleanliness, and overall guest experience.
The accommodation features two bedrooms, comfortably sleeping up to six guests. Enjoy amenities such as a private pool, spa tub, barbecue grill, and a fully equipped kitchen, perfect for relaxing and enjoying your stay.

This apartment is situated in Tavernier, a village in the Florida Keys, just 8 kilometres from John Pennekamp Coral Reef State Park and Jacob's Aquatic Center. It is rated excellent by previous guests and offers direct access to the beach.
This three-bedroom property spans 110 square metres and can accommodate up to six guests. The apartment has a fully equipped kitchen, a balcony, and a swimming pool, as well as access to tennis courts and kayaking rentals.

This Islamorada holiday flat is located within a resort community, offering convenient access to cultural sites such as the Old Road Gallery and the History of Diving Museum, and is situated near attractions including John Pennekamp Coral Reef State Park and Jacob's Aquatic Centre.
This two-bedroom, two-bathroom apartment features a second-floor patio with sunrise views, air conditioning, a fully equipped kitchen with a microwave oven and dishwasher, internet access, and on-site parking, with complimentary use of paddle boards and kayaks for exploring the waters and access to two swimming pools and gym facilities, subject to a minimum 28-day stay.

Isla Kiwi: Waterfront Boutique Resort in Matecumbe, Islamorada, offers a 3-bedroom villa, a short walk from the Islamorada Brewery & Distillery and Keys History & Discovery Centre, and within a 2.4km radius of the History of Diving Museum and Matecumbe United Methodist Church.
This smoke-free property boasts a 156 square metre floor area, accommodating up to six guests, and features a fully equipped kitchen, private balcony, swimming pool, spa, and free Wi-Fi; barbecue facilities are also available on-site.

This studio apartment is located in the Matecumbe district of Islamorada, Village of Islands, directly on the beach and close to Indian Key Historic State Park and the Hurricane Monument.
This pet-friendly, air-conditioned accommodation offers Wi-Fi, a balcony, and concierge service for up to four guests, with direct access to water sports and nearby cycling opportunities.

This Tavernier oceanfront condo, near Key Largo and Islamorada, offers direct beach access and proximity to attractions such as John Pennekamp Coral Reef State Park.
The 79-square-metre (850-square-foot) apartment sleeps six, featuring two bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, and access to a swimming pool, parking, and on-site resort amenities.

Islander Resort is situated directly on the beach in Islamorada, offering easy access to the beautiful waters of the Florida Keys and the area's attractions. The resort has received very good ratings for its overall experience, with excellent marks for its location and cleanliness.
The resort provides spacious rooms with private porches or lanais, perfect for enjoying the tropical ambiance. Guests can enjoy a range of amenities including swimming pools, a bar and restaurant, a spa, a fitness centre, and a concierge service.

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 waterfront apartment is situated in Tavernier, Florida, just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful beaches and natural surroundings of the Florida Keys. The apartment has received excellent ratings for its location, cleanliness, and overall user experience, making it a popular choice for travellers.
The apartment offers 54 square metres of space, with one bedroom and one bathroom, comfortably accommodating up to three guests. This bright and comfortable apartment comes equipped with a range of amenities, including a fully equipped kitchen, a fireplace, a terrace, a swimming pool, a spa, a tennis court, and free Wi-Fi, ensuring a relaxing and enjoyable stay.

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.