Holiday Rentals in Islamorada, FL

This Plantation Key Colony flat is conveniently located in Islamorada, less than 3.2km from the Florida Keys Dive Center, Old Road Gallery, and Mariners Hospital, and within 9.6km of Islamorada County Park and Rain Barrel Village.
The one-bedroom, one-bathroom apartment sleeps four, features a full kitchen with appliances, laundry facilities, a jacuzzi, parking, and a smart TV; nearby activities include diving, exploring local art galleries, and relaxing in the hot tub.

This apartment is situated directly on the beach in Matecumbe, a neighbourhood in Islamorada, and is close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. It has received excellent user ratings, making it a popular choice for travellers.
The two-bedroom property spans 186 square metres and can accommodate up to eight guests. It offers a range of features, including a private dock and ramp, four kayaks and four bicycles for exploring, a fully equipped kitchen, comfortable living space, spacious bedrooms, in-unit laundry, and a spa.

This oceanfront apartment is situated in Tavernier, Florida Keys, at mile marker 92, offering easy access to the Tavernier Creek for both bay and ocean activities. It has received excellent user ratings, indicating a comfortable and enjoyable stay for guests.
The apartment spans 78 square metres and comfortably accommodates up to 6 guests in its two bedrooms and two bathrooms. Guests can enjoy a range of amenities within the gated resort community, including a heated pool, jacuzzi, BBQ picnic area, tennis courts, a private beach, a dock and marina, a boat ramp, boat and trailer parking, and a waterfront café.

The Waterfront Sunset View Aqua Villa At Conch Shell @ Mangrove Resort Llc is situated in Tavernier, a short walk from Baker's Cay Resort Beach and Mariners Hospital, and within a 5km radius of Florida Keys Dive Center and Harry Harris Park. This resort is highly rated for its location, cleanliness, and overall experience, making it an ideal choice for travellers seeking a relaxing and enjoyable stay.
The houseboat offers 46 square metres of space, featuring a bedroom, bathroom, and a terrace with stunning ocean views. Guests can enjoy the on-site swimming pool, spa, garden, and free WiFi in public areas, as well as explore the surrounding area with its beautiful beaches, parks, and dive centres.

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 boat is situated in the exclusive gated community of Anglers Reef, located at Mile Marker 85 in Islamorada, just a short distance from the beach, Florida Keys Brewing Co., and Florida Keys Dive Center. The boat has been rated excellent by previous guests and offers a private and secure environment for travellers.
The boat features two bedrooms and three bathrooms, comfortably accommodating up to six guests. It includes a range of amenities, such as a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, parking, and complimentary paddleboards and kayaks for exploring the nearby sandbar, fishing, or investigating the mangrove shoreline.

This three-bedroom, three-bathroom house is located in Islamorada, directly on a canal with quick access to both the Bay and the Ocean, just a short distance from the Florida Keys Overseas Highway. The property has excellent user, location and cleanliness ratings.
The home has a spacious open floor plan and can accommodate up to six guests. It offers a private pool, a 60ft concrete dock, a garden, a tennis court, and parking.

The Key Lime Cottage is situated in a peaceful neighbourhood in Islamorada, just 800 metres from Founders Park and a 5-minute drive south of Annes Beach. The cottage has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property offers two bedrooms and a bathroom, comfortably accommodating up to 5 guests. Amenities include a shared heated pool, a communal kayak launch, access to the "Freebee" electric ride service, a full kitchen, outdoor seating with a grill and fire pit, and beach chairs for enjoying the nearby beaches.

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 two-bedroom apartment in Tavernier is conveniently located within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to Tavernier's laid-back charm. The apartment has received excellent user and location ratings and a very good cleanliness rating.
The apartment comfortably accommodates up to six guests and features a fully equipped kitchen, two bathrooms, a washing machine, and a coffee/tea maker. Enjoy relaxing amenities like a TV, internet access, and a terrace/balcony, as well as the convenience of parking and an elevator.

This charming cottage is situated in Islamorada at mile marker 76.7, just a short drive from Caloosa Cove Marina at mile marker 73.5 and Robbie's Marina, offering a peaceful retreat in the Shady Palms community. The cottage boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The property features two bedrooms, making it ideal for families or groups of up to four. Guests can enjoy amenities such as a communal heated pool, a fully equipped kitchen, a private garden, a spa, and a starter pack with essential supplies.

This Tavernier condo is conveniently located near Harry Harris Park (approx. 1km), Mariners Hospital (under 5km), and other attractions within a 10km radius, offering easy access to waterfront activities and medical facilities.
The one-bedroom, one-bathroom apartment sleeps four guests and boasts a fully equipped kitchen, private balcony, free Wi-Fi, on-site pool, hot tub, and tennis court; perfect for exploring Tavernier and its surroundings.

Anglers Reef Vacation Rental is situated just a 5-minute walk from Windley Key and 1.6 kilometres from Windley Key Fossil Reef Geological State Park, offering easy access to some of Islamorada's most popular attractions. This property has received excellent ratings for its location, cleanliness, and overall user experience.
The 2-bedroom villa spans 121 square metres and comfortably accommodates up to 6 guests. Amenities include a private pool, a fully equipped kitchen, a washing machine, a cable flat-screen TV, free Wi-Fi, a terrace, barbecue facilities, and access to a private beach area and water sports facilities.

This Plantation Key Colony holiday home in Islamorada, Village of Islands, is situated approximately 3.2km from the Florida Keys Dive Center and Old Road Gallery, and 9.7km from Islamorada County Park.
This two-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, Jacuzzi, terrace, garden, laundry facilities, and barbecue grills, offering convenient access to local attractions and water activities.

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 oceanfront resort and marina flat in Islamorada, Village of Islands, offers direct access to the beach and is conveniently located for exploring Founders Park, a 25-acre area with sandy beaches and a saltwater swimming area, accessible via Caloosa KeyCard.
This accommodation features one bedroom, two bathrooms, and a capacity for six guests, with amenities including air conditioning, a swimming pool, a garden, and on-site activities such as shuffleboard, pickleball, tennis, and basketball, alongside a full kitchen and two balconies.