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 one-bedroom apartment is located in Plantation Key Colony, a neighbourhood in Tavernier, just 160 kilometres from Miami International Airport and a short distance from the attractions of the Upper Keys. It has received excellent user ratings, making it a popular choice for travellers.
The apartment has a modern and comfortable interior, ideal for families of up to four people. It offers a range of amenities including internet access, a kitchen with a fridge and microwave, air conditioning, a terrace or balcony, and a spa. Guests can enjoy a peaceful retreat while having easy access to a variety of activities such as fishing, diving, exploring museums, shopping, and beaches.

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 three-bedroom, three-bathroom flat is located in the exclusive, gated Peaceful Palms oceanfront community in Islamorada, Village of Islands, offering ocean-view balconies and a 6-minute drive to Publix, 10 kilometres to The Square Grouper, and 12 kilometres to Robbie's Marina.
This family-friendly residence comfortably accommodates seven guests, featuring a private primary suite, a bonus room with an air hockey table, a shared heated pool, an oceanfront dock with two paddleboards, and an EV charger.

This waterfront apartment is situated in Islamorada's Matecumbe district, just a short distance from Bud n' Mary's Dive Center and Florida Keys Brewing Co., offering stunning views of the ocean and marina. The apartment has received excellent user ratings, indicating a high level of satisfaction among previous guests.
The apartment is spacious, measuring 158 square metres and accommodating up to 6 guests. It features a range of amenities and activities, including a private dock, a heated pool, a hot tub, a fitness centre, lighted tennis courts, a clubhouse, and a well-equipped equipment closet.

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 tropically furnished condominium in the gated Futura Yacht Club offers direct Gulf of Mexico views from a 5th-floor balcony, located centrally within the Village of Islamorada, providing easy access to local restaurants, shops, and recreational activities.
This 93 square meter apartment, ideal for up to 4 guests, features 2 bedrooms and 2 bathrooms, a newly renovated kitchen with quartz countertops, air conditioning, and on-site amenities including a heated swimming pool, tennis and pickleball courts, and a beach area with picnic tables and a firepit.

This waterfront apartment in Tavernier is conveniently situated just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to beautiful beaches and natural attractions. The apartment has received excellent ratings for its location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay.
The two-bedroom, two-bathroom apartment spans 87 square metres and comfortably accommodates up to six guests. The property is fully equipped with modern amenities, including a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, making it ideal for families or groups seeking a relaxing and active holiday.

This two-bedroom apartment is situated in the Futura Yacht Club in Tavernier, Islamorada, just a short distance from Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park. The apartment has received excellent user ratings and offers a peaceful and secluded escape.
The apartment can accommodate up to six guests and comes equipped with a fully equipped kitchen, laundry facilities, cable TV, and internet access. Guests can enjoy a variety of amenities, including a swimming pool, tennis courts, a basketball court, a fish cleaning station, and direct waterfront views from the balcony.

Apartment to rent. You will be in Islamorada, Village of Islands.
Facilities and services: an iron, free parking and a kitchen. Take advantage of the pool in this apartment.

This beachfront apartment in Tavernier offers direct access to the ocean and is within walking distance of John Pennekamp Coral Reef State Park, with Windley Key Fossil Reef Geological State Park a short drive away.
This 56-square-metre flat accommodates up to four guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a shared heated swimming pool open year-round, and complimentary parking for one vehicle.

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.

This oceanfront villa is located within the gated Peaceful Palms community in Islamorada, offering convenient access to dining and marinas within a 15-kilometre drive, and is just 640 metres from the Theater of the Sea.
This 156 square metre house accommodates up to six guests across three bedrooms, each with an en-suite bathroom, and features a recreation level with a Peloton, bicycles, paddleboards, and a pool table, alongside access to a heated community pool and an oceanfront boat dock.

This one-bedroom apartment in Marathon, a short drive from Islamorada's attractions, offers direct waterfront access.
The 4-guest property features two bathrooms, a fully equipped kitchen including a dishwasher, a swimming pool, and parking, providing a relaxing retreat with easy access to local amenities.

This studio apartment is situated in Islamorada, Village of Islands, offering direct access to oceanfront resort amenities and a 25-acre Founders Park with a saltwater swimming area, accessible via the Caloosa KeyCard.
Accommodating up to three guests, this first-floor unit features a queen bed and a twin sofa sleeper, a compact kitchen for light meal preparation, and offers full access to resort facilities including a heated swimming pool with ocean views, along with nearby recreational activities such as shuffleboard, pickleball, and tennis.

This apartment is located in Islamorada, a charming seaside village known for its stunning coral reefs, and is just a short walk from the Theater of the Sea and nearby tropical forests like Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. This property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. Guests can enjoy a range of amenities, including a private beach, a heated pool with ocean views, a private boat ramp, kayaks, stand-up paddleboards, bicycles, and a daily continental breakfast.