Places to stay in Islamorada, FL

Isla Guava: Waterfront Boutique Resort in Matecumbe, Islamorada, offers convenient access to the Islamorada Brewery & Distillery and Keys History & Discovery Centre (both within 1.6km), and the History of Diving Museum (within 2.4km).
This smoke-free villa boasts a 156 square metre floor area, sleeping up to six guests in three bedrooms and four bathrooms, and features a private balcony, fully equipped kitchen, swimming pool, spa, and free Wi-Fi.

This apartment is located in Islamorada, Village of Islands, just a short drive from the Overseas Highway and a few kilometres from the lively downtown area. It has received excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom, two-bathroom home can comfortably accommodate up to four guests. It features a well-equipped kitchen, air conditioning, a swimming pool, parking, and internet access, making it ideal for a relaxing and enjoyable stay.

This Islamorada waterfront home, boasting 60 feet of private canal frontage, offers easy access to Founders Park Beach and Park, a short cycle ride away.
The two-bedroom, two-bathroom property sleeps five guests and features a fully equipped kitchen with dishwasher, air conditioning, high-speed Wi-Fi, a screened porch, and a large garage for boat storage; BBQ facilities are also available.

This Islamorada holiday apartment is centrally located in the Village of Islands, close to the History of Diving Museum and Keys History & Discovery Centre.
The 30-square-metre property features a king-size bed, twin sofa bed, kitchenette, and balcony, accommodating up to four guests, with on-site amenities including a heated pool, kayaks, paddleboards, and bike rentals, plus daily continental breakfast and complimentary parking.

This one-bedroom flat is located in the centre of Islamorada, Village of Islands, directly on the beach, offering ocean views and convenient access to the History of Diving Museum and Keys History & Discovery Centre.
This pet-friendly accommodation for up to four guests provides air conditioning, Wi-Fi, a swimming pool, and parking, with complimentary continental breakfast and on-site kayaks and paddleboards available for exploring the surrounding waters.

This four-bedroom house is situated in a high-end neighbourhood of waterfront homes in Islamorada, within easy walking distance of the village's main attractions.
The property is fully equipped and offers a private downstairs unit, perfect for multi-generational families, and a swimming pool, Jacuzzi, and garden, making it ideal for a relaxing getaway.

This fully furnished two-bedroom, two-bathroom flat offers convenient access, situated directly off the Overseas Highway in Islamorada, Village of Islands, with dedicated off-street parking.
This apartment sleeps four guests and features a kitchen with a fridge, freezer, microwave oven, and dishwasher, plus an in-unit washer and dryer, modern stainless steel appliances, granite countertops, and luxurious tile showers, with a minimum stay of 28 days.

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 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 one-bedroom apartment, located in the Matecumbe district of Islamorada, is just a short walk from Anne's Beach and Sunset Drive Beach, and within a 3.2 km drive of San Pedro Underwater Archaeological Preserve State Park and Robbie's of Islamorada. The 46 square metre property features a fully equipped kitchen, a balcony, a swimming pool, a Jacuzzi, and a tennis court, and can accommodate up to five guests.

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 waterside holiday let in Plantation Key Colony, Tavernier, offers a 5-minute journey to both Florida Bay and the Atlantic Ocean, close to John Pennekamp Coral Reef State Park.
This four-bedroom holiday home sleeps eight, featuring a third-floor primary suite, a first-floor guest suite, a heated swimming pool, a waterfront tiki hut, a gas grill, and dockage for boats up to 10.67 meters with a fish-cleaning station and bait freezer.