Places to stay in Islamorada, FL

Chesapeake Beach Resort is located in Islamorada, Florida, just two miles from Windley Key Fossil Reef Geological State Park and directly on the oceanfront, offering stunning ocean views and easy access to the beach. The resort has received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of rooms and suites, all featuring a 37-inch flat-screen cable TV and a small refrigerator. Guests can enjoy an outdoor pool with ocean views, a Jacuzzi, a terrace or balcony, a garden, and a restaurant and bar on-site.

This Islamorada studio apartment, situated in Matecumbe, offers easy access to Indian Key Historic State Park and Founders Park, both within a few kilometres.
The 37-square-metre self-catering unit sleeps up to three guests, boasting a queen-size bed, a twin sleeper sofa, a full bathroom, and access to Caloosa Cove Resort's amenities including a heated pool and marina.

This Islamorada apartment hotel boasts a central location, offering direct beach access and proximity to the History of Diving Museum and Keys History & Discovery Centre.
The 37 square metre self-catering apartment sleeps four, featuring a bedroom, bathroom, fully equipped kitchenette, and a terrace with ocean views, plus access to a heated pool, kayaks, and paddleboards.

The Matecumbe Resort is situated in Islamorada, a short distance from Sea Oats Beach, Upper Matecumbe Key, and Windley Key, offering a convenient base to explore the beautiful Florida Keys. This 2-star aparthotel consistently receives very good user ratings for its cleanliness, location, and overall experience.
Each self-catering apartment comes equipped with a kitchen, including a fridge, microwave, and other essentials. Guests can enjoy a range of amenities, including a swimming pool, a terrace, a garden, free parking, and Wi-Fi, as well as access to a private beach.

This oceanfront condominium in Tavernier offers direct water access and sweeping sea views, situated approximately 11 kilometres from the island's main attractions and near landmarks such as the Hurricane Monument and Caribbean Club Bar.
This 69 square metre apartment accommodates up to six guests, featuring two bedrooms and two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, a private deck, and shared amenities including a swimming pool and tennis court, with opportunities for jet skiing, kayaking, and scuba diving nearby.

This beachfront flat in Islamorada's town centre offers direct access to a private beach resort and is located approximately 1.2 kilometres from Hurricane Monument and Indian Key Historic State Park, with Windley Key Fossil Reef Geological State Park and San Pedro Underwater Archaeological Preserve State Park also within easy reach.
This one-bedroom, one-bathroom apartment accommodates two guests and includes a heated swimming pool with ocean views, on-site bike rentals, kayaks, paddleboards, daily continental breakfast, and complimentary Wi-Fi, with pets welcome.

Cheeca Lodge & Spa is situated on a 27-acre stretch of waterfront in Islamorada, just a 20-minute drive from downtown Key Largo and 13.7 miles from Long Key State Park. The resort has received very good user ratings, with excellent scores for location and cleanliness.
The property features spacious rooms with balconies and resort views. Guests can enjoy a range of amenities, including a 9-hole golf course, spa, fishing pier, swimming pools, fitness centre, tennis courts, and watersports facilities.

This house is located in the heart of Islamorada, directly on the beach, offering easy access to the area's attractions. The surrounding area is vibrant and offers a range of shops, restaurants, and bars.
This one-bedroom house is 27 square metres and can accommodate up to four guests. It includes a range of amenities, including a private beach, a heated pool with ocean views, and a continental breakfast.

This Islamorada beachfront apartment, centrally located in the Village of Islands, offers easy access to the History of Diving Museum and Keys History & Discovery Center.
The 75 square metre property comprises three bedrooms, three bathrooms, sleeps up to twelve guests, and includes amenities such as a private boat ramp (fee applies), heated pool, daily continental breakfast, and free use of kayaks, paddleboards, and bicycles.

This 1-bedroom flat in Islamorada, Village of Islands, offers direct beach access in the city centre, placing you 300 metres from the History of Diving Museum and the Keys History & Discovery Centre.
This pet-friendly accommodation for two includes air conditioning, Wi-Fi, a swimming pool, and a balcony, with on-site bike rentals, kayaks, and paddleboards available for exploring the surroundings.

This Islamorada apartment, part of a resort with private beach access, is a short walk from the Theatre of the Sea and near Windley Key and Lignum Vitae Key Botanical State Parks.
The one-bedroom, one-bathroom unit sleeps four, offering a balcony with partial ocean views, a kitchenette with fridge and microwave, plus on-site amenities including a heated pool, kayaks, paddleboards, bike rentals, daily continental breakfast and housekeeping.

This one-bedroom flat is located in Islamorada's city centre, directly on the beach, offering direct access to a private beach and proximity to Islamorada Brewery & Distillery and Florida Keys Brewing Co., approximately 2 kilometres away.
Guests can enjoy a heated swimming pool with ocean views, complimentary continental breakfast, and free Wi-Fi, alongside the convenience of pet-friendly accommodation for up to two dogs, with bike rentals, kayaks, and paddleboards available for exploring the surrounding waters and nearby Windley Key Fossil Reef Geological State Park and Indian Key Historic State Park.

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 beachfront flat is situated in Islamorada's city centre, offering direct access to a private beach and proximity to the History of Diving Museum and Keys History & Discovery Center, both within 500 metres.
This one-bedroom flat accommodates up to four guests and features air conditioning, Wi-Fi, a swimming pool, and on-site activities including bike rentals, kayaks, and paddleboards, with a pet-friendly policy for two dogs at an additional charge.

This beachside apartment building is located in Tavernier, Florida, just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, offering a tranquil setting within easy reach of local attractions. The resort consistently receives excellent ratings for its location, cleanliness and overall experience.
The Keys Life At Ocean Pointe apartment offers two bedrooms, a sofa bed and a balcony, providing ample space for families or groups. Guests can enjoy a range of amenities including a swimming pool, Jacuzzi, tennis court, and a bar, as well as direct access to the beach.

This Islamorada beachfront apartment, part of a pet-friendly resort, offers direct beach access and is within easy reach of the Islamorada Brewery & Distillery and Florida Keys Brewing Co., both a short drive or walk away.
The 27-square-metre (290 sq ft) self-catering flat features two queen beds, sleeping up to four guests, and includes a refrigerator, microwave, and Keurig coffee maker; on-site amenities comprise a heated pool, kayak and paddleboard rentals, plus a daily continental breakfast.

This waterfront condominium in Tavernier offers direct ocean access and is a short drive to Harry Harris Park and Windley Key Fossil Reef Geological State Park.
This 78 square metre flat accommodates up to six guests with two bedrooms and two bathrooms, featuring a fully equipped chef's kitchen, high-speed WiFi, a private balcony with ocean views, and access to resort amenities including a swimming pool and tennis courts.

This Tavernier apartment is located just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, both offering a relaxed beach atmosphere, and is within 5 kilometres of Mariners Hospital and Florida Keys Dive Center. It has received excellent ratings for location, cleanliness, and overall user experience.
The one-bedroom apartment spans 60 square metres and comfortably accommodates up to four guests. It offers a range of amenities including a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a tennis court, and a garden, ensuring a relaxing and enjoyable stay.

This Key Largo oceanfront property is situated 1 kilometre from Pigeon Key, 13.5 kilometres from John Pennekamp Coral Reef State Park, and 16 kilometres from Windley Key, offering easy access to major attractions.
This 250 square metre house boasts three bedrooms, three bathrooms, sleeps up to 17 guests, and includes a private pool, Jacuzzi, and a fully equipped kitchen; water sports are available on-site.

This apartment is situated in a gated community on the Atlantic Ocean, between Key Largo and Islamorada, just south of Tavernier, offering a peaceful and secluded setting. The property has received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom, two-bathroom suite spans 79 square metres and comfortably accommodates up to six guests. The apartment provides a fully equipped kitchen, a terrace, a swimming pool, a jacuzzi, and a garden, as well as access to a bar, sauna, and the beach within the gated community.

This oceanfront apartment is located in Tavernier, just a short distance from the Florida Keys Dive Center and Bluefin Rock Harbor Marina, offering easy access to the area's attractions and activities. It has received excellent ratings from previous guests, highlighting its comfortable and convenient features.
The two-bedroom, two-bathroom apartment spans 78 square metres and comfortably accommodates up to six guests. It offers a range of amenities, including a swimming pool, a jacuzzi, a terrace, and a garden, as well as a fully equipped kitchen and air conditioning.

This three-bedroom, three-bathroom apartment is located in the city centre of Islamorada, Village of Islands, directly on the beach and within 500 metres of the History of Diving Museum and Hurricane Monument, offering direct access to a private beach and proximity to cultural landmarks like the Keys History & Discovery Centre and Indian Key Historic State Park.
This pet-friendly accommodation for up to 12 guests features a heated outdoor swimming pool with ocean views, complimentary daily continental breakfast, on-site bike rentals, kayaks, paddleboards, and outdoor BBQ facilities, with free Wi-Fi and premium bedding provided throughout.

This Tavernier condo, a short walk from Harry Harris Park Beach and 5km from Pigeon Key, offers easy access to local attractions including Windley Key (13km) and John Pennekamp Coral Reef State Park (18km).
This 65 square metre apartment sleeps seven, boasting two bathrooms, a fully equipped kitchen with dishwasher and oven, a private balcony, in-unit laundry facilities, and access to a swimming pool, jacuzzi, tennis court, and free parking and Wi-Fi.

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 secluded houseboat in Islamorada, Village of Islands, offers complete privacy and unparalleled access to the Florida Keys' marine ecosystem, its precise location within the vast waterways determining proximity to specific landmarks.
The two-bedroom, one-bathroom floating accommodation sleeps four guests and features a kitchen, air conditioning, internet access, and provides a unique off-grid experience with opportunities for fishing and watersports.

This Tavernier flat is located approximately 105 kilometres from Miami International Airport and offers convenient on-site private parking.
This spacious one-bedroom flat, measuring 51 square meters, comfortably accommodates up to seven guests with a separate living room, fully equipped kitchen, air conditioning, free WiFi, private terrace, and an on-site washing machine.

This first-floor flat offers direct access to the Caloosa resort amenities in Islamorada, Village of Islands, and is just 200 metres from Founders Park's sandy beaches and saltwater swimming area.
Accommodating up to six guests, this apartment features one bedroom, two bathrooms, a fully equipped kitchen without a dishwasher, two balconies, and complimentary resort transport, with on-site marina docking available for an extra charge.

This apartment is situated in Tavernier, just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. The property has received excellent ratings from previous guests, highlighting its quality and amenities.
The apartment comfortably accommodates up to six guests in its two bedrooms and two bathrooms. It features a fully equipped kitchen, a private balcony with ocean views, and access to a swimming pool, jacuzzi, and tennis court.