Where To Stay In Islamorada, Florida - Updated 2022

where to stay in islamorada

Located in Monroe County in the state of Florida, Islamorada is a beautiful charming village that is made up of six of the Florida Keys. Its majestic coastline is famously known for its coral reefs which are the main source of tourist attraction in this area. That is not the only landmark attraction that makes Islamorada a prime destination for vacationers. Other major attractions include the Theater of the Sea, History of Diving Museum, and Windley Key Fossil Reef Geological State Park among others. Are you planning to go for a vacation in lovely Islamorada? Read on to know more about where to stay in Islamorada, Florida during your vacation.


1. La Siesta Resort and Marina (from USD 329)

This lovely hotel is perfectly located in an idyllic neighborhood, in front of the ocean just off the Overseas Highway. La Siesta Resort and Marina come with some attractive features like an outdoor pool and a hot tub. Guests are also treated for free continental breakfast at the poolside. The bedrooms are nicely furnished with large comfy beds, clean linen, and storage areas. The guest rooms also feature sparkling clean en suite bathrooms with clean towels and toiletries. There’s a kitchen where you can prepare meals. Other services that guests get to enjoy in this hotel include high-speed WiFi and free parking.

La Siesta Resort & Villas

Wifi Available

Address: 80241 Overseas Highway
Accommodates: 13

Parking Restaurant Pets allowed Bar Non-smoking rooms Facilities for disabled guests Family rooms Free parking

2. Sunset Inn (from USD 179)

Strategically located just off the Overseas Highway, is the luxurious Sunset Inn, a wonderful hotel that is wonderful for a couple on vacation or those looking to have a good time. To add more excitement to your stay, the hotel offers guest opportunities to engage in outdoor activities like biking, hiking, and even swimming in the outdoor swimming pool. Guests can also do a barbecue as the hotel also offers barbecue facilities. There are comfy fully furnished guests’ rooms with cozy beds, nice bathrooms, and a fully equipped kitchen. A flat-screen TV, high-speed WiFi, and free parking space among the services guests get to enjoy.

Sunset Inn

Wifi Available

Address: 82200 Overseas Highway
Accommodates: 4

Parking Garden Non-smoking rooms Facilities for disabled guests Free parking Internet services BBQ facilities WiFi Available

3. Pelican Cove Resort and Marina (from USD 193)

This luxurious hotel is perfectly located in a private idyllic beach in the Florida Keys, just off of the Overseas Highway. The hotel features a unique saltwater lagoon and a cabana café where you can treat yourself to some delicacies. The guest rooms are wonderfully furnished and come with a private balcony, a cable TV, and comfy sofas in the seating area. Each room comes with cozy beds, clean bathrooms, a coffee machine, and a fridge to store your foodstuffs. There’s an on-site bar with refreshing drinks where you can grab a beer or a cocktail. Free parking and WiFi are also included.

Pelican Cove Resort & Marina

Address: 84457 Overseas Highway

4. Amara Cay Resort (from USD 369)

This is a cozy beachfront hotel that is strategically located off the Overseas Highway, just about eight minutes’ drive from Anne’s beach and Windley Key Fossil Reef Geological State Park. The hotel has an outdoor pool and features a state-of-the-art fitness center. Guests will have access to high-speed WiFi and free parking within the premises. The guest rooms are cozy and feature a stylish interior with parqueted floors. They are furnished with cozy luxurious beds with clean linens, a flat-screen TV, clean bathrooms, and storage areas. Every guest room comes with a standard safety deposit box and a nice space with a work desk.

Amara Cay Resort

Wifi Available

Address: 80001 Overseas Highway
Accommodates: 10

Parking Restaurant Pets allowed Meeting/banquet facilities Bar 24-hour front desk Fitness centre Golf course (within 3 km)


5. Casa Morada (from USD 296)

This lovely beachfront resort is situated in an excellent location off Madeira Road, just a few minutes to Casa Morada and Windley Key. Featuring a private beach, Casa Morada is an adults-only resort near Upper Matecumbe Key. Some of the key features of the resort include an outdoor pool, free WiFi, and private parking. There’s an on-site bar where guests can relax and enjoy drinks if they are not snorkeling or kayaking. The guest rooms are nicely furnished with cozy beds, a flat-screen TV, DVD, and CD players. The rooms come with bathrooms with essential toiletries. Some rooms have wonderful views.

6. Lime Tree Bay Resort (from USD 199)

Are you looking for a perfect place to stay during your vacation in Islamorada? Look no further, Lime Tree Bay Resort is the ideal choice for you. Perfectly located off the Overseas Highway is this luxurious resort that is perched on a one-quarter mile (0.4 km) of private beach on Long Key. The hotel features spacious luxurious rooms and two swimming pools. They are tastefully furnished with high-speed WiFi, a flat-screen TV, a microwave, and a fridge. The rooms come with excellent balconies with beautiful views and sparkling clean bathrooms with complimentary toiletries. Guests can enjoy a barbecue or grab a drink at the on-site bar. Free parking is also available.

Lime Tree Bay Resort

Wifi Available

Address: 68500 Overseas Highway
Accommodates: 6

Parking Restaurant Bar Tennis court Garden Terrace Non-smoking rooms Fishing

7. Pines and Palms Resort (from USD 304)

Located in a serene picturesque neighborhood off the Old Highway is Pines and Palms Resort, a luxurious beachfront resort with a beautiful private beach. The resort is situated close to the Alligator Reef and features a fully equipped kitchen, a tiki bar, and an oceanfront freshwater pool. The guest rooms are cozy and tastefully furnished. They feature lovely island décor and light colors. The living area has cozy sofas and a cable TV. The rooms have large comfy beds with clean linen and private bathrooms that come with essential toiletries. Guests get also to enjoy a barbecue grill, free WiFi, and free parking.

Pines & Palms Resort - With Full Kitchens

Wifi Available

Address: 80401 Old Highway
Accommodates: 6

Parking Room service Bar Garden Terrace Non-smoking rooms Fishing Laundry

Vacation Rentals

8. Stylish two-bedroom villa with a kitchen (from USD 235)

This is a stylish two-bedroom villa that is strategically located in a beautiful, quiet neighborhood in Islamorada in Florida State. The living area is nicely furnished with a comfy sofa, a flat-screen TV, and a nice dining area. The interior of the house is tastefully decorated with beautiful island décor. The house comes with a fully equipped kitchen with high-quality stainless appliances and a fridge. The bedrooms are furnished with comfy beds with clean linen and storage areas. There’s a bathroom that comes with clean towels and toiletries. Guests also get to enjoy free high-speed WiFi and free parking within the premises.

World Famous Island Dog Conch House Islamorada FL
Islamorada, Florida, United States
190 reviews Superhost  Wifi Available
Entire villa 3 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
there were chairs under some shade to have your breakfast and the pool was nice
the house has a nice fully equipped kitchen and the kids enjoyed the pool
great little villa i little tight with 1 bathroom for 4 "adults"
the heated pool in the little community was also a huge bonus for my kids
darling little cottage with a cute pool/fountain area in a small development
everything very clean and well-kept
very clean little house in a tourist heaven
very nicely decorated and clean
brett is a fantastic host and great communication house was clean and comfortable
the house was beautiful and clean the pool was plus too
brett is a great host and he quickly answered our questions and gave great tips
brett is a great host and has great tips
brett was good host
brett is a great host
brett is a great host he replies fast friendly and very helpful
awesome location
the location was conveniently close to a variety of fun places
close to great water sport towns
perfect dreamy location on the keys
perfect little cottage with a great location basically right across the street from robbies
Read more reviews

9. Spacious and luxurious two-bedroom beachfront cottage

This spacious and luxurious two-bedroom cottage is located in a quiet charming neighborhood populated by palms, pines, and lime trees in Islamorada. The house has a lovely deck where you can enjoy breathtaking views of the beautiful sunset. There’s a fully equipped kitchen with modern kitchen appliances and a fridge. The living area is wonderfully furnished with colorful comfy sofas, a table, and a flat-screen TV. The bedrooms are nicely furnished with cozy beds, clean linen, and storage areas. There are two bathrooms with clean towels and toiletries. There’s a bar with picturesque views of the ocean. Free WiFi and free parking are also available.

Oceanfront, Private Beach, Beach Cottage w/Kayaks
Islamorada, Florida, United States
90 reviews Superhost  Wifi Available
Entire residential home 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the house is beautiful with amazing views from just about all rooms
can’t beat the views the comfort of the master bed or the wonderful treatment you get from gabriel
i loved waking up to see the sea just beyond my bed
the house was amazing very clean and well stocked with towels sheets and supplies
the house is absolutely spotless and well furnished and stocked
clean spacious brilliant location
the home was clean and organized
beautiful cottage in islamorada fl clean private and kept up after irma went through
the host is a genuinely a nice caring person
amd i can vouch that gabriel is an awesome host
gabriel was extremely responsive we didn’t need much as he had everything perfectly ready when we got there
gabriel is a wonderful host
great house/location and gabriel is so easy to work with
beautiful home in a great location
the location was outstanding and everything was just wonderful
great location the home was right on the water and was conveniently located to local restaurants
a wonderful place right on the beach
Read more reviews

10. Lovely two-bedroom abode with a private porch (from USD 228)

This lovely two-bedroom cottage is perfectly perched on a beautiful charming neighborhood in Islamorada. The cottage features open-concept living, dining, and kitchen areas. The living area is furnished with cozy sofas, a table, and a flat-screen TV. The bedrooms are tastefully furnished with large cozy beds, clean linen, and ample storage spaces. The kitchen is brand-new and furnished with high-quality appliances and a refrigerator. The bathroom comes with clean towels and essential toiletries. There’s a lovely balcony with beautiful views overlooking the tropical garden. There’s also a private balcony where you can relax and enjoy a drink. Free WiFi and parking are also available.

Islamorada, Florida, United States
129 reviews Superhost  Wifi Available
Entire home 3 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
the bathroom has hidden heater for your bathing comfort
we had a front row seat from the comfortable balcony
it was decorated with comfortable cozy furniture and the bed was so comfortable
the a/c felt amazing after a long hot day of fishing
the beds were so comfy as well
so clean and comfy
it was so clean and neat
the apartment is clean and easy
the apt is spacious clean and well appointed
the apartment was so spacious and spotlessly clean on arrival
the host was super friendly and accommodating
florida brewery downstairs and the staff were awesome
our hosts were very nice and accomodating
she is very attentive and easy to reach
all in all a wonderful host with a wonderful home hopefully be back soon
great place central to everything
great location better than we expected
beautiful space and central to everything on islamorada
we were able to walk to great restaurants and shopping
best location in islamorada close walk to restaurants breweries and markets
Read more reviews

Enjoy a wonderful stay in Islamorada,Florida

If you’re planning to visit Florida for a vacation or just a getaway, we’ve made sure that you enjoy a wonderful and a lovely stay during your vacation by selecting a list of the best places for you to stay. These hotels, resorts, and apartments will provide you with the perfect holiday conditions.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Stephen Kinyanjui is an IT graduate who previously worked as an IT Assistant in a BPO company. He has an insatiable desire for traveling and adventure. He’s an artist who loves drawing and...Read more

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