Top Hotels in Islamorada on The Beach
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Best-rated
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Private beach
Pines & Palms Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Pool with view
Anne s Beach is approximately 25 minutes' walk away.
Staying at the hotel, you can also enjoy natural sights such as the Upper Matecumbe Key, which is 2.3 km away.
The Pines & Palms Resort Islamorada offers a heated pool. This 3-star resort offers sport activities, such as canoeing, kayaking, and cycling.
Pines & Palms Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Pool with view
Pines & Palms Resort
Anne s Beach is approximately 25 minutes' walk away.
Staying at the hotel, you can also enjoy natural sights such as the Upper Matecumbe Key, which is 2.3 km away.
The Pines & Palms Resort Islamorada offers a heated pool. This 3-star resort offers sport activities, such as canoeing, kayaking, and cycling.
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Guest favorite
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Private beach
Islander Resort
- Picnic area/ Tables
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
The Lobster Trap Art Gift Shop and Gallery stands a mere 1 km away, and the Gallery Morada is a mere 1.1 km from the resort. An own beach is 850 metres away.
Wedding services, live performances, and film nights are offered too. Islander Resort offers yoga instruction and bicycles for active recreation.
Islander Resort
- Picnic area/ Tables
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Islander Resort
The Lobster Trap Art Gift Shop and Gallery stands a mere 1 km away, and the Gallery Morada is a mere 1.1 km from the resort. An own beach is 850 metres away.
Wedding services, live performances, and film nights are offered too. Islander Resort offers yoga instruction and bicycles for active recreation.
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Popular choice
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Private beach
Breezy Palms Resort
- BBQ facilities
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Car park
Charges may apply
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
The hotel can be reached nearly a 10-minute drive from the Hurricane Monument.
The area also includes natural sights like the Upper Matecumbe Key 2.9 km from the Breezy Palms Resort Islamorada.
Leisure options at this Islamorada hotel include an outdoor swimming pool.
Breezy Palms Resort
- BBQ facilities
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Car park
Charges may apply
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Breezy Palms Resort
The hotel can be reached nearly a 10-minute drive from the Hurricane Monument.
The area also includes natural sights like the Upper Matecumbe Key 2.9 km from the Breezy Palms Resort Islamorada.
Leisure options at this Islamorada hotel include an outdoor swimming pool.
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Top location
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Private beach
La Jolla Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Outdoor swimming pool
This Islamorada hotel is located in the beach area, 550 m from a private beach. The world-class museum "Florida Keys History and Discovery Center" can be found within a few blocks of the La Jolla Resort Islamorada.
You can easily find the Windley Key Fossil Reef Geological State Park around a 10-minute drive from the accommodation.
Entertainment at the property includes live performances. There are numerous canoeing, cycling, and fishing opportunities in the area.
La Jolla Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Outdoor swimming pool
La Jolla Resort
This Islamorada hotel is located in the beach area, 550 m from a private beach. The world-class museum "Florida Keys History and Discovery Center" can be found within a few blocks of the La Jolla Resort Islamorada.
You can easily find the Windley Key Fossil Reef Geological State Park around a 10-minute drive from the accommodation.
Entertainment at the property includes live performances. There are numerous canoeing, cycling, and fishing opportunities in the area.
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Private beach
Chesapeake Beach Resort
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
The Upper Matecumbe Key can be reached 2.9 km from this smoke-free hotel.
Within a 10-minute drive of the Chesapeake Beach Resort, guests will also find the Lignumvitae Key Botanical State Park.
Chesapeake Beach Resort aslo includes a heated swimming pool with a hot tub. There is a yoga instruction and bicycles provided by this accommodation.
Chesapeake Beach Resort
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Chesapeake Beach Resort
The Upper Matecumbe Key can be reached 2.9 km from this smoke-free hotel.
Within a 10-minute drive of the Chesapeake Beach Resort, guests will also find the Lignumvitae Key Botanical State Park.
Chesapeake Beach Resort aslo includes a heated swimming pool with a hot tub. There is a yoga instruction and bicycles provided by this accommodation.
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Private beach
Matecumbe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Heated swimming pool
A popular place in Islamorada is the Indian Key Historic State Park, which is 2.9 km away.
The location will allow you to be around a 15-minute ride from Lignumvitae Key State Botanical Site.
Canoeing, cycling, and fishing are available from Matecumbe Resort.
Matecumbe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Heated swimming pool
Matecumbe Resort
A popular place in Islamorada is the Indian Key Historic State Park, which is 2.9 km away.
The location will allow you to be around a 15-minute ride from Lignumvitae Key State Botanical Site.
Canoeing, cycling, and fishing are available from Matecumbe Resort.
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Great deal
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Private beach
Cheeca Lodge & Spa
- In-room breakfast
- Valet parking
- 24-hour reception
- Air conditioning
- Steam room
- Pool with view
This Islamorada hotel lies in a cultural area, only 250 metres from the Michelle Nicole Lowe Art Gallery. Be sure to visit the Portside Studio & Gallery a few moments from the exclusive Cheeca Lodge & Spa Islamorada.
Guests will appreciate a private location merely 10 minutes' stroll from Elena Madden Studio Gallery.
At the Cheeca Lodge & Spa Islamorada, guests can also benefit from pilates classes provided at a fitness area. If you like active lifestyle, the accommodation offers a golf club, along with diving, rowing, and boating on site. Wellness facilities include a spa salon as well as a steam room, a hot tub, and a foot bath.
Cheeca Lodge & Spa
- In-room breakfast
- Valet parking
- 24-hour reception
- Air conditioning
- Steam room
- Pool with view
Cheeca Lodge & Spa
This Islamorada hotel lies in a cultural area, only 250 metres from the Michelle Nicole Lowe Art Gallery. Be sure to visit the Portside Studio & Gallery a few moments from the exclusive Cheeca Lodge & Spa Islamorada.
Guests will appreciate a private location merely 10 minutes' stroll from Elena Madden Studio Gallery.
At the Cheeca Lodge & Spa Islamorada, guests can also benefit from pilates classes provided at a fitness area. If you like active lifestyle, the accommodation offers a golf club, along with diving, rowing, and boating on site. Wellness facilities include a spa salon as well as a steam room, a hot tub, and a foot bath.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
- Restaurant
- Free parking
- 24-hour reception
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
The hotel is perfectly situated 3.8 km from the Upper Matecumbe Key.
The location will allow you to be about 10 minutes' drive from the Lobster Trap Art Gift Shop and Gallery.
There are live performances on site and guests can enjoy kayaking, boating, and fishing. Guests have the option of attending fitness classes at a fitness studio available on site.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
- Restaurant
- Free parking
- 24-hour reception
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
The hotel is perfectly situated 3.8 km from the Upper Matecumbe Key.
The location will allow you to be about 10 minutes' drive from the Lobster Trap Art Gift Shop and Gallery.
There are live performances on site and guests can enjoy kayaking, boating, and fishing. Guests have the option of attending fitness classes at a fitness studio available on site.
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Private beach
Bayside Villas By Islander Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Fitness centre
- Pool with view
The hotel puts you in the very heart of Islamorada, around 10 minutes' drive from the world-class museum "Florida Keys History and Discovery Center". Attractions, 2.7 km from the Bayside Villas By Islander Resort Islamorada, include the shallow coral reef "Cheeca Rocks".
Feel in total harmony with nature by visiting the Upper Matecumbe Key, within 15 minutes' drive of the property.
A heated pool comes with a hot tub. Alternatively, you can unwind with diving, kayaking, and sailing on-site or in the surrounding area.
Bayside Villas By Islander Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Fitness centre
- Pool with view
Bayside Villas By Islander Resort
The hotel puts you in the very heart of Islamorada, around 10 minutes' drive from the world-class museum "Florida Keys History and Discovery Center". Attractions, 2.7 km from the Bayside Villas By Islander Resort Islamorada, include the shallow coral reef "Cheeca Rocks".
Feel in total harmony with nature by visiting the Upper Matecumbe Key, within 15 minutes' drive of the property.
A heated pool comes with a hot tub. Alternatively, you can unwind with diving, kayaking, and sailing on-site or in the surrounding area.
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Private beach
Caloosa Cove Resort By Coolvacay
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Tennis court
- Pool with view
This Islamorada hotel is nearly a 5-minute walk from the own beach.
An outdoor swimming pool is provided onsite the accommodation.
Caloosa Cove Resort By Coolvacay
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Tennis court
- Pool with view
Caloosa Cove Resort By Coolvacay
This Islamorada hotel is nearly a 5-minute walk from the own beach.
An outdoor swimming pool is provided onsite the accommodation.
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Private beach
Fisher Inn Resort & Marina
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
There is Windley Key Island within reach of this Islamorada hotel.
Guests may also get to the Islamorada, which is 3.4 km away.
Plus you'll find an outdoor swimming pool. Other activities include canoeing, kayaking, and ping pong.
Fisher Inn Resort & Marina
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
Fisher Inn Resort & Marina
There is Windley Key Island within reach of this Islamorada hotel.
Guests may also get to the Islamorada, which is 3.4 km away.
Plus you'll find an outdoor swimming pool. Other activities include canoeing, kayaking, and ping pong.
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Private beach
La Siesta Resort & Villas
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Fitness centre
- Sun loungers
The hotel also lies in the vicinity of the Lignumvitae Key Botanical State Park.
There is the class museum "Florida Keys History and Discovery Center" approximately 3 km from the La Siesta Resort & Villas Islamorada.
Various recreational opportunities and watersports equipment are provided for a more enjoyable stay. Kayaking, boating, and cycling are available on site or in the area.
La Siesta Resort & Villas
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Fitness centre
- Sun loungers
La Siesta Resort & Villas
The hotel also lies in the vicinity of the Lignumvitae Key Botanical State Park.
There is the class museum "Florida Keys History and Discovery Center" approximately 3 km from the La Siesta Resort & Villas Islamorada.
Various recreational opportunities and watersports equipment are provided for a more enjoyable stay. Kayaking, boating, and cycling are available on site or in the area.
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Private beach
Amara Cay Resort
- Restaurant
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Car park
Charges may apply
- 24-hour reception
- Air conditioning
- Fitness centre
- Pool with view
The History of Diving Museum is also located around 10 minutes by car from this comfortable hotel.
The nearby shopping sights include the Lobster Trap Art Gift Shop and Gallery, which is 3.6 km away.
There is private access to a sandy beach with beach umbrellas and towels. The hotel provides such sport activities as canoeing, kayaking, and cycling.
Amara Cay Resort
- Restaurant
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Car park
Charges may apply
- 24-hour reception
- Air conditioning
- Fitness centre
- Pool with view
Amara Cay Resort
The History of Diving Museum is also located around 10 minutes by car from this comfortable hotel.
The nearby shopping sights include the Lobster Trap Art Gift Shop and Gallery, which is 3.6 km away.
There is private access to a sandy beach with beach umbrellas and towels. The hotel provides such sport activities as canoeing, kayaking, and cycling.
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Private beach
Hadley Resort And Marina
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
The charming hotel is located in a cultural district, 850 metres from the own beach. The Hadley Resort And Marina Islamorada stands a 10-minute drive from the Lignumvitae Key Botanical State Park.
2.6 km from the Indian Key State Historic Site is a perk for guests staying at this accommodation.
The Hadley Resort And Marina offers various recreational opportunities and barbecue to make your stay more enjoyable. The on-site sport activities include biking, rowing, and hiking.
Hadley Resort And Marina
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
Hadley Resort And Marina
The charming hotel is located in a cultural district, 850 metres from the own beach. The Hadley Resort And Marina Islamorada stands a 10-minute drive from the Lignumvitae Key Botanical State Park.
2.6 km from the Indian Key State Historic Site is a perk for guests staying at this accommodation.
The Hadley Resort And Marina offers various recreational opportunities and barbecue to make your stay more enjoyable. The on-site sport activities include biking, rowing, and hiking.
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Private beach
Anglers Reef Paradise
- BBQ facilities
- Free parking
- Air conditioning
- Heating
- Pool with view
- Heated swimming pool
You can visit the 45 - acre Founders Park 3 km away, while the world-class museum "Florida Keys History and Discovery Center" can be found 4.7 km from this holiday home. The nearby cultural attractions include the History of Diving Museum, which is 10 minutes by car from the property.
Anglers Reef Paradise villa is a few steps from Windley Key Island.
Anglers Reef Paradise
- BBQ facilities
- Free parking
- Air conditioning
- Heating
- Pool with view
- Heated swimming pool
Anglers Reef Paradise
You can visit the 45 - acre Founders Park 3 km away, while the world-class museum "Florida Keys History and Discovery Center" can be found 4.7 km from this holiday home. The nearby cultural attractions include the History of Diving Museum, which is 10 minutes by car from the property.
Anglers Reef Paradise villa is a few steps from Windley Key Island.
Are you in a hurry?
Here is a quick list of Beach Hotels in Islamorada, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Pines & Palms Resort |
9.3 / 10 (556 Reviews) |
From 134$ | |
| Islander Resort |
9.0 / 10 (1272 Reviews) |
From 204$ | |
| Breezy Palms Resort |
8.2 / 10 (1669 Reviews) |
From 142$ | |
| La Jolla Resort |
8.8 / 10 (748 Reviews) |
From 181$ | |
| Chesapeake Beach Resort |
8.5 / 10 (727 Reviews) |
From 149$ |
More accommodations in Islamorada
Frequently Asked Questions
Which 5-star hotels in Islamorada offer beachfront access?
Cheeca Lodge & Spa and Amara Cay Resort provide stunning beachfront views and direct access to the beach. These hotels allow guests to enjoy the sun and sand right outside their doors.
For the best experience, book a room with ocean views and try visiting during sunset for picturesque moments.
What are the best 5-star hotels in Islamorada for family staycations?
Family-friendly 5-star options include Islander Resort and Amara Cay Resort, both offering activities for children and spacious accommodations. These hotels focus on creating enjoyable experiences for families.
Take advantage of on-site amenities like kid-friendly pools and organized activities to keep children entertained throughout your stay.
Which 5-star hotels near Windley Key Fossil Reef Park offer recreational activities?
Three Waters Resort and Marina and Cheeca Lodge & Spa are excellent choices, providing quick access to water sports and fishing activities. Their locations encourage outdoor adventures during your stay.
Rent kayaks and paddleboards offered by these hotels to explore the breathtaking coastline at your own pace.
Which 5-star hotels in Islamorada feature pools with ocean views?
Cheeca Lodge & Spa boasts an adult-only heated lap pool with stunning ocean views, while Amara Cay Resort offers a luxurious zero-entry pool with views of the Atlantic. Guests can relax and unwind by the water.
Visit the pools early in the morning to enjoy a quieter atmosphere and the best views before guests arrive.
What 5-star hotels in Islamorada include complimentary breakfast?
Fisher Inn Resort & Marina and Hadley Resort And Marina offer complimentary breakfast as part of their services. Guests can enjoy a morning meal before heading out for their day of exploration.
Arrive at breakfast early, especially on weekends, for a wider selection and less crowded dining experience.
Which 5-star hotels in Islamorada are pet-friendly?
Islander Resort and Fisher Inn Resort & Marina welcome pets, ensuring that your furry friends can join in on the vacation fun. These hotels provide pet-friendly accommodations and spaces.
Call ahead to confirm pet policies and any possible fees to ensure a smooth check-in process.
Which 5-star hotels in Islamorada have spas and wellness services?
Cheeca Lodge & Spa features a renowned spa offering various treatments including massages and facials. This hotel focuses on providing relaxation and rejuvenation to its guests.
Schedule spa appointments in advance, especially for weekend stays, to secure your preferred treatments.
How can I make the most of my time during peak tourist season in Islamorada?
Plan your visits to popular attractions like the Theater of the Sea and Windley Key Fossil Reef early in the day or during weekdays to avoid crowds. This will help you enjoy a more relaxing experience.
Consider purchasing tickets online in advance to skip lines at busy attractions and ensure availability during peak times.
What unique activities are available in Islamorada for visitors?
Visitors can enjoy snorkeling at the North America's only living coral barrier reef or take part in a fishing charter from local marinas. These activities highlight the area's natural beauty and marine life.
Book your fishing charters or snorkeling tours early in the morning to have the best weather and marine life encounters.
Where can I find local dining experiences in Islamorada?
Check out local favorites like restaurants near the docks, offering freshly caught seafood and scenic views. These eateries provide a taste of authentic Florida Keys flavors.
Visit for lunch hours instead of dinner to enjoy lighter crowds and possibly more affordable menu options.
Islamorada and related destinations