A beach with white lounge chairs, a covered pavilion, and palm trees.

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Our top choices for Islamorada hotels

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,740 reviews)
"Love the place very clean and peaceful"
United States
Elizabeth
The price is ¥23,795
¥35,904 total
includes taxes & fees
Aug 16 - Aug 17
Chesapeake Beach Resort

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,337 reviews)
"Great place!!"
United States
David
The price is ¥35,332
¥51,624 total
includes taxes & fees
Aug 9 - Aug 10
Cheeca Lodge & Spa

3. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (275 reviews)
"Amazing, beautiful place with the nicest, kindest people you will ever meet. I will be going back every year with my family because the place is just about perfect."
United States
Joseph
The price is ¥30,686
¥34,521 total
includes taxes & fees
Jul 20 - Jul 21
Coconut Cove Resort and Marina

4. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,283 reviews)
"Staff was helpful and they went out of their way to make sure our stay was good."
United States
Jon
The price is ¥29,048
¥44,552 total
includes taxes & fees
Aug 5 - Aug 6
Amara Cay Resort

5. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,072 reviews)
"Can't wait to stay there again!"
United States
Sarah
The price is ¥46,760
¥63,563 total
includes taxes & fees
Jul 26 - Jul 27
Islander Resort

6. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Good location and great staff"
United States
adrian
The price is ¥23,233
¥30,705 total
includes taxes & fees
Aug 3 - Aug 4
La Jolla Resort

7. Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Great location!"
United States
Jeanne
The price is ¥22,503
¥27,144 total
includes taxes & fees
Aug 3 - Aug 4
Sunset Inn

8. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,000 reviews)
"Great stay for boaters! right on the water and easy to launch. The rooms were clean and had the essentials. The staff was super friendly and helpful."
United States
Melissa
The price is ¥23,595
¥32,228 total
includes taxes & fees
Jul 26 - Jul 27
Drop Anchor

9. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,006 reviews)
"Is a place to relax, can visit many restaurants and places from this location."
United States
Jorge
The price is ¥23,233
¥26,137 total
includes taxes & fees
Jul 21 - Jul 22
Creekside Inn

10. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,000 reviews)
"clean and spacious room."
United States
omar
The price is ¥19,183
¥26,879 total
includes taxes & fees
Aug 9 - Aug 10
Fisher Inn Resort & Marina

11. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (228 reviews)
"Room was beautiful, just as pictured on the website. It is a lovely place."
United States
CATHY
The price is ¥42,051
¥59,181 total
includes taxes & fees
Aug 12 - Aug 13
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

12. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (149 reviews)
"It was perfect for our family if 4!"
United States
Kathleen
The price is ¥28,494
¥32,055 total
includes taxes & fees
Jul 21 - Jul 22
Matecumbe Resort

13. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,001 reviews)
"Clean quiet and serene. Staff was so helpful and kind!"
United States
Cassandra
The price is ¥28,384
¥43,805 total
includes taxes & fees
Aug 12 - Aug 13
La Siesta Resort & Villas

14. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,385 reviews)
"Amazing we will be staying againn"
United States
JACLYN
The price is ¥19,747
¥29,521 total
includes taxes & fees
Aug 16 - Aug 17
Lime Tree Bay Resort

15. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,157 reviews)
"Good stay"
United States
Lisa
The price is ¥29,079
¥32,714 total
includes taxes & fees
Jul 20 - Jul 21
Rock Reef Resort

16. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (451 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is ¥37,408
¥53,043 total
includes taxes & fees
Aug 13 - Aug 14
Bayside Villas by Islander Resort

17. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,002 reviews)
"Great staff"
United States
Ulrich
The price is ¥16,423
¥23,774 total
includes taxes & fees
Aug 2 - Aug 3
Hadley Resort and Marina

18. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,003 reviews)
"Wonderful property and friendly staff. Rooms were lovely and beds very comfortable"
Canada
Jonathan
The price is ¥37,846
¥51,529 total
includes taxes & fees
Aug 3 - Aug 4
Pines & Palms Resort

19. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,002 reviews)
"The sunset was amazing !"
United States
tyla
The price is ¥23,419
¥28,173 total
includes taxes & fees
Jul 19 - Jul 20
Drift Hotel

20. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,004 reviews)
"Love these cozy motel-resorts that only the keys know how to pull off!"
United States
Amanda
The price is ¥23,672
¥26,632 total
includes taxes & fees
Jul 20 - Jul 21
Sunset Cove Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Vacation Rentals in Islamorada

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Where to stay in Islamorada

Find the best Islamorada areas and neighborhoods for the activities you enjoy most. Learn more about Islamorada
Learn more about Islamorada

Matecumbe

Matecumbe captures the essence of the Florida Keys with its laid-back charm and coastal beauty. Anne's Beach and Sunset Drive Beach offer pristine shorelines perfect for relaxing or swimming. Visitors can explore marine life at Bud n' Mary's Dive Center or feed tarpon at Robbie's of Islamorada. This resort community balances tourism with authentic Keys lifestyle. Florida Keys Brewing Co. provides local craft beers after a day of snorkeling crystal-clear waters. The Hurricane Monument and MoradaWay Arts District showcase the area's rich history and creative spirit. Waterfront paths offer stunning views of both Atlantic Ocean and Florida Bay.

Lower Matecumbe Beach

Lower Matecumbe Beach offers a serene Florida Keys escape where powder-soft sand meets crystal-clear turquoise waters. The pristine Atlantic shoreline invites visitors to unwind while scenic overlooks provide spectacular coastal vistas. Sunset Drive Beach and Anne's Beach showcase the area's natural beauty. This tranquil neighborhood balances tourism with authentic Keys living. Waterfront seafood restaurants serve fresh catches while boutique shops sell tropical souvenirs. Luxury resorts and intimate bed-and-breakfasts provide comfortable bases for exploring nearby mangrove preserves by kayak or snorkeling the calm, shallow waters.

Venetian Shores

Venetian Shores in Islamorada offers a luxurious waterfront escape with direct access to the Atlantic Ocean and Florida Bay. Private canal-front properties feature personal docks where you can launch your boat for a day of fishing or island exploration. This upscale residential area provides the perfect base for travelers seeking exclusive waterfront vacation rentals. The peaceful neighborhood streets lead to high-end homes with private pools and tropical landscaping. Though lacking shops or restaurants within its boundaries, Venetian Shores sits just minutes from Founders Park and local attractions like the History of Diving Museum. Water activities dominate the experience in this serene Keys community.

Seabreeze Trailer Park

This affordable Keys hideaway puts you right on the beautiful shores of Islamorada. Seabreeze Trailer Park offers a laid-back alternative to pricey resorts while still delivering stunning ocean views. Fish, swim, or snorkel just steps from your door. The nearby Founders Park and Florida Keys Dive Center provide plenty of outdoor recreation options. Windley Key Fossil Reef Geological State Park offers fascinating natural history just a short drive away. Palm-lined paths and gentle waves create the perfect backdrop for authentic Florida Keys living.

Stay near popular Islamorada attractions

Learn more about Islamorada

The turquoise waters between the Keys offer world-class fishing that even beginners can enjoy with knowledgeable local guides. Spend mornings snorkeling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

A wooden pier extending into calm waters with a covered seating area and a boat docked at the end.

Top Islamorada Hotel Reviews

More cheap stays in Islamorada

Find out more about Islamorada

Top reasons to visit Islamorada

  • Stunning Beaches: Islamorada boasts beautiful beaches perfect for relaxation and sunbathing.
  • Outdoor Adventures: Engage in thrilling water sports, dolphin shows, and explore nearby national parks.
  • Vibrant Local Culture: Experience live music and friendly island communities that add to the charm.
  • Family-Friendly Activities: The destination offers a variety of attractions suitable for all ages.
  • Diverse Accommodations: Choose from luxurious resorts to family-friendly hotels with stunning ocean views.

Find great hotels in Islamorada

Discover the ideal accommodation for your getaway in Islamorada, Florida, where adventure meets relaxation. Whether you're seeking a family-friendly hotel or a luxurious resort, the area offers a variety of options tailored for beach vacations. Enjoy stunning ocean views and exciting activities at popular establishments like the Islander Resort, ensuring a memorable stay in this tropical paradise.

  • Amara Cay Resort: Nestled in the heart of Islamorada, Amara Cay Resort is a 3.5-star resort that caters to adventurous spirits and pet owners alike. With a guest rating of 8.8 out of 10, this beachside property provides guests with direct access to sun-soaked shores and a variety of adventure sports. From kayaking and snorkeling on-site to fishing and hiking nearby, there’s no shortage of activities for thrill-seekers. The resort's pet-friendly policy allows dogs, making it a great choice for travelers who want to bring their furry companions along for the fun.
  • Cheeca Lodge & Spa: Rated 9.2 out of 10, Cheeca Lodge & Spa is a luxurious 4-star resort that combines relaxation with family-friendly amenities. With direct beach access, guests can enjoy the sun and surf while the resort’s children’s club, arcade game room, and playground provide entertainment for younger guests. The property’s elegant atmosphere and well-appointed accommodations make it an ideal choice for families looking to create lasting memories while enjoying the beauty of Islamorada.
  • Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort: This 3-star resort boasts a guest rating of 9.0 out of 10 and is perfect for families seeking a beach getaway. With direct access to the beach, Three Waters Resort offers various amenities including an arcade game room and free cribs for infants. The family-friendly environment ensures that guests can relax and enjoy quality time together in a picturesque setting, making it a worthwhile option for travelers visiting Islamorada.

Where to stay in and around Islamorada

Islamorada, known as the Village of Islands, offers an idyllic escape for families and adventure seekers alike. With its stunning beaches and vibrant island vibe, visitors can enjoy relaxing days under the sun or exciting water sports. Explore the nearby Florida Keys for a taste of local charm and friendly communities. Whether you seek romance or outdoor thrills, Islamorada promises a memorable beach vacation in an enchanting island paradise.

  • Tavernier: Located 14km away from Islamorada, Tavernier is a charming city that attracts visitors year-round, with peak travel seasons from March to April and July. Known for its outdoor activities and family-friendly atmosphere, Tavernier offers a variety of experiences, including beautiful beaches and a vibrant shopping mall center. The local landmarks, such as family beaches and tourist precincts, invite exploration and relaxation for travelers seeking sun-soaked adventures.
  • Venetian Shores: Nestled around the area of Islamorada, Venetian Shores is a delightful neighborhood that boasts a steady flow of visitors throughout the year, with peak seasons in February to March and July. This area is perfect for families and outdoor enthusiasts, offering access to beautiful beaches and island attractions. Popular activities include adventure sports and educational experiences that keep visitors engaged and entertained, making it a great spot for a memorable vacation.
  • Lower Matecumbe Beach: Another welcoming neighborhood near Islamorada, Lower Matecumbe Beach enjoys a consistent influx of travelers, particularly during the peak months of February to March and July. This area emphasizes outdoor and beach experiences, with picturesque beaches and family-friendly environments. Visitors can indulge in shopping at local centers and recreational areas, ensuring a well-rounded experience filled with fun, relaxation, and adventure in the stunning Florida Keys.

Things to do in Islamorada

Shopping

In Islamorada, you can explore local gift shops like the Rain Barrel Village, known for its unique art and souvenirs. If you're up for a drive, check out the Islander Watersports and the nearby Florida Keys Outlet Marketplace for a wider selection of shopping options.

Recreation

In Islamorada, the Moorings Village offers serene beachfront accommodations and rejuvenating spa treatments amidst tropical gardens. At the Islander Resort, you can enjoy yoga sessions on the beach and unwind by the pool, creating a peaceful atmosphere for relaxation and rejuvenation during your stay.

Adventure

Explore the vibrant coral reefs of the Florida Keys with a snorkeling tour at John Pennekamp Coral Reef State Park, where you can swim among colorful fish and marine life. For thrill-seekers, try parasailing for breathtaking aerial views of the turquoise waters and lush islands.

Nightlife

Islamorada's nightlife offers a mix of laid-back bars and lively spots. Enjoy fresh seafood and cocktails at The Islander Watersports. If you're looking for live music, check out the relaxed vibe at Morada Bay Beach Café, where the sunset adds to the ambiance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Islamorada

Islamorada is a perfect destination for family and outdoor beach vacations, offering a variety of attractions such as marinas, beaches, and national parks. Visitors can enjoy outdoor adventures and beach experiences that cater to their adventurous spirit. Exploring the beautiful beaches in Islamorada is a must, providing a wonderful setting for relaxation and fun in the sun.

  • Anne's Beach: Enjoy the tranquil beach vibes at Anne's Beach, a picturesque spot featuring soft sands and shallow waters ideal for wading. It's a perfect place to relax, sunbathe, or take a leisurely stroll along the boardwalks surrounded by lush mangroves.
  • Bud n' Mary's Dive Center: Experience adventure at Bud n' Mary's Dive Center, a renowned marina offering scuba diving and snorkeling trips. With its vibrant coral reefs and diverse marine life, this spot is a haven for outdoor enthusiasts looking to explore the underwater world.
  • Islamorada County Park: Discover family-friendly activities at Islamorada County Park, where you can enjoy picnic areas, playgrounds, and walking trails. This urban park provides a relaxing environment to unwind while engaging in various outdoor pursuits.

Best time to go to Islamorada

The best time to visit Islamorada can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Islamorada falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Islamorada falls in January, visitor numbers are average and weather is mostly sunny with no rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January70.0°F (21.1°C)No RainMostly SunnyAverageAverage
February71.8°F (22.1°C)No RainMostly SunnyAverageSlightly High
March72.9°F (22.7°C)No RainMostly SunnyModerately HighSlightly High
April76.6°F (24.8°C)No RainMostly SunnyModerately HighSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.4°F (28.0°C)Light RainMostly SunnyAverageAverage
July83.8°F (28.8°C)Light RainMostly SunnyModerately HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageAverage
September83.3°F (28.5°C)Light RainMostly SunnyAverageSlightly Low
October80.2°F (26.8°C)Light RainMostly SunnyModerately LowSlightly Low
November75.9°F (24.4°C)Light RainMostly SunnyModerately LowSlightly Low
December72.9°F (22.7°C)No RainMostly SunnyModerately LowAverage

The nearest major airports for your trip to Islamorada

To reach Islamorada, Florida, you have several airport options. MIAmi International Airport (MIA) is 103km away, with luxurious hotels nearby such as the W South Beach and 1 Hotel South Beach, both 14km from the airport. Fort Lauderdale-Hollywood International Airport (FLL) is located 137km away, featuring The Ritz-Carlton, Fort Lauderdale, just 6km from the airport. Key West International Airport (EYW) is 121km away, with excellent accommodations like Casa Marina Key West, only 3km from the airport. All these airports provide convenient access to Islamorada for a delightful vacation experience.

Frequently asked questions

Where is the best place for a stay in Islamorada?
Based on our traveler data, Cheeca Lodge & Spa is one of the top choices for your stay. This resort offers 3 outdoor pools and a full-service spa. Other good choices for your stay include Amara Cay Resort and Chesapeake Beach Resort. See all available top hotels, or vacation rentals in Islamorada.
What are some of the best vacation home rentals in Islamorada?
Private Beachfront Paradise: This highly rated vacation home rental in Islamorada is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. Other favorite homes for rent in Islamorada are 5 bedroom - Deep Dockage & Heated Pool in Islamorada. and Peacock Shores Islamorada - Vacation On The Beach!. See all vacation rentals in Islamorada.
If I need to cancel my hotel reservation in Islamorada, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Islamorada.
Where can I learn more about changing or cancelling my trip to Islamorada?
For more details about picking new dates or cancelling your trip to Islamorada, click here.
What's the best budget-friendly accommodation in Islamorada?
Based on reviews, Chesapeake Beach Resort is a popular hotel for our travelers who want a more economical choice, and features free breakfast and free WiFi. View all budget hotels in Islamorada.
What's the best place to stay for a family vacation to Islamorada?
Cheeca Lodge & Spa is a resort with 3 outdoor pools and a private beach, and it's a top choice on Expedia for families. Other good options for your family trip include Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort and Fisher Inn Resort & Marina. Attractions in the area like John Pennekamp Coral Reef State Park and Jacob's Aquatic Center are also fun for kids of all ages. Find more child-friendly accommodations in Islamorada.
What's the best LGBTQ-friendly accommodation in Islamorada?
Hadley Resort and Marina is a top LGBTQ-friendly hotel that features a marina and a private beach. Fisher Inn Resort & Marina is another good option for your stay. See all available hotels listed as LGBTQ-friendly in Islamorada.
What's the best pet-friendly place to stay in Islamorada?
Chesapeake Beach Resort is a top hotel for people traveling with their pets, and offers 2 outdoor pools and free WiFi for its human guests. Other good options for you and your pet include Amara Cay Resort and Islander Resort. See more pet-friendly hotel accommodations in Islamorada.
Where is the best place to stay close to Florida Keys Brewing Co.?
One of the top choices for your stay is Cheeca Lodge & Spa, located next to Florida Keys Brewing Co., and this 4-star resort offers 3 outdoor pools and a full-service spa. Islander Resort and Islander Bayside Villas and Boatslips are a couple of other good options close by.
What's the best place to stay near the beach in Islamorada?
Cheeca Lodge & Spa is a top resort located on the beach. Other good options to stay near the beach include Chesapeake Beach Resort and Amara Cay Resort. See more stays near the beach in Islamorada.
What's the best high-end place to stay in Islamorada?
Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Islamorada.
How much can I expect to pay for the resort fee in Islamorada?
You'll find about 9 properties that charge a resort fee from the 880 hotels and other properties in Islamorada. The per accommodation resort fee averages USD 27.13 per night.
What are some accommodations with pools in Islamorada?
Chesapeake Beach Resort is a top hotel with 2 outdoor pools, a private beach, and free breakfast. A couple of other options with an onsite pool include Bayside Villas by Islander Resort and Drop Anchor. View all hotels with pools in Islamorada.
What is the best spa hotel in Islamorada?
Cheeca Lodge & Spa is a top beachfront spa hotel featuring 3 pools, 3 restaurants, a golf course, and a 24-hour fitness center. Treat yourself to a facial, body scrub, or detox wrap at the onsite spa. In-room massages are also available. See all spa hotels in Islamorada.
What is the best hotel near Miami International Airport (MIA)?
Miami International Airport Hotel is a popular 3-star hotel featuring a restaurant and free WiFi. It's located a short 0.1 mi (0.1 km) from Miami Intl. Airport. Other accommodations within close proximity to the airport include Ramada by Wyndham Miami Springs/Miami International Airport and Comfort Suites Miami Airport North.
What's it like staying in Islamorada?
Travelers to Islamorada give high marks for the seaside, entertainment choices, and seafood restaurants. This relaxing city also attracts tourists with its opera houses. A top sight in the city is Everglades National Park. In Islamorada, there are 880 hotels and other accommodations to choose from. Find out more about Islamorada.
What is there to see in Islamorada?
The seaside and sunsets highlight the natural beauty with places to discover including Everglades National Park, Founders Park, and Anne's Beach. Fishing is just one of the top activities, while Bud n' Mary's Dive Center and Robbie's of Islamorada are sights to visit. A couple of additional sights to add to your agenda are Florida Keys Brewing Co. and Fiesta Key. Check out what more to see and do in Expedia's Islamorada guide.
What's the seasonal weather like in Islamorada?
The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.

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