Best Islamorada Hotels in 2026 from HK$774 - Fully Refundable Options

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

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Our top choices for Islamorada hotels

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

A paved pathway leading to a beach with palm trees and a view of the ocean.

A wooden pier leading to a beach with palm trees and a row of beach huts.

1. Islander Resort

Matecumbe

Steven

HK$2,246

HK$3,100 total

includes taxes & fees

27 Oct - 28 Oct

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

A tropical resort with a swimming pool, palm trees, and a waterfall.

A bar area with a thatched roof, wooden chairs, and a view of the ocean.

2. Cheeca Lodge & Spa

Matecumbe

RAIBEL

HK$1,483

HK$2,242 total

includes taxes & fees

20 Oct - 21 Oct

A beach with palm trees and lounge chairs.

A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.

A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

3. Chesapeake Beach Resort

Matecumbe

Leihla

HK$1,185

HK$1,775 total

includes taxes & fees

7 Oct - 8 Oct

A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

A beachfront property with a white building, a balcony with a white railing, and palm trees.

A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.

4. La Jolla Resort

Matecumbe

Brett

HK$842

HK$1,168 total

includes taxes & fees

7 Oct - 8 Oct

A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

A beach with palm trees, a dock, and lounge chairs.

An aerial view of a resort with a swimming pool, palm trees, and a dock.

A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.

5. Amara Cay Resort

Matecumbe

Danielle

HK$1,213

HK$1,938 total

includes taxes & fees

20 Oct - 21 Oct

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.

A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.

A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

6. Fisher Inn Resort & Marina

Islamorada

Siobhan

HK$1,061

HK$1,449 total

includes taxes & fees

19 Oct - 20 Oct

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

A resort with thatched-roof structures, palm trees, and a sandy beach area.

A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.

7. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

HK$1,169

HK$1,315 total

includes taxes & fees

7 Oct - 8 Oct

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

A beach with palm trees, a clear blue sky, and a calm sea.

A coastal resort with a beach, a swimming pool, and multiple buildings.

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

Islamorada

Liosbel

HK$1,689

HK$2,474 total

includes taxes & fees

19 Oct - 20 Oct

A balcony with a view of a beach, a pool, and a thatched-roof structure.

A beach scene with two yellow beach chairs and a person lying on one.

A pool area with lounge chairs and umbrellas, surrounded by palm trees and buildings.

A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.

9. Hadley Resort and Marina

Matecumbe

weder

HK$1,127

HK$1,524 total

includes taxes & fees

7 Oct - 8 Oct

A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

A beach with palm trees, a wooden pier, and beach chairs.

A coastal resort with a marina, clear blue water, and lush greenery.

A beachside resort with a pool area, lounge chairs, and palm trees.

10. Pines & Palms Resort

Matecumbe

Colt

HK$1,335

HK$1,934 total

includes taxes & fees

7 Oct - 8 Oct

A beach with palm trees, thatched-roof huts, and lounge chairs.

A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.

A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.

A beach with thatched umbrellas, palm trees, and lounge chairs.

11. Breezy Palms Resort

Matecumbe

Gavin

HK$641

HK$847 total

includes taxes & fees

7 Oct - 8 Oct

A beachside patio with white furniture, palm trees, and a thatched umbrella.

A pool area with lounge chairs and a sign indicating a drop-off zone.

A beach with palm trees, a thatched umbrella, and lounge chairs.

A wooden boardwalk leading to a building with a brick wall and a white roof.

12. Drop Anchor

Islamorada

Payman

HK$1,013

HK$1,414 total

includes taxes & fees

8 Oct - 9 Oct

A beachside lounge with a wooden deck, thatched roof, and tropical plants.

A resort with a central swimming pool surrounded by palm trees and a view of the ocean.

A bar area with a counter, stools, and potted plants.

13. Bayside Villas by Islander Resort

Matecumbe

beata

HK$2,472

HK$3,355 total

includes taxes & fees

7 Oct - 8 Oct

A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

A beach with colorful buildings, kayaks, and lounge chairs.

A resort with a pool surrounded by palm trees and a view of the ocean.

A row of colorful beach huts with palm trees in the background.

14. La Siesta Resort & Villas

Matecumbe

Brianne

HK$1,319

HK$2,058 total

includes taxes & fees

2 Nov - 3 Nov

A beach with lounge chairs, palm trees, and a view of the water.

A paved pathway lined with palm trees leading to a beach area with lounge chairs and a view of the ocean.

A spacious bedroom with a bed, a dresser, a television, and a view of the sea through the window.

A compact living space with a balcony, a television, and a dining area.

15. Atlantic Bay Resort

Tavernier

Annie

HK$1,125

HK$1,442 total

includes taxes & fees

11 Oct - 12 Oct

An aerial view of a resort with a swimming pool, lounge chairs, and palm trees.

A view from a window overlooking a beach with palm trees and a wooden pier.

An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

16. Casa Morada

Matecumbe

David

HK$1,255

HK$1,500 total

includes taxes & fees

28 Oct - 29 Oct

A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.

A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.

A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean.

A gated entrance to a resort with palm trees and a clear sky.

17. The Islands of Islamorada

Matecumbe

Christian

HK$4,096

HK$5,123 total

includes taxes & fees

20 Oct - 21 Oct

A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

A paved pathway leading to a body of water, surrounded by lush greenery and palm trees.

A resort with a pool, multiple buildings, and a waterfront view.

A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.

18. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

Omar Ahmad

HK$770

HK$1,115 total

includes taxes & fees

14 Oct - 15 Oct

A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

A waterfront pier with wooden posts and a wooden walkway extending into the water.

A balcony with a view of the sea, a beach, and a thatched hut.

A view through a door of a tropical outdoor area with a pathway leading to a beach, palm trees, and a clear sky.

19. Sunset Cove Beach Resort

Key Largo

Payton

HK$918

HK$1,033 total

includes taxes & fees

12 Oct - 13 Oct

A spacious living area with a large island, wooden furniture, and a ceiling fan.

A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.

A resort with a swimming pool, lounge chairs, and palm trees.

20. Lime Tree Bay Resort

Long Key

Michael

HK$907

HK$1,373 total

includes taxes & fees

8 Oct - 9 Oct

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Holiday Rentals in Islamorada

Houseboat

A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

A boat with a covered deck, metal railings, and a table with chairs.

A row of floating cottages with balconies and outdoor seating, docked along a waterway.

A kitchen with white cabinets, a microwave, a stove, and a refrigerator.

Treasure Harbor

Islamorada

"Beautiful unique place"

Condo

A wooden pier leading to a beach with two houses on either side.

A beach with blue umbrellas and striped lounge chairs facing the ocean.

A modern kitchen with white cabinetry, a microwave, and a coffee maker. There is a dining table with four chairs and a bowl of fruit on the counter.

A beachside resort with lounge chairs, umbrellas, and a building with a balcony.

Topsider Resort

Matecumbe

"We stay at Topsider every year, sometimes more than once a year. Definitely the best place to stay in this area. Most places don’t have a dock, a pool, and a beach. This place has all 3. It’s the perfect place!"

Aparthotel

A beachside lounge with wooden lounge chairs and blue umbrellas, overlooking a calm sea and docked boats.

A beach with wooden lounge chairs and umbrellas, palm trees, and a clear view of the ocean.

A tropical resort with a wooden deck leading to a blue door, surrounded by lush greenery and palm trees.

A reception desk with a floral arrangement, framed welcome sign, and a check-in/out schedule.

Island Bay Resort

Tavernier

"Amazing vacation spot!!"

Condo

An aerial view of a resort with a swimming pool, beach, and marina.

A pool area with lounge chairs and umbrellas, overlooking the ocean.

A resort with a central swimming pool, multiple balconies, and palm trees.

A modern kitchen with white cabinets, a dining area with a round table and chairs, and a large window providing a view of the outdoors.

Caloosa Cove Resort by CoolVacay

Matecumbe

"Great location, we will return"

Apartment

A sailboat on calm waters during sunset.

A beach with a thatched hut, several boats, and lounge chairs.

A coastal marina with boats docked at piers, surrounded by lush greenery and palm trees.

A beachside patio with a thatched roof, a table, and chairs.

Key Largo Cottages

Key Largo

"Beautiful and peaceful place "

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Where to stay in Islamorada

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

A shark sculpture with a sign above it that reads "Islamorada Florida Keys".

A marina with boats docked, a motel, and a cafe.

A calm lake with a reflection of trees and a cloudy sky.

A beachside café with colorful chairs and tables, palm trees, and a view of the ocean.

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 Centre 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 snorkelling 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.

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A clear blue sea with a sandy beach and a distant horizon.

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 area 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 snorkelling the calm, shallow waters.

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A sunset over a palm tree-lined pier extending into calm 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 travellers seeking exclusive waterfront holiday rentals. The peaceful area 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.

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A beach with palm trees, lounge chairs, and a building with balconies.

Seabreeze Trailer Park

This affordable Keys hideaway puts you right on the beautiful shores of Islamorada. Seabreeze Caravan 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 Centre 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.

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Stay near popular Islamorada attractions

A wooden deck with benches overlooking a clear blue sea.

Anne's Beach

7.8/10 (597 reviews)

Anne's Beach offers shallow, calm waters and a scenic boardwalk winding through mangroves. Enjoy the covered pavilions for picnicking or launch your paddleboard into the crystal-clear waters of the Florida Keys.

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Florida Keys Brewing Co.

9.2/10 (520 reviews)

The Upper Keys' first microbrewery infuses local flavours like Key lime and honey into its craft beers. Sip seasonal brews in the vibrant taproom or lush beer garden while enjoying local art and live music.

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An archaeological site with stone structures and metal machinery.

Windley Key Fossil Reef Geological State Park

8.8/10 (184 reviews)

Walk through ancient coral walls rising eight feet high in this former limestone quarry turned state park. Ranger-guided tours reveal the fascinating geological history preserved in the fossilised reef.

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A building with a blue facade, a large mural of a diving scene, and a statue of a diver.

History of Diving Museum

9.0/10 (177 reviews)

Discover 4,000 years of underwater exploration at this unique museum featuring diving helmets from around the world. Explore exhibits showcasing the evolution of diving technology from ancient to modern times.

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Islamorada County Park

8.8/10 (198 reviews)

This 40-acre waterfront retreat offers a bayfront beach, marina, and scenic trails for active relaxation. Enjoy a refreshing swim in the pool or bring your four-legged friend to the specialised dog parks.

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Islamorada Brewery & Distillery

9.4/10 (8 reviews)

The Florida Keys' first distillery crafts award-winning spirits and beers capturing the island's essence. Enjoy tastings in their relaxed taproom or pet-friendly garden with pub-style food available.

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Sunset Drive Beach

9.0/10 (91 reviews)

This secluded stretch of Islamorada shoreline offers a peaceful retreat from Florida's busier beaches. Watch the sky transform into a canvas of colours as the sun sinks into the Atlantic Ocean.

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Rain Barrel Village

You can browse for the perfect souvenirs at Rain Barrel Village during your trip to Islamorada. Take in the entertainment choices and beautiful sunsets in this relaxing area.

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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 snorkelling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

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An aerial view of a coastal town with a marina, surrounded by clear blue waters and green islands.

Top Islamorada Hotel Reviews

Islander Resort

10/10 Excellent

"Muy buenas condiciones , recomendado para una experiencia inolvidable"

Amara Cay Resort

10/10 Excellent

"Everybody was nice and helpful, the room very clean . 🤗"

Chesapeake Beach Resort

10/10 Excellent

"Me gusto la privacidad del lugar, su limpieza y ubicacion. Un lugar hermoso , tranquilo y con buenos anfitriones."

Cheeca Lodge & Spa

10/10 Excellent

"Really a nice place. Overall the Keys are an older area with many hotels/resorts showing signs of deferred maintenance. This place was a true 5 Star. Staff is/are unbelievable. 100% recommend."

La Jolla Resort

10/10 Excellent

"Nice hotel."

Breezy Palms Resort

10/10 Excellent

"Such a great place to stay!!"

Treasure Harbor

10/10 Excellent

"Jennifer was amazing. We drove all night and checked in. She was so kind and helpful. Really loved treasure harbor. I will be posting videos on my social media soon. Great stay and absolutely beautiful islamorada ❤️ We hope to come again in the future. Thanks - Angel"

Coconut Cove Resort and Marina

10/10 Excellent

"Amazing gym, really cool pool with waterfall, beautiful view of the sunrise on a small beach. Overall was super nice."

Hadley Resort and Marina

10/10 Excellent

"Great place for the money!"

More cheap stays in Islamorada

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL

HK$688

HK$774 total

7 Oct - 8 Oct

includes taxes & fees

9/10 Wonderful! (1,003 reviews)

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

HK$641

HK$847 total

7 Oct - 8 Oct

includes taxes & fees

9/10 Wonderful! (753 reviews)

Rock Reef Resort

97850 Overseas Hwy Key Largo FL

HK$794

HK$893 total

8 Oct - 9 Oct

includes taxes & fees

9.2/10 Wonderful! (1,187 reviews)

Drift Hotel

95320 Overseas Hwy Key Largo FL

HK$745

HK$926 total

29 Oct - 30 Oct

includes taxes & fees

Sunset Cove Beach Resort

MM 99.5 Key Largo FL

HK$918

HK$1,033 total

12 Oct - 13 Oct

includes taxes & fees

Creekside Inn

90611 Old Highway Tavernier FL

HK$1,117

HK$1,257 total

11 Oct - 12 Oct

includes taxes & fees

7.8/10 Good! (1,022 reviews)

Hotels in Islamorada with star-rating

Find out more about Islamorada

Top reasons to visit Islamorada

Stunning Beaches: Islamorada boasts beautiful beaches where visitors can relax, soak up the sun, and enjoy breathtaking views.
Thrilling Water Sports: The area offers a plethora of activities, including snorkelling, diving, and fishing, catering to adventure enthusiasts.
Engaging Dolphin Shows: Families can enjoy captivating dolphin experiences, making for memorable interactions with these intelligent creatures.
Vibrant Local Culture: Explore charming shops, enjoy live music, and immerse yourself in the friendly island atmosphere.
Quaint Accommodation: Stay in delightful resorts like the Islander Resort, offering excellent amenities for a relaxing getaway.

Find great hotels in Islamorada

Discover the perfect getaway in Islamorada, Florida, with an array of charming hotels and resorts tailored for every type of traveller. Whether you seek adventure, a family-friendly environment, or a relaxing beach holiday, you'll find numerous options, including the renowned Islander Resort. Embrace the idyllic surroundings while enjoying top-notch amenities designed for a memorable stay.

Amara Cay Resort: Amara Cay Resort is a charming 3.5-star property that boasts a welcoming atmosphere for adventure seekers and beach lovers alike. With a guest rating of 8.8 out of 10, this resort is ideal for those travelling with pets and looking to immerse themselves in a variety of outdoor activities. Guests can enjoy direct beach access, as well as onsite options for kayaking and snorkelling. The nearby surroundings offer hiking, biking, and fishing experiences. The resort is pet-friendly, providing amenities such as dog bowls and specific pet policies, ensuring a comfortable stay for both you and your furry companions.
Cheeca Lodge & Spa: Cheeca Lodge & Spa, a luxurious 4-star retreat with a remarkable guest rating of 9.2 out of 10, is perfect for those seeking a sophisticated beach getaway with a golf twist. This resort features direct access to the beach and offers guests the opportunity to indulge in a leisurely golfing experience. The serene atmosphere and elegant accommodations make it an ideal choice for travellers who appreciate a blend of relaxation and recreation. With an array of amenities, visitors can unwind in style while enjoying the scenic beauty of Islamorada.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort: With a guest rating of 9.0 out of 10, this 3-star resort is tailored for families seeking a delightful beach holiday. Three Waters Resort and Marina provides direct access to the beach and includes various child-friendly amenities such as an arcade game room and complimentary cribs. The thoughtful features cater to families, ensuring a safe and enjoyable experience for younger guests. This resort combines fun and comfort, making it a wonderful choice for families eager to create lasting memories in a picturesque setting.

Where to stay in and around Islamorada

Islamorada, nestled in the stunning Florida Keys, offers an idyllic escape for families and adventure seekers alike. With its charming island vibe, visitors can indulge in relaxing beach vacations, explore the vibrant local culture, and enjoy thrilling water sports. Nearby attractions provide a perfect blend of romance and family-friendly activities, ensuring that every traveller can experience the enchanting atmosphere of this island paradise. Discover the beauty of Islamorada and create unforgettable memories amid friendly faces and breathtaking scenery.

Lower Matecumbe Key: Nestled within the scenic beauty of the Florida Keys, Lower Matecumbe Key offers a serene island experience just a stone's throw from Islamorada. This area sees a steady flow of visitors year-round, with peak times occurring from March to April and again in July. Known for its stunning beaches and outdoor family activities, Lower Matecumbe Key is your gateway to adventure. Enjoy thrilling underwater sports, explore local recreational areas, or simply bask in the sun on its picturesque beaches. The nearby family-friendly beach and island attractions make it an ideal destination for those seeking both relaxation and excitement.
Plantation Key: Located approximately 10km from Islamorada, Plantation Key is another beautiful island destination that thrives on its seasonal tourism, particularly bustling from January to April and September. This neighbourhood is perfect for outdoor enthusiasts and families, boasting a range of activities from shopping at local centres to enjoying a round of golf on its pristine courses. With its inviting beaches and family-friendly spaces, Plantation Key is an excellent choice for those looking to indulge in both leisure and recreation amidst a tropical backdrop.
Upper Matecumbe Key: Also situated near Islamorada, Upper Matecumbe Key attracts a diverse array of visitors, especially during its peak months of April to May and July. This area is celebrated for its beautiful beaches and outdoor experiences that cater to families. Visitors can explore vibrant shopping areas and recreational venues, making it a lively spot to unwind. With its close proximity to charming beaches and family-oriented attractions, Upper Matecumbe Key combines the allure of island living with a plethora of activities for everyone to enjoy.

Things to do in Islamorada

Shopping

In Islamorada, you can explore local shops like the Islander Watersports for unique gifts. If you're up for a drive, visit the nearby Mall of the Americas or Sawgrass Mills for a wider selection of stores and brands.

Recreation

Experience the tranquility of the Calming Spa, where soothing treatments and serene surroundings create a peaceful retreat. Engage in yoga sessions at the beach, embracing the gentle ocean breeze while enhancing your mindfulness and flexibility amidst the natural beauty of Islamorada.

Adventure

In Islamorada, explore the vibrant coral reefs through snorkelling or scuba diving adventures, revealing stunning marine life. Alternatively, embark on a thrilling fishing charter, where you can catch tarpon or sailfish in the bountiful waters of the Florida Keys, surrounded by breathtaking ocean views.

Nightlife

In Islamorada, the nightlife features vibrant spots like the lively Green Turtle Inn, offering delicious seafood and tropical drinks, and the relaxed Morada Bay Beach Café, where you can enjoy beachfront sunsets and live music. For a laid-back vibe, visit the Islander Watersports for evening fun on the water.

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

Booking tips and Expedia advantages for Islamorada

To save money during your trip to Islamorada, consider visiting between September and November for lower accommodation rates. Utilise free attractions like Anne's Beach and local parks. For transport, walking and cycling are budget-friendly options. Book your hotel about a month in advance or check Expedia for last-minute deals, especially on Tuesdays, which tend to be cheaper. Additionally, combining your hotel, flights, and activities into a package on Expedia can lead to further savings.

The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Islamorada are September to November, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
The best time to book a hotel: The cheapest time to book a hotel in Islamorada is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Islamorada is Tuesday. The most expensive day to stay in Islamorada is Saturday.
Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of accommodation you desire. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
Consider bundling your trip: You can reduce your expenses by combining your hotel reservation in Islamorada with your flights and activities through an Expedia package.

Find the best attractions in Islamorada

Islamorada is an ideal destination for families seeking outdoor and beach holidays. Visitors can explore a variety of attractions, including marinas, beautiful beaches, and national parks, all offering thrilling adventures and relaxing coastal experiences. A visit to the local beaches is a must for those looking to soak up the sun and enjoy the stunning scenery.

Islamorada County Park: This urban park offers a delightful escape with its family-friendly atmosphere. Enjoy outdoor activities, picnics, and beautiful landscapes that reflect the vibrant community spirit of Islamorada.
Bud n' Mary's Dive Center: Renowned for its adventurous spirit, this marina is the gateway to exhilarating water activities. Experience diving and snorkelling amidst stunning marine life, all while soaking in the refreshing beach vibes.
Anne's Beach: A picturesque beach perfect for relaxation, Anne's Beach invites visitors to bask in the sun and enjoy the gentle waves. It’s an ideal spot for a leisurely stroll along the shore or a serene day by the water.

Best time to go to Islamorada

The best time to visit Islamorada is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	70.0°F (21.1°C)	No Rain	Mostly Sunny	Average	Average
February	71.8°F (22.1°C)	No Rain	Mostly Sunny	Average	Slightly High
March	72.9°F (22.7°C)	No Rain	Mostly Sunny	Moderately High	Slightly High
April	76.6°F (24.8°C)	No Rain	Mostly Sunny	Moderately High	Slightly High
May	79.3°F (26.3°C)	Light Rain	Mostly Sunny	Average	Average
June	82.4°F (28.0°C)	Light Rain	Mostly Sunny	Average	Average
July	83.8°F (28.8°C)	Light Rain	Mostly Sunny	Moderately High	Average
August	84.4°F (29.1°C)	Light Rain	Mostly Sunny	Average	Average
September	83.3°F (28.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
October	80.2°F (26.8°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
November	75.9°F (24.4°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
December	72.9°F (22.7°C)	No Rain	Mostly Sunny	Moderately Low	Average

The nearest major airports for your trip to Islamorada

Flying into Islamorada is convenient with several major airports nearby. MIAmi International Airport (MIA) is situated 103km away, with luxurious hotels like W South Beach and 1 Hotel South Beach, both 14km from the airport. Fort Lauderdale - Hollywood International Airport (FLL) is 137km distant, offering top-tier options such as The Ritz-Carlton, Fort Lauderdale, only 6km away. The closest airport is Florida Keys Marathon (MTH), located 48km from Islamorada, with nearby hotels like Isla Bella Beach Resort & Spa, just 6km from the airport. Transportation services connect these hotels to the respective airports, ensuring a smooth journey.

Frequently asked questions

Where is the best place for a stay in Islamorada?

Based on our traveller 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 visit include Chesapeake Beach Resort and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort. See all available top hotels, or vacation rentals in Islamorada.

What are some of the best holiday rentals that Islamorada has to offer?

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada: This highly rated holiday home rental in Islamorada offers an outdoor pool, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of garden in this rental home to help you unwind. Other favourite homes for rent in Islamorada are 7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks and Bungalow #3 - 2 Bed/1 Bath & Pool in Islamorada. See all vacation rentals in Islamorada.

If I need to cancel my hotel reservation in Islamorada, will I receive a refund?

Yes, the majority of room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Islamorada.

What's the best place to stay on a budget in Islamorada?

Based on reviews, Chesapeake Beach Resort is a popular hotel for our travellers who want a more economical choice, and features free breakfast and free Wi-Fi. View all budget hotels in Islamorada.

What's the best family accommodation in 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 options for your child-friendly holiday include Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort and Fisher Inn Resort & Marina. Also, attractions in the area such as Jacob's Aquatic Center and John Pennekamp Coral Reef State Park are fun for children 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 holiday. See all available hotels listed as LGBTQ-friendly in Islamorada.

What's the best dog-friendly place to stay in Islamorada?

Chesapeake Beach Resort is a top hotel for people travelling with their pets, and offers 2 outdoor pools and free WiFi for its human guests. Two other good options for you and your pet's trip include Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort and Amara Cay Resort. See more pet-friendly hotel accommodations in Islamorada.

What's the best hotel to stay near the beach in Islamorada?

Cheeca Lodge & Spa is a top resort located on the beach . Other good options for your beach trip include Chesapeake Beach Resort and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort. See more stays near the beach in Islamorada.

What's the best luxury hotel in Islamorada?

Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Another upscale option for your trip is The Islands of Islamorada. Find more luxury hotels in Islamorada.

What are some accommodation options with pools in Islamorada?

Chesapeake Beach Resort is a top hotel with 2 outdoor swimming pools, a private beach and free breakfast. A couple of other options that offer an on-site pool include Drop Anchor and Bayside Villas by Islander Resort. 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 centre. Treat yourself to a facial, body scrub or detox wrap at the on-site spa. In-room massages are also available. See all spa hotels in Islamorada.

What's it like to stay in Islamorada?

Travellers to Islamorada give high marks for the seaside, entertainment choices and seafood restaurants. This relaxing city also attracts tourists with its opera houses. In Islamorada, there are 850 hotels and other accommodation options to choose from. Find out more about Islamorada.

What are the top places to visit in Islamorada?

The seaside and sunsets highlight the natural beauty with places to discover including Anne's Beach, Fiesta Key and Everglades National Park. 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 itinerary are Islamorada Brewery & Distillery and History of Diving Museum. Take a look at what more there is to see and do in Expedia's Islamorada guide.

What's the weather like in Islamorada?

The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.

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Our top choices for Islamorada hotels

1. Islander Resort

2. Cheeca Lodge & Spa

3. Chesapeake Beach Resort

4. La Jolla Resort

5. Amara Cay Resort

6. Fisher Inn Resort & Marina

7. Coconut Cove Resort and Marina

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

9. Hadley Resort and Marina

10. Pines & Palms Resort

11. Breezy Palms Resort

12. Drop Anchor

13. Bayside Villas by Islander Resort

14. La Siesta Resort & Villas

15. Atlantic Bay Resort

16. Casa Morada

17. The Islands of Islamorada

18. Dove Creek Resort & Marina, Trademark Collection by Wyndham

19. Sunset Cove Beach Resort

20. Lime Tree Bay Resort

Holiday Rentals in Islamorada

Treasure Harbor

Topsider Resort

Island Bay Resort

Caloosa Cove Resort by CoolVacay

Key Largo Cottages

Where to stay in Islamorada

Matecumbe

Lower Matecumbe Beach

Venetian Shores

Seabreeze Trailer Park

Stay near popular Islamorada attractions

Anne's Beach

Florida Keys Brewing Co.

Windley Key Fossil Reef Geological State Park

History of Diving Museum

Islamorada County Park

Islamorada Brewery & Distillery

Sunset Drive Beach

Rain Barrel Village

Learn more about Islamorada

Top Islamorada Hotel Reviews

Islander Resort

Amara Cay Resort

Chesapeake Beach Resort

Cheeca Lodge & Spa

La Jolla Resort

Breezy Palms Resort

Treasure Harbor

Coconut Cove Resort and Marina

Hadley Resort and Marina

More cheap stays in Islamorada

The Pelican Key Largo Cottages

Breezy Palms Resort

Rock Reef Resort

Drift Hotel

Sunset Cove Beach Resort

Creekside Inn

Hotels in Islamorada with star-rating

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Top reasons to visit Islamorada

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Where to stay in and around Islamorada

Things to do in Islamorada

Booking tips and Expedia advantages for Islamorada

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The nearest major airports for your trip to Islamorada

Frequently asked questions

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