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

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Our top choices for Islamorada hotels

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
RAIBEL
NT$4,754
NT$7,681 total
includes taxes & fees
Oct 2 - Oct 3
Cheeca Lodge & Spa
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 bar area with a wooden counter, bar stools, and potted plants.

2. Islander Resort

Islander Resort
Matecumbe
United States
Steven
NT$9,117
NT$12,586 total
includes taxes & fees
Oct 27 - Oct 28
Islander Resort
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 waterfront hotel with multiple floors, palm trees, and a calm reflective pool.
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

3. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Suresh
NT$4,812
NT$7,205 total
includes taxes & fees
Oct 5 - Oct 6
Chesapeake Beach Resort
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 hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A resort pool with palm trees, beach chairs, and umbrellas.

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
MICHAEL
NT$4,924
NT$7,869 total
includes taxes & fees
Oct 5 - Oct 6
Amara Cay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
A resort with a pool, beach, and ocean view.
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.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
Canada
Eslita
NT$6,866
NT$10,057 total
includes taxes & fees
Oct 18 - Oct 19
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.
A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.
A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.

6. La Jolla Resort

La Jolla Resort
Matecumbe
United States
Kayla
NT$3,087
NT$4,370 total
includes taxes & fees
Oct 6 - Oct 7
La Jolla Resort
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

Coconut Cove Resort and Marina
Islamorada
United States
Hailey Ritch and Patrick
NT$4,747
NT$5,340 total
includes taxes & fees
Oct 7 - Oct 8
Coconut Cove Resort and Marina
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.
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.

8. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
Alexandra
NT$4,305
NT$5,883 total
includes taxes & fees
Oct 12 - Oct 13
Fisher Inn Resort & Marina
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.
A beachside resort with a pool area, lounge chairs, and palm trees.
A coastal resort with a marina, clear blue water, and lush greenery.

9. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Colt
NT$6,576
NT$9,157 total
includes taxes & fees
Oct 15 - Oct 16
Pines & Palms Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.
A beach with thatched umbrellas, palm trees, and lounge chairs.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.
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.

10. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
Zack
NT$2,604
NT$3,438 total
includes taxes & fees
Oct 4 - Oct 5
Breezy Palms Resort
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.
An aerial view of a marina with docked boats, a building with balconies, and a beach area.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and buildings.

11. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
weder
NT$4,305
NT$5,883 total
includes taxes & fees
Oct 20 - Oct 21
Hadley Resort and Marina
A beachside patio with white furniture, palm trees, and a thatched umbrella.
A beach with palm trees, a thatched umbrella, and lounge chairs.
A deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.
A pool area with lounge chairs and a sign indicating a drop-off zone.

12. Drop Anchor

Drop Anchor
Islamorada
United States
Payman
NT$4,196
NT$5,837 total
includes taxes & fees
Oct 6 - Oct 7
Drop Anchor
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
A gated entrance to a resort with palm trees and a clear sky.
A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean.
A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.

13. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
NT$16,629
NT$20,796 total
includes taxes & fees
Oct 7 - Oct 8
The Islands of Islamorada
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.
Exterior
A waterfront property with a paved walkway, palm trees, and a white building with a dock.

14. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
NT$10,079
NT$13,672 total
includes taxes & fees
Oct 7 - Oct 8
Bayside Villas by Islander Resort
A beach with lounge chairs, palm trees, and a view of the water.
A beachside seating area with Adirondack chairs and a table, palm trees, and a view of the ocean.
A compact living space with a balcony, a television, and a dining area.
A spacious bedroom with a bed, a dresser, a television, and a view of the sea through the window.

15. Atlantic Bay Resort

Atlantic Bay Resort
Tavernier
United States
Annie
NT$4,603
NT$5,896 total
includes taxes & fees
Oct 14 - Oct 15
Atlantic Bay Resort
A beach with rows of sun loungers and palm trees.
A spacious room with a high ceiling, a ceiling fan, a dining table with chairs, a sofa, and a television mounted on the wall.
A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.
Three Adirondack chairs facing a sunset over a body of water.

16. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
United States
Nathalie
NT$4,813
NT$5,415 total
includes taxes & fees
Oct 18 - Oct 19
Ragged Edge Resort & Marina
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.
A garden with various trees and a gravel path.
A waterfront pier with wooden posts and a wooden walkway extending into the water.
A view through a door of a tropical outdoor area with a pathway leading to a beach, palm trees, and a clear sky.

17. Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
United States
Payton
NT$3,727
NT$4,193 total
includes taxes & fees
Oct 12 - Oct 13
Sunset Cove Beach Resort
A wooden deck with a view of the ocean and a palm tree.
A spacious dining area with high ceilings, wicker furniture, and large windows.
A spacious interior with a high ceiling, large windows, and a central chandelier.
A hammock on a sandy beach with a view of the sea and a tree overhead.

18. Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
United States
Micheal
NT$8,855
NT$11,718 total
includes taxes & fees
Oct 12 - Oct 13
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Two Adirondack chairs on a sandy beach with a wooden pier extending into calm water.
A hotel room with a bed, a sofa, a chair, a nightstand, a lamp, and a window.
A bathroom with a white vanity, a mirror, a sink, a cabinet, and a towel rack.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a microwave.

19. Coconut Palm Inn

Coconut Palm Inn
Tavernier
United States
ED
NT$5,992
NT$7,996 total
includes taxes & fees
Oct 5 - Oct 6
Coconut Palm Inn
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.
A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.
A resort with a pool, multiple buildings, and a waterfront view.
A hotel room with a bed, a TV, a sofa, and a balcony with a view.

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

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
United States
Omar Ahmad
NT$3,125
NT$4,526 total
includes taxes & fees
Oct 8 - Oct 9
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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Vacation Rentals in Islamorada

Aparthotel
A beach with palm trees, thatched-roof huts, and lounge chairs.
A beach with thatched umbrellas, palm trees, and lounge chairs.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.
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.

Breezy Palms Resort

Breezy Palms Resort
Matecumbe
"We loved our stay! Great location, clean rooms."
Breezy Palms Resort
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 pool area with a white fence, a lifebuoy, and palm trees in the background.
A row of floating cottages with balconies and outdoor seating, docked along a waterway.

Treasure Harbor

Treasure Harbor
Islamorada
"Beautiful unique place"
Treasure Harbor
Aparthotel
A beachside lounge with wooden lounge chairs and blue umbrellas, overlooking a calm sea and docked boats.
A reception desk with a floral arrangement, framed welcome sign, and a check-in/out schedule.
A tropical resort with a wooden deck leading to a blue door, surrounded by lush greenery and palm trees.
A beach with wooden lounge chairs and umbrellas, palm trees, and a clear view of the ocean.

Island Bay Resort

Island Bay Resort
Tavernier
"Amazing vacation spot!!"
Island Bay Resort
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

Caloosa Cove Resort by CoolVacay
Matecumbe
"Great location, we will return"
Caloosa Cove Resort by CoolVacay
Apartment
A beach with palm trees, lounge chairs, and a thatched-roof structure.
A wooden deck with a thatched-roof structure, a sign indicating no swimming, and a clear view of the ocean.
A restaurant with a bar area, wooden ceiling, large windows, and potted plants.
A clear blue pool with lounge chairs and umbrellas, surrounded by greenery.

Condo in the Keys

Condo in the Keys
Tavernier
"Love the location "
Condo in the Keys
Apartment
A sailboat on calm waters during sunset.
A beachside patio with a thatched roof, a table, and chairs.
A spacious living area with a wooden dining table, a sofa, and a staircase leading to an upper level.
A beach with a thatched hut, several boats, and lounge chairs.

Key Largo Cottages

Key Largo Cottages
Key Largo
"Beautiful and peaceful place "
Key Largo Cottages
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Where to stay in Islamorada

Find the best Islamorada areas and neighborhoods for the activities you enjoy most.
A marina with several yachts docked, palm trees, and a clear blue sky.
A stone monument with a relief sculpture, surrounded by palm trees and a clear blue sky.
A marina with several yachts docked, surrounded by lush greenery and palm trees.
A beach with palm trees and white lounge chairs under a clear blue sky.
A beach with white chairs, palm trees, and a clear blue sky.

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.

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 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.

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 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.

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 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

A beach with a wooden structure, clear blue sky, and dense green foliage.

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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A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

Florida Keys Brewing Co.

9.2/10 (520 reviews)
The Upper Keys' first microbrewery infuses local flavors 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 fossilized 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 specialized 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 colors as the sun sinks into the Atlantic Ocean.
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Rain Barrel Village

You can enjoy retail therapy at Rain Barrel Village during your stay in 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 snorkeling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada
A white two-story house with blue accents, surrounded by palm trees and a sandy area.

Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

8/10 Good
"The room was a little loud from the A/C unit but great stay"
Benjamin 2-night trip
Posted 9 hours ago
Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Great place"
Juan 4-night trip
Posted 14 hours ago
Chesapeake Beach Resort
Islander Resort

Islander Resort

10/10 Excellent
"It great amenities but pools are small."
Jaily 2-night trip
Posted 2 days ago
Islander Resort
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"First time staying and we enjoyed it"
Pamela 1-night trip
Posted 2 days ago
Hadley Resort and Marina
Amara Cay Resort

Amara Cay Resort

8/10 Good
"This resort was absolutely beautiful!! The pool was amazing, a resort style pool. The resort had its own private beach area and a dock. Had plenty of seating everywhere, many cool sitting areas around the property. The only negative thing I could say is that the staff didn’t pick up trash and towels around the pool which seemed odd and it was off season so it wasn’t busy. It’s such a beautiful resort that I would think that would be a priority to keep it clean. Another cool thing is that they have a water taxi and shuttle to their 2 sister resorts which you can utilize all of those amenities as well. They also included bike rentals, paddle boards and kayaking on site which is convenient. You can also bring your private boat there and leave it at the dock for a fee. I would absolutely stay there again!"
Melissa 1-night trip
Posted 3 days ago
Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

10/10 Excellent
"Ya’ll just need a microwave."
Nathalee 3-night trip
Posted 3 days ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Casa Morada

Casa Morada

10/10 Excellent
"always a favorite!"
robert 2-night trip
Posted 6 days ago
Casa Morada
Drop Anchor

Drop Anchor

10/10 Excellent
"Exceeded all my expectations, definitely going back. Highly recommend"
Payman 3-night trip
Posted 7 days ago
Drop Anchor
Treasure Harbor

Treasure Harbor

10/10 Excellent
"Amazing location and well equipped. Loved the local vibe, didn't see a manatee but plenty of green iguanas. Property was comfortable with great AC."
Robert 1-night trip
Posted 3 weeks ago
Treasure Harbor

More cheap stays in Islamorada

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL
NT$2,919
NT$3,284 total
Oct 4 - Oct 5
includes taxes & fees
The Pelican Key Largo Cottages
Breezy Palms Resort

Breezy Palms Resort

80015 Overseas Highway Islamorada FL
NT$2,604
NT$3,438 total
Oct 4 - Oct 5
includes taxes & fees
Breezy Palms Resort
Rock Reef Resort

Rock Reef Resort

97850 Overseas Hwy Key Largo FL
NT$3,227
NT$3,631 total
Oct 6 - Oct 7
includes taxes & fees
9.2/10 Wonderful! (1,193 reviews)
Rock Reef Resort
Drift Hotel

Drift Hotel

95320 Overseas Hwy Key Largo FL
NT$2,932
NT$3,657 total
Oct 14 - Oct 15
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Drift Hotel
Sunset Cove Beach Resort

Sunset Cove Beach Resort

MM 99.5 Key Largo FL
NT$3,727
NT$4,193 total
Oct 12 - Oct 13
includes taxes & fees
9.2/10 Wonderful! (1,012 reviews)
Sunset Cove Beach Resort
Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
NT$4,559
NT$5,128 total
Oct 5 - Oct 6
includes taxes & fees
7.8/10 Good! (1,021 reviews)
Creekside Inn

Hotels in Islamorada with star-rating

Find out more about Islamorada

Top reasons to visit Islamorada

  • Stunning Beaches: Islamorada boasts beautiful beaches perfect for sunbathing, swimming, and water sports.
  • Adventure Activities: Engage in exciting water sports like snorkeling, kayaking, and paddleboarding.
  • Vibrant Island Vibe: Experience the lively atmosphere with local shops, live music, and entertainment.
  • Family-Friendly Attractions: Enjoy dolphin shows and family-oriented activities that cater to all ages.
  • Proximity to National Parks: Explore nearby national parks for hiking and nature experiences.

Find great hotels in Islamorada

Discover the perfect getaway in Islamorada, Florida, where a variety of hotels and resorts cater to adventure seekers, families, and beach lovers alike. Whether you're looking for a relaxing beach vacation or exciting water activities, you’ll find the ideal accommodations at the Islander Resort and other top choices. Experience the charm of this tropical paradise while enjoying exceptional amenities and services tailored to enhance your stay.

  • Amara Cay Resort: Nestled in the heart of Islamorada, the 3.5-star Amara Cay Resort offers a vibrant beach and adventure-themed experience. With a guest rating of 8.8 out of 10, this resort is ideal for travelers seeking an active vacation. Enjoy direct access to the beach while participating in onsite activities like snorkeling and kayaking. For those who prefer to explore, nearby hiking, biking, and fishing options are available. Pet-friendly amenities ensure that your furry friends are welcome, with special provisions for dogs and service animals.
  • Cheeca Lodge & Spa: The 4-star Cheeca Lodge & Spa stands out with its luxurious beach and golf-themed offerings, earning a guest rating of 9.2 out of 10. Located right on the beach, this resort allows guests to indulge in golf experiences while enjoying stunning ocean views. The property’s elegant design and upscale amenities cater to those looking for a relaxing yet active getaway. With a focus on comfort and recreation, Cheeca Lodge & Spa is a sophisticated choice for leisure travelers.
  • Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort: This 3-star resort is rated 9.0 out of 10 and welcomes families seeking adventure and relaxation. Located directly on the beach, Three Waters Resort provides a range of activities, including kayaking and boat tours. The resort features family-friendly amenities like an arcade game room and complimentary cribs, making it easy for families to enjoy their vacation together. With options for sailing, windsurfing, and swimming nearby, there’s plenty for everyone to enjoy.

Where to stay in and around Islamorada

Islamorada, known as the Village of Islands, offers a perfect blend of relaxation and adventure for families and couples alike. Explore the pristine beaches, indulge in water sports, and soak in the vibrant island vibe. Nearby, the Florida Keys beckon with their stunning landscapes and friendly atmosphere, ensuring a memorable beach vacation. Experience the charm of this island paradise as you create unforgettable memories in this beautiful corner of the United States.

  • Tavernier: Located 14km from Islamorada, Tavernier offers a delightful blend of outdoor adventures and family-friendly activities. This charming city attracts visitors year-round, with peak seasons in March to April and July. Travelers flock to Tavernier for its beautiful beaches, vibrant shopping areas, and welcoming resorts. Local landmarks like the family beach and tourist precinct provide a perfect backdrop for relaxation and fun. Whether you’re looking to soak up the sun or explore the local shopping scene, Tavernier has something for everyone.
  • Matecumbe: Nestled close to Islamorada, Matecumbe is a picturesque neighborhood that thrives on its outdoor and beach experiences. With a steady stream of visitors, especially during February to March and July, this area is perfect for families seeking adventure. Matecumbe boasts various shopping centers and resorts, making it a convenient spot for vacationers. Enjoy the local beaches and family-friendly attractions, all while taking in the stunning surroundings. This neighborhood is ideal for those looking to immerse themselves in the natural beauty of the Florida Keys.
  • Venetian Shores: Situated near Islamorada, Venetian Shores is a charming neighborhood that attracts visitors all year round. With peak travel times similar to Matecumbe, in February to March and July, it’s a great destination for families and outdoor enthusiasts. The area features a mix of resorts and educational opportunities, along with adventure activities for thrill-seekers. Local highlights include beautiful beaches and scenic islands, providing a perfect setting for relaxation and exploration. Venetian Shores is a must-visit for those looking to enjoy the best of the Florida Keys.

Things to do in Islamorada

Shopping

In Islamorada, you can explore local shops like the Islander Watersports for unique souvenirs and gifts. If you're up for a drive, visit the nearby Florida Keys Outlet Marketplace in Key Largo, where you'll find a variety of brand-name stores and local artisans selling their crafts.

Recreation

In Islamorada, the Islander Watersports offers paddleboarding and kayaking, allowing you to connect with nature while enjoying the serene waters. For relaxation, visit the Healing Center, where you can experience rejuvenating massages and holistic therapies tailored to your wellness needs.

Adventure

Explore the stunning waters of the Florida Keys with a thrilling kayaking adventure through mangroves, where you can spot diverse wildlife. Try your hand at deep-sea fishing, casting lines for tarpon and mahi-mahi, or embark on an exhilarating snorkeling trip to vibrant coral reefs teeming with marine life.

Nightlife

Experience the lively atmosphere at the Tiki Bar, where you can enjoy tropical drinks and live music. For a more laid-back vibe, visit Morada Bay Beach Café, offering stunning sunset views and a relaxed dining experience by 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 visit to Islamorada, take advantage of free attractions like Anne's Beach and Islamorada County Park. Opt for budget-friendly transport options such as biking or walking. Visit between September and November for lower accommodation rates, and book your hotel about a month in advance for the best prices. Tuesdays are typically the cheapest days to stay. Consider using Expedia to find package deals that combine flights and hotels for additional savings, and look for last-minute offers marked with a green banner for potential discounts.

  • 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: Booking a hotel in Islamorada about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • 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: Utilize Expedia's search tool to refine your options based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified option will show you a selection of sustainable and eco-friendly hotels currently available. To discover the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Islamorada with your flights and activities through an Expedia package deal.

Find the best attractions in Islamorada

Islamorada is perfect for family beach vacations and outdoor adventures. Visitors can explore local marinas, relax on beautiful beaches, and enjoy the nearby national parks. The area offers a range of activities for those seeking adventure and a beach experience, making it an ideal destination for tourists. Don't miss out on the stunning beaches in Islamorada, where you can soak up the sun and enjoy water sports.

  • Bud n' Mary's Dive Center: Experience the thrill of underwater exploration at this iconic marina. Offering dive trips and fishing charters, Bud n' Mary's is known for its vibrant marine life and stunning coral reefs. Whether you're a beginner or an experienced diver, the friendly staff will guide you through an unforgettable adventure.
  • Anne's Beach: Relax on the soft sands of Anne's Beach, a serene spot perfect for sunbathing and swimming. This beach features nature trails and picnic areas, making it an ideal location for a laid-back day by the water, surrounded by lush tropical scenery.
  • Islamorada County Park: Enjoy a family-friendly atmosphere at Islamorada County Park, where outdoor activities abound. With sports fields, playgrounds, and walking paths, it’s a great place for picnics, exercise, or simply enjoying the outdoors in a beautiful urban setting.

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 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

Traveling to Islamorada, Florida, is convenient with three major airports nearby. MIAmi International Airport (MIA) is located 103km away, with luxurious hotel options such as W South Beach and 1 Hotel South Beach, both 14km from the airport. Fort Lauderdale-Hollywood International Airport (FLL) is 137km away, featuring upscale accommodations like The Ritz-Carlton and Conrad Fort Lauderdale Beach, both within 8km. The closest option is Florida Keys Marathon Airport (MTH), situated 48km from Islamorada, offering nearby hotels like Isla Bella Beach Resort & Spa and Tranquility Bay Beachfront Hotel, just minutes from the airport. Each airport provides various transportation services for easy access to your destination.

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 Chesapeake Beach Resort and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort. See all available top hotels, or 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 Jacob's Aquatic Center and John Pennekamp Coral Reef State Park 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 Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort and Amara Cay 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 Three Waters Resort and Marina, Islamorada, a Tribute Portfolio 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. Another upscale option for your trip is The Islands of Islamorada. 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 850 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 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 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. In Islamorada, there are 850 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 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 agenda are Islamorada Brewery & Distillery and History of Diving Museum. 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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