Islamorada Holiday Rentals, Florida: Private House Rentals

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

1. Islander Resort

Matecumbe

Steven

฿6,982

฿10,309 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.

2. Cheeca Lodge & Spa

Matecumbe

Morgan

฿6,680

฿9,970 total

includes taxes & fees

19 Oct - 20 Oct

A beach with palm trees and lounge chairs.

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

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.

3. Chesapeake Beach Resort

Matecumbe

Phelicia

฿5,070

฿7,592 total

includes taxes & fees

18 Oct - 19 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 resort pool with palm trees, beach chairs, and umbrellas.

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.

4. Amara Cay Resort

Matecumbe

Danielle

฿5,189

฿8,292 total

includes taxes & fees

18 Oct - 19 Oct

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

A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.

A beach with wooden lounge chairs, 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.

5. La Jolla Resort

Matecumbe

Brett

฿4,803

฿6,348 total

includes taxes & fees

22 Oct - 23 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 resort with a pool, beach, and ocean view.

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

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

Islamorada

Liosbel

฿8,046

฿11,511 total

includes taxes & fees

3 Nov - 4 Nov

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

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

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.

7. Fisher Inn Resort & Marina

Islamorada

Siobhan

฿5,408

฿7,179 total

includes taxes & fees

10 Nov - 11 Nov

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 beach with palm trees, a thatched-roof hut, and lounge 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.

8. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

฿5,001

฿5,627 total

includes taxes & fees

27 Oct - 28 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 modern two-story beachfront property with balconies, a pool, and a sandy beach area.

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

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

9. Pines & Palms Resort

Matecumbe

Colt

฿6,932

฿9,653 total

includes taxes & fees

21 Oct - 22 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 modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

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

10. Breezy Palms Resort

Matecumbe

Gavin

฿3,293

฿4,240 total

includes taxes & fees

18 Oct - 19 Oct

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.

11. Drop Anchor

Islamorada

Payman

฿3,740

฿5,382 total

includes taxes & fees

18 Oct - 19 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.

An aerial view of a marina with docked boats, a building with balconies, and a beach area.

12. Hadley Resort and Marina

Matecumbe

weder

฿4,813

฿6,512 total

includes taxes & fees

9 Nov - 10 Nov

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

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.

A beach resort with palm trees, a thatched hut, and a purple building with a window.

13. La Siesta Resort & Villas

Matecumbe

Brianne

฿5,199

฿8,309 total

includes taxes & fees

15 Nov - 16 Nov

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

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.

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

14. The Islands of Islamorada

Matecumbe

Christian

฿17,522

฿21,913 total

includes taxes & fees

18 Oct - 19 Oct

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

A waterfront property with a paved walkway, palm trees, and a white building with a dock.

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.

15. Bayside Villas by Islander Resort

Matecumbe

Brian

฿8,701

฿12,243 total

includes taxes & fees

25 Oct - 26 Oct

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 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.

16. Atlantic Bay Resort

Tavernier

Annette

฿4,761

฿6,112 total

includes taxes & fees

18 Oct - 19 Oct

A beach with rows of sun loungers and palm trees.

A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.

A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.

A spacious room with a high ceiling, a ceiling fan, a dining table with chairs, a sofa, and a television mounted on the wall.

17. Ragged Edge Resort & Marina

Islamorada

Nathalie

฿4,010

฿4,512 total

includes taxes & fees

18 Oct - 19 Oct

A beach with thatched umbrellas, wooden chairs, and a wooden pier 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.

A garden with various trees and a gravel path.

18. Sunset Cove Beach Resort

Key Largo

Alexey

฿3,935

฿4,427 total

includes taxes & fees

20 Oct - 21 Oct

A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.

A swimming pool with a 5 ft depth marker, surrounded by palm trees and a white picket fence.

A hotel room with two beds, each with a different patterned bedspread, a nightstand with a lamp, framed artwork on the wall, and an air conditioning unit.

A bathroom with a sink, toilet, and shower. There is a mirror above the sink and a shelf with towels.

19. The Ocean View Inn & Pub

Islamorada

Maria

฿6,254

฿7,035 total

includes taxes & fees

27 Oct - 28 Oct

A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.

A spacious living area with a round dining table, a sofa, and a TV mounted on the wall.

A two-story building with a balcony, surrounded by palm trees and a sandy ground.

A beach with an American flag, palm trees, and a barbecue area.

20. Sands of Islamorada

Matecumbe

Nicolas

฿6,344

฿7,591 total

includes taxes & fees

19 Oct - 20 Oct

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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

Cheeca Lodge & Spa

10/10 Excellent

"Resort exceeded expectations for Islamorada area, well maintained, great location and excellent amenities. Great sunrise every morning."

Breezy Palms Resort

8/10 Good

"The property was clean and extremely well lit. The parking was great. The room had a full kitchen which was a huge plus. The layout of the room and the furnishings were beautiful and up to date. The room was spacious and comfortable. The staff were friendly and hospitable. I didnt pay much attention when booking but free kayaks or bikes would have been a great additional amenity. I thought it was extra convenient to have boats for rent on property. This was also an added benefit. I will definitely stay here again in the future."

La Jolla Resort

10/10 Excellent

"It was quaint and right on the water"

Caloosa Cove Resort by CoolVacay

10/10 Excellent

"Great room and property amenities. Every room has a spectacular ocean view. Pool was awesome with plenty of chairs around it. Restaurants were very good."

Fisher Inn Resort & Marina

10/10 Excellent

"It was EXACTLY what I was looking for. Thank you! I wish I had more time to enjoy the super adorable room."

Treasure Harbor

10/10 Excellent

"They bent over backwards for us, we enjoyed the stay. Everyone should try it."

Pines & Palms Resort

10/10 Excellent

"This was an absolute dream vacation for my husband and I. The amenities were fantastic and the property was immaculate. The staff were exceedingly concerned about our comfort and asking if we needed anything. The location couldn’t have been better. We will be back."

Hadley Resort and Marina

10/10 Excellent

"Great place for the money!"

The Caribbean Resort

10/10 Excellent

"Muy bien todo excelente servicio"

More cheap stays in Islamorada

Rock Reef Resort

97850 Overseas Hwy Key Largo FL

฿2,354

฿2,649 total

28 Oct - 29 Oct

includes taxes & fees

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL

฿2,871

฿3,230 total

26 Oct - 27 Oct

includes taxes & fees

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

฿3,293

฿4,240 total

18 Oct - 19 Oct

includes taxes & fees

9/10 Wonderful! (768 reviews)

Sunset Cove Beach Resort

MM 99.5 Key Largo FL

฿3,935

฿4,427 total

20 Oct - 21 Oct

includes taxes & fees

9.2/10 Wonderful! (1,004 reviews)

Drift Hotel

95320 Overseas Hwy Key Largo FL

฿3,709

฿4,550 total

21 Oct - 22 Oct

includes taxes & fees

Creekside Inn

90611 Old Highway Tavernier FL

฿4,618

฿5,195 total

12 Nov - 13 Nov

includes taxes & fees

Find out more about Islamorada

Top reasons to visit Islamorada

Stunning Beaches: Islamorada boasts pristine beaches with crystal-clear waters, perfect for sunbathing and relaxation.
Outdoor Adventures: Enjoy a variety of outdoor activities, including water sports, fishing, and exploring national parks.
Vibrant Local Culture: Experience live music and explore charming shopping centres that reflect the local island vibe.
Dolphin Shows: Witness captivating dolphin shows that are a hit with families and visitors of all ages.
Diverse Accommodation: Choose from a range of hotels and resorts, catering to all preferences from boutique charm to luxury amenities.

Find great hotels in Islamorada

Islamorada offers a delightful selection of hotels and resorts, perfect for adventurers, families, and beach lovers alike. Whether you seek the charm of a boutique hotel or the amenities of a luxurious resort, you'll find a range of options to enhance your holiday experience. From the tranquil Islander Resort to various other accommodations, Islamorada promises a memorable stay in this picturesque Florida Keys destination.

Amara Cay Resort: Nestled in the heart of Islamorada, Amara Cay Resort is a 3.5-star retreat celebrated for its adventurous spirit and pet-friendly atmosphere. With a guest rating of 8.8 out of 10, this resort offers direct beach access and a plethora of adventure sports. Engage in onsite kayaking or explore nearby hiking, fishing, and snorkeling activities. The resort welcomes pets, providing amenities such as food and water bowls, making it an ideal choice for travellers wishing to bring their furry companions along.
Cheeca Lodge & Spa: A luxurious 4-star haven, Cheeca Lodge & Spa boasts a remarkable guest rating of 9.2 out of 10. This family-friendly resort is set against the stunning backdrop of the beach, offering direct access to the shoreline. The lodge is particularly well-equipped for families with children, featuring amenities such as beach toys, a pool gate, and onsite babysitting services. Cheeca Lodge & Spa combines relaxation and recreation, ensuring a memorable stay for families seeking sun-soaked adventures.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort: This charming 3-star resort enjoys a guest rating of 9.0 out of 10 and is a delightful choice for families looking to unwind by the beach. With direct access to the sandy shores, Three Waters Resort offers a variety of family-friendly amenities, including a free crib service and an arcade game room. The welcoming atmosphere makes it an excellent option for those wishing to enjoy a relaxing vacation with their loved ones while creating lasting memories.

Where to stay in and around Islamorada

Islamorada, known as the Village of Islands, offers a delightful blend of relaxation and adventure for families and couples alike. Explore the stunning Florida Keys, bask on pristine beaches, and revel in the island vibes that define this tropical paradise. With friendly locals and a variety of outdoor activities, you'll find the perfect setting for a memorable beach vacation, whether you're seeking romance or thrilling adventures amidst breathtaking natural beauty.

Tavernier: Located a mere 14km from Islamorada, Tavernier is a charming city that offers a delightful mix of outdoor activities and family-friendly experiences. The town sees a moderate influx of visitors throughout the year, with peak seasons in March to April and July. Taverns, shopping centres, and beautiful beaches are among the popular attractions. Visitors can enjoy a relaxed atmosphere while exploring the local beach, perfect for family outings or leisurely days in the sun. The scenic views and vibrant community make Tavernier an ideal stop for any tourist looking to immerse themselves in the Florida Keys.
Venetian Shores: Nestled close to Islamorada, Venetian Shores is a picturesque neighbourhood that embraces the spirit of the Keys. While its visitor numbers fluctuate, it typically sees peaks in February to March and July. This area is a favourite for families seeking outdoor adventures, with a selection of resorts and educational activities available. The serene beaches and nearby islands provide an idyllic backdrop for relaxation and exploration. Whether you're taking part in water sports or simply lounging on the sand, Venetian Shores offers a beautiful retreat for those wanting to enjoy the best of Florida's coastal charm.
Lower Matecumbe Beach: Another lovely neighbourhood in close proximity to Islamorada, Lower Matecumbe Beach attracts visitors year-round, particularly in February to March and July. Known for its family-friendly atmosphere, this area boasts stunning beaches and ample recreational opportunities. With shopping centres and recreational areas nearby, tourists can easily find something for everyone. The inviting beaches and family beach options create a welcoming environment for all, making Lower Matecumbe Beach a must-visit spot for those looking to enjoy the sun and surf while creating lasting memories.

Things to do in Islamorada

Shopping

In Islamorada, visit local shops like Caroline's Cafe for unique gifts and souvenirs. For a broader shopping experience, if you're up for a drive, head to the Marathon Mall, located about 19km away, featuring various boutiques and shops that cater to diverse tastes.

Recreation

In Islamorada, indulge in rejuvenating treatments at the Healing Arts Centre, where holistic therapies and massage await you. Explore the tranquil surroundings at the Islander Watersports, offering paddleboarding and kayaking, perfect for reconnecting with nature and enhancing your well-being.

Adventure

Explore the underwater world with snorkelling at John Pennekamp Coral Reef State Park, where vibrant coral reefs and marine life await. For a thrill, try water sports like jet skiing or parasailing, offering exhilarating views of the stunning Florida Keys from above.

Nightlife

Experience the laid-back vibe of Islamorada at venues like the Green Turtle Inn, where you can enjoy live music and refreshing cocktails. Alternatively, unwind at the Islamorada Beer Company, offering craft brews and a relaxed atmosphere, perfect for mingling with locals and fellow travellers.

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

Find the best attractions in Islamorada

Islamorada is perfect for a family beach getaway, offering a variety of attractions such as marinas, beautiful beaches, and national parks. Visitors can indulge in outdoor adventures and beach activities, making it an ideal destination for those seeking excitement and relaxation. Don't miss the chance to explore the local beaches, which provide stunning views and opportunities for fun in the sun.

Bud n' Mary's Dive Center: Experience the thrill of adventure at this renowned marina, where you can engage in scuba diving, snorkelling, and deep-sea fishing. With its vibrant outdoor atmosphere, Bud n' Mary's offers an authentic taste of the Florida Keys' marine life.
Anne's Beach: Relax on the soft sands of Anne's Beach, a serene spot perfect for sunbathing and swimming. This picturesque beach is known for its shallow waters and natural beauty, making it an ideal location to unwind and enjoy the coastal scenery.
Islamorada County Park: A family-friendly urban park that combines city vibes with outdoor fun. Enjoy spacious picnic areas, walking trails, and recreational facilities, perfect for a leisurely day out with loved ones amid lush surroundings.

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 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

Reaching Islamorada is convenient via three major airports. Miami International Airport (MIA) is located 103km away, with excellent hotel options nearby such as the 5-star W South Beach and InterContinental Miami, both within 14km. Fort Lauderdale-Hollywood International Airport (FLL), situated 137km from Islamorada, offers luxurious stays at The Ritz-Carlton and Conrad Fort Lauderdale Beach, both a mere 4-8km from the airport. Lastly, Key West International Airport (EYW) is 121km away, with nearby 5-star accommodations like Casa Marina Key West, just 3km from the airport. Each airport provides various transportation services to facilitate your journey to Islamorada.

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.

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. Amara Cay Resort

5. La Jolla Resort

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

7. Fisher Inn Resort & Marina

8. Coconut Cove Resort and Marina

9. Pines & Palms Resort

10. Breezy Palms Resort

11. Drop Anchor

12. Hadley Resort and Marina

13. La Siesta Resort & Villas

14. The Islands of Islamorada

15. Bayside Villas by Islander Resort

16. Atlantic Bay Resort

17. Ragged Edge Resort & Marina

18. Sunset Cove Beach Resort

19. The Ocean View Inn & Pub

20. Sands of Islamorada

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

Cheeca Lodge & Spa

Breezy Palms Resort

La Jolla Resort

Caloosa Cove Resort by CoolVacay

Fisher Inn Resort & Marina

Treasure Harbor

Pines & Palms Resort

Hadley Resort and Marina

The Caribbean Resort

More cheap stays in Islamorada

Rock Reef Resort

The Pelican Key Largo Cottages

Breezy Palms Resort

Sunset Cove Beach Resort

Drift Hotel

Creekside Inn

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Where to stay in and around Islamorada

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