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

A beach with palm trees and lounge chairs.

A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

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

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

1. Chesapeake Beach Resort

Matecumbe

Rey

฿4,935

฿7,389 total

includes taxes & fees

21 Sept - 22 Sept

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

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

2. Cheeca Lodge & Spa

Matecumbe

Jessica

฿4,894

฿7,908 total

includes taxes & fees

2 Sept - 3 Sept

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.

3. Islander Resort

Matecumbe

Chris

฿7,358

฿10,494 total

includes taxes & fees

31 Aug - 1 Sept

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

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

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.

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

Islamorada

Ana

฿6,769

฿10,005 total

includes taxes & fees

21 Sept - 22 Sept

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.

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.

5. Amara Cay Resort

Matecumbe

David A

฿5,491

฿8,567 total

includes taxes & fees

21 Sept - 22 Sept

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

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

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

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

6. Coconut Cove Resort and Marina

Islamorada

Lisa C

฿4,868

฿5,476 total

includes taxes & fees

21 Sept - 22 Sept

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.

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.

7. Fisher Inn Resort & Marina

Islamorada

MARC

฿3,305

฿4,784 total

includes taxes & fees

21 Sept - 22 Sept

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 deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

8. Drop Anchor

Islamorada

Marianela

฿4,008

฿5,658 total

includes taxes & fees

24 Aug - 25 Aug

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

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

9. La Jolla Resort

Matecumbe

adrian

฿3,894

฿5,300 total

includes taxes & fees

27 Aug - 28 Aug

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 beach with colorful buildings, kayaks, and lounge chairs.

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

10. La Siesta Resort & Villas

Matecumbe

Brianne

฿5,077

฿8,114 total

includes taxes & fees

25 Aug - 26 Aug

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

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

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

11. Lime Tree Bay Resort

Long Key

Javier

฿3,416

฿5,322 total

includes taxes & fees

27 Aug - 28 Aug

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.

12. Pines & Palms Resort

Matecumbe

Isabel

฿5,755

฿8,285 total

includes taxes & fees

30 Aug - 31 Aug

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

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

13. Bayside Villas by Islander Resort

Matecumbe

beata

฿7,674

฿10,839 total

includes taxes & fees

2 Sept - 3 Sept

A wooden dock extending over calm turquoise water, lined with white railings and palm trees.

A waterfront patio with outdoor seating, a yellow umbrella, and a view of the water.

A wooden sign with the name 'Creekside' above a white pergola entrance.

A hallway with a tiled floor, a painting on the wall, a lamp, and a view of a pool area.

14. Creekside Inn

Tavernier

Cristy

฿4,381

฿4,929 total

includes taxes & fees

27 Aug - 28 Aug

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

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.

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

15. Hadley Resort and Marina

Matecumbe

RAIBEL

฿3,582

฿5,096 total

includes taxes & fees

7 Sept - 8 Sept

A beachfront property with a pool, palm trees, and a thatched-roof structure.

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the water.

A pathway leading to a beach with tropical plants and flowers.

A beach pathway lined with palm trees leading to a seating area with a view of the ocean.

16. Coconut Palm Inn

Tavernier

judith

฿6,145

฿8,200 total

includes taxes & fees

23 Aug - 24 Aug

A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

A beach with lounge chairs, kayaks, and a wooden pier.

A tree with string lights, a wooden bench, and a building in the background.

A modern living room with a sofa, a glass coffee table, a TV, and a sliding door leading to a bedroom.

17. Drift Hotel

Key Largo

Sheily

฿2,932

฿3,667 total

includes taxes & fees

24 Aug - 25 Aug

Two hands holding wine glasses with a beach and ocean view in the background.

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

A beach with palm trees, a sandy path, and a building with a balcony.

18. Bayside Inn Key Largo

Key Largo

Karen

฿4,149

฿5,484 total

includes taxes & fees

15 Sept - 16 Sept

A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.

A compact kitchen with wooden cabinets, a refrigerator, and a window with curtains.

A compact kitchen with modern appliances, a dining area with a sofa, and a large window providing natural light.

19. Matecumbe Resort

Matecumbe

Anna

฿4,405

฿4,955 total

includes taxes & fees

30 Aug - 31 Aug

A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

A pool area with a view of the ocean, surrounded by palm trees and a clear sky.

A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.

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

20. Rock Reef Resort

Rock Harbor

manuel

฿3,178

฿3,575 total

includes taxes & fees

25 Aug - 26 Aug

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

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.

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 sandy beach with green vegetation and a calm 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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A small green leaf growing on a rough, textured surface.

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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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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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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Robbie’s of Islamorada

8.4/10 (15 reviews)

Explore the waterfront in Islamorada with a trip to Robbie’s of Islamorada.

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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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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.

See all hotels in Islamorada

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

Top Islamorada Hotel Reviews

Breezy Palms Resort

8/10 Good

"Clean room."

Fisher Inn Resort & Marina

10/10 Excellent

"Muy tranquilo y bonito"

Islander Resort

10/10 Excellent

"Room clean and lovely. Breakfast was great with a beautiful view."

Cheeca Lodge & Spa

10/10 Excellent

"Excepcional hotel"

Drop Anchor

8/10 Good

"Shower didn’t get super hot & not the best water pressure. Keep blinds closed in summer as the room got very hot and the a/c unit struggled to keep the room cool even at night. Could use a shade for the kitten window to help with this. Full length mirror in the room would’ve been nice as well. Overall nice property but a little older & can use some revamping"

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

8/10 Good

"Shuttle driver was driving while in personal FaceTime call. Did not move to help with van door which was hard to close. The resort is beautiful and we really enjoyed the amenities."

La Siesta Resort & Villas

8/10 Good

"Great location with many restaurants nearby & close to lots of local attractions. Our room was laid out really well with 2 queen size beds, large closet, & huge TV. Then down a hall into the living room, then to a dining area & kitchen with microwave, small fridge, sink & coffee maker. All in all a well thought out design."

Coconut Cove Resort and Marina

8/10 Good

"Beautiful resort. The pool is gorgeous. Staff went above and beyond to make us comfortable!"

Casa Morada

10/10 Excellent

"It's a beautiful property! A hidden treasure in Islamorada : )"

More cheap stays in Islamorada

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL

฿3,010

฿3,386 total

25 Aug - 26 Aug

includes taxes & fees

Rock Reef Resort

97850 Overseas Hwy Key Largo FL

฿3,178

฿3,575 total

25 Aug - 26 Aug

includes taxes & fees

9.2/10 Wonderful! (1,169 reviews)

Drift Hotel

95320 Overseas Hwy Key Largo FL

฿2,932

฿3,667 total

24 Aug - 25 Aug

includes taxes & fees

9/10 Wonderful! (1,008 reviews)

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

฿3,352

฿4,292 total

22 Sept - 23 Sept

includes taxes & fees

8.8/10 Excellent! (729 reviews)

Sunset Cove Beach Resort

MM 99.5 Key Largo FL

฿3,843

฿4,324 total

25 Aug - 26 Aug

includes taxes & fees

9.2/10 Wonderful! (1,008 reviews)

Creekside Inn

90611 Old Highway Tavernier FL

฿4,381

฿4,929 total

27 Aug - 28 Aug

includes taxes & fees

7.8/10 Good! (1,015 reviews)

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 Amara Cay 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 John Pennekamp Coral Reef State Park and Jacob's Aquatic Center 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 Islander 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?

Chesapeake Beach Resort is a top hotel located on the beach . Other good options for your beach trip include Cheeca Lodge & Spa and Islander 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. 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 880 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 Islamorada County Park, Founders Park and Anne's Beach. Fishing is just one of the top activities, while Bud n' Mary's Dive Center and Robbie's of Islamorada are sights to visit. A couple of additional sights to add to your itinerary are Fiesta Key and Everglades National Park. 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. Chesapeake Beach Resort

2. Cheeca Lodge & Spa

3. Islander Resort

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

5. Amara Cay Resort

6. Coconut Cove Resort and Marina

7. Fisher Inn Resort & Marina

8. Drop Anchor

9. La Jolla Resort

10. La Siesta Resort & Villas

11. Lime Tree Bay Resort

12. Pines & Palms Resort

13. Bayside Villas by Islander Resort

14. Creekside Inn

15. Hadley Resort and Marina

16. Coconut Palm Inn

17. Drift Hotel

18. Bayside Inn Key Largo

19. Matecumbe Resort

20. Rock Reef Resort

Where to stay in Islamorada

Matecumbe

Lower Matecumbe Beach

Venetian Shores

Seabreeze Trailer Park

Stay near popular Islamorada attractions

Anne's Beach

Windley Key Fossil Reef Geological State Park

Florida Keys Brewing Co.

History of Diving Museum

Robbie’s of Islamorada

Islamorada County Park

Islamorada Brewery & Distillery

Sunset Drive Beach

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Top Islamorada Hotel Reviews

Breezy Palms Resort

Fisher Inn Resort & Marina

Islander Resort

Cheeca Lodge & Spa

Drop Anchor

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

La Siesta Resort & Villas

Coconut Cove Resort and Marina

Casa Morada

More cheap stays in Islamorada

The Pelican Key Largo Cottages

Rock Reef Resort

Drift Hotel

Breezy Palms Resort

Sunset Cove Beach Resort

Creekside Inn

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