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Our top choices for Islamorada hotels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,746 reviews)
"Very attentive service great breakfast and beautiful room."
United States
Patrick
The price is AU$375
includes taxes & fees
23 June - 24 June
Chesapeake Beach Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,320 reviews)
"great place to be"
United States
oswaldo j
The price is AU$537
includes taxes & fees
22 June - 23 June
Cheeca Lodge & Spa

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,038 reviews)
"Would definitely stay there, again!"
United States
Jacob
The price is AU$504
includes taxes & fees
15 June - 16 June
Islander Resort

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (205 reviews)
"Excellent place to stay for our 10 year anniversary but also an excellent family friendly resort! Staff was so accommodating + friendly! Highly highly recommend!!"
United States
Taylor
The price is AU$550
includes taxes & fees
9 July - 10 July
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,306 reviews)
"Beautiful views from room, an abundance of ways to relax whether poolside or by the ocean. Spacious rooms & wide entryways for luggage were also much appreciated."
United States
Lisa
The price is AU$270
includes taxes & fees
17 June - 18 June
Lime Tree Bay Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1,001 reviews)
"Good location and great staff"
United States
adrian
The price is AU$311
includes taxes & fees
10 June - 11 June
La Jolla Resort

The Caribbean Resort

The Caribbean Resort
3.5 star property
Matecumbe
10.0 out of 10, Exceptional, (173 reviews)
"Loved the stay ..would recommend "
United States
Jacqueline
The Caribbean Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,298 reviews)
"Good place to stay, very friendly staff and great breakfast!"
United Kingdom
Christos
The price is AU$397
includes taxes & fees
30 June - 1 July
Amara Cay Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,010 reviews)
"Our families really enjoyed our stay there new favorite"
United States
Marc
The price is AU$400
includes taxes & fees
14 June - 15 June
La Siesta Resort & Villas

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,003 reviews)
"Excellent stay, staff were great."
United States
Adam
The price is AU$278
includes taxes & fees
1 July - 2 July
Sunset Inn

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (265 reviews)
"Nice Relaxing family friendly spot!"
United States
Sean
The price is AU$302
includes taxes & fees
28 June - 29 June
Coconut Cove Resort and Marina

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,003 reviews)
"Excellent and great location. Definitely would stay again."
United States
George
The price is AU$256
includes taxes & fees
28 June - 29 June
Hadley Resort and Marina

Hawks Cay Resort

Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very good, (1,012 reviews)
"Perfect for our family, staff was amazing and the property is beautiful"
United States
Kathryne
The price is AU$464
includes taxes & fees
7 July - 8 July
Hawks Cay Resort

Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (442 reviews)
"Clean and relaxing"
United States
Pete
The price is AU$648
includes taxes & fees
9 June - 10 June
Casa Morada

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (440 reviews)
"We loved our stay and can’t wait to go back. You have use of both the Bayside Villas and the Islander Resort amenities."
United States
Sarah
The price is AU$509
includes taxes & fees
15 June - 16 June
Bayside Villas by Islander Resort

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"Great place to relax and no crowds."
United States
Lowell
The price is AU$422
includes taxes & fees
9 June - 10 June
Pines & Palms Resort

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,010 reviews)
"Great view and beach area. Great location."
United States
Wendy
The price is AU$275
includes taxes & fees
22 June - 23 June
Fisher Inn Resort & Marina

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (692 reviews)
"Cute lil resort with pool, beach, boat docks and boat rentals. Great location"
United States
Jill
The price is AU$200
includes taxes & fees
11 June - 12 June
Breezy Palms Resort

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,006 reviews)
"Our room was comfortable and clean. The grounds and pool were really nice. The entire staff were awesome. It was really cool having the kayaks on the property. We had a great stay."
United States
ronald
The price is AU$245
includes taxes & fees
9 June - 10 June
Drop Anchor

Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (411 reviews)
"Great place to stay!"
United States
Virginia
The price is AU$388
includes taxes & fees
29 June - 30 June
Sands of Islamorada
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Holiday Rentals in Islamorada

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Our guide on where to stay in Islamorada

Find the best Islamorada areas for the activities you enjoy most.

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.

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.

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.

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.

Stay near popular Islamorada attractions

Learn more about Islamorada

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

Top Islamorada Hotel Reviews

More cheap accommodation in Islamorada

Find out more about Islamorada

Top reasons to visit Islamorada

  • Stunning Beaches: Islamorada boasts beautiful beaches with crystal-clear waters, perfect for relaxation and water activities.
  • Outdoor Adventures: Enjoy a range of activities like scuba diving, tarpon feeding, and exploring state parks.
  • Family-Friendly Atmosphere: It's an ideal destination for families, offering a mix of fun and relaxation.
  • Picturesque Scenery: Drive along Beach Road to soak in the stunning coastal views and palm-lined shores.
  • Diverse Accommodation Options: Choose from luxurious resorts to family-friendly hotels with ocean views.

Find great hotels in Islamorada

Discover the ideal accommodation for your getaway in Islamorada, Florida. Whether you seek a luxurious resort or a family-friendly hotel, this picturesque destination offers a range of options tailored for adventure seekers and beach lovers alike. With stunning ocean views and a relaxed atmosphere, you're sure to find the perfect spot for a memorable vacation experience at resorts like the Islander Resort.

  • Amara Cay Resort: Amara Cay Resort is a delightful 3.5-star retreat in the heart of Islamorada, ideal for adventurous travellers seeking a beach holiday with their furry companions. With direct beach access, guests can indulge in various adventure sports including onsite snorkelling and kayaking, as well as nearby hiking and boat tours. The resort is pet-friendly, featuring amenities such as food and water bowls for dogs, ensuring a comfortable stay for your four-legged friends. Whether you’re looking to explore the great outdoors or simply unwind by the sea, Amara Cay Resort offers a perfect blend of adventure and relaxation.
  • Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort: This charming 3-star resort is a fantastic choice for families seeking a fun-filled getaway. Three Waters Resort and Marina boasts a variety of adventure sports, including onsite snorkelling and kayaking, plus pedal boats for added family fun. The resort is equipped with a dedicated arcade game room and child-friendly amenities, ensuring a delightful experience for younger guests. With a pet-friendly policy and essential services for families, it’s an excellent option for those looking to create lasting memories in a welcoming environment.
  • Cheeca Lodge & Spa: A luxurious 4-star experience awaits at Cheeca Lodge & Spa, where guests can enjoy the stunning beachfront and upscale facilities. Perfect for business travellers and those seeking a pampering escape, the lodge features a fully accessible business centre and meeting rooms, making it easy to mix work with leisure. The elegant rooms and serene spa services provide a perfect sanctuary after a day of meetings or relaxation by the beach. Cheeca Lodge & Spa embodies a sophisticated getaway, blending luxury with the natural beauty of Islamorada.

Where to stay in and around Islamorada

Islamorada, a picturesque island in the Florida Keys, offers a delightful blend of relaxation and adventure for families and couples alike. Explore the stunning Beach Road, where palm trees sway and beach access invites you to dip your toes in the crystal-clear sea. Enjoy the beachside offerings and embrace the friendly atmosphere that makes this destination so special. With its serene vibes and outdoor activities, Islamorada is the perfect getaway for those seeking an unforgettable beach vacation.

  • Tavernier: Located 14.5km from Islamorada, Tavernier is a charming city known for its moderate seasonal traveller arrivals. The peak times are from March to April and during the summer holidays in July. Visitors are drawn to Tavernier for its outdoor adventures and family-friendly activities. Popular spots include resorts, shopping malls, and vibrant shopping areas. Don’t miss the local beaches and tourist precincts, perfect for sunbathing and family fun.
  • Venetian Shores: Nestled around Islamorada, Venetian Shores is a delightful neighbourhood that welcomes visitors year-round, with a slight peak in February to March and July. This area is ideal for families and those seeking outdoor and beach experiences. Visitors can explore various shopping areas and recreational facilities while enjoying the proximity to beautiful beaches and islands, making it a perfect spot for relaxation and adventure.
  • Lower Matecumbe Key: This picturesque island, located near Islamorada, boasts a steady influx of visitors, peaking in March to April and July. Lower Matecumbe Key is renowned for its stunning beaches and outdoor experiences, making it a favourite for families. The area features resorts, shopping centres, and recreational spaces, alongside beautiful beaches and islands that provide the perfect backdrop for a memorable getaway.

Things to do in and around Islamorada

Islamorada is an ideal destination for family beach vacations, offering a mix of activities such as feeding tarpon, enjoying spa breaks, and exploring scuba diving spots teeming with various fish. Visitors can also indulge in shopping at local malls and resort areas, making it a perfect blend of relaxation and adventure for everyone.

Shopping

Discover Rain Barrel Village in Islamorada, a vibrant spot filled with unique gifts and local art, perfect for souvenirs. If you're up for a drive, visit the nearby shopping areas in Key Largo, about 19.3km away, offering a variety of shops and local boutiques.

Recreation

Jacob's Aquatic Center is a family-friendly aquatic venue located 27.4km from Islamorada. Enjoy refreshing pools, engaging water activities, and a welcoming atmosphere perfect for relaxation and fun. It's an ideal spot for both wellness and recreation, offering a fantastic way to unwind and rejuvenate.

Adventure

Explore the Florida Keys Dive Center for an exhilarating underwater experience, 12.9km from Islamorada, where you can dive among vibrant marine life. For a thrilling water adventure, visit Keys Cable Park, 35.4km away, offering wakeboarding and cable sports excitement amidst a lively atmosphere.

Experience the Pa-hay-okee Trail, 38.6km from Islamorada, for a scenic hike through lush landscapes, showcasing the natural beauty and adventure of the Everglades. It's perfect for outdoor enthusiasts seeking stunning views and a dose of adventure.

Nightlife

Experience the vibrant nightlife at Jimmy Johnson's Big Chill, 27.4km from Islamorada, where you can enjoy drinks and live entertainment in a romantic atmosphere. Alternatively, visit the Caribbean Club Bar, 33.8km away, for a laid-back vibe with great drinks and entertainment.

Booking tips and Expedia advantages for Islamorada

To save money on your trip to Islamorada, consider visiting between September and November when accommodation prices are lower. Utilize public transport options like walking or cycling to explore the area without the added cost of a car. Take advantage of free attractions such as Anne's Beach and local parks. Book your hotel about a month in advance for the best rates, and look for deals on Tuesdays, the cheapest day to stay. Don't forget to check Expedia for package deals combining flights and accommodation for extra savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Islamorada are September to November, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The best time to book a hotel: Book your hotel in Islamorada about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Islamorada is Tuesday. The most expensive day to stay in Islamorada is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as budget, desired location, and the type of accommodation you’re looking for. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: By booking an Expedia package, you can save some cash by combining your accommodation in Islamorada with your flights and activities.

Find the best attractions in Islamorada

Islamorada is a fantastic destination for families and those seeking outdoor beach adventures. Popular attractions include marinas, beautiful beaches, and state parks, offering plenty of opportunities for exploration and relaxation. Visitors can enjoy various activities and discover the islands of Islamorada, making it the perfect spot for a memorable vacation filled with adventure and stunning natural beauty.

  • Anne's Beach: Experience the laid-back beach vibes at Anne's Beach, where you can relax on soft sands, swim in crystal-clear waters, and enjoy the stunning sunsets. This picturesque beach is perfect for sunbathing and picnicking with family and friends.
  • Windley Key Fossil Reef Geological State Park: Embark on an adventure in Windley Key Fossil Reef Geological State Park, where you can explore nature trails and witness fascinating fossilized coral reefs. The scenic vistas and diverse flora and fauna make it a perfect spot for outdoor enthusiasts.
  • Bud n' Mary's Dive Center: Dive into adventure at Bud n' Mary's Dive Center, a renowned marina that offers exciting diving and snorkelling experiences. It's an ideal place to explore the vibrant marine life and coral reefs of the Florida Keys.

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 (dry).

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January70.0°F (21.1°C)No Rain (Dry)Mostly SunnyAverageAverage
February71.8°F (22.1°C)No Rain (Dry)Mostly SunnyAverageSlightly High
March72.9°F (22.7°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
April76.6°F (24.8°C)No Rain (Dry)Mostly 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 Rain (Dry)Mostly SunnyModerately LowAverage

The nearest major airports for your trip to Islamorada

To reach Islamorada, you can fly into Marathon, FL (MTH-Florida Keys Marathon), situated 48.3km away. This airport is serviced by several airlines, providing convenient access to the area. Notable hotels nearby include Isla Bella Beach Resort & Spa, a 4.5-star establishment just 6.4km from the airport. Additionally, Tranquility Bay Beachfront Hotel and Faro Blanco Resort & Yacht Club, both rated 4 stars and located 4.8km away, offer comfortable accommodations. Transportation from these hotels to the airport is readily available, making your travel experience smooth and enjoyable as you explore the beautiful Florida Keys.

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 Islander Resort. See all available top hotels, or vacation rentals in Islamorada.
What are some of the best holiday rentals that Islamorada has to offer?
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada: This highly rated holiday home rental in Islamorada offers an outdoor pool, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Other favourite homes for rent in Islamorada are Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views and Private Beachfront Paradise. See all vacation rentals in Islamorada.
If I need to cancel my hotel reservation in Islamorada, will I receive a refund?
Yes, the majority of room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Islamorada.
What's the best place to stay on a budget in Islamorada?
Based on reviews, Chesapeake Beach Resort is a popular hotel for our travellers who want a more economical choice, and features free breakfast and free Wi-Fi. View all budget hotels in Islamorada.
What's the best family accommodation in Islamorada?
Cheeca Lodge & Spa is a resort with 3 outdoor pools and a private beach, and it's a top choice on Expedia for families. Other options for your child-friendly holiday include Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort and Fisher Inn Resort & Marina. Also, attractions in the area such as 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?
Cheeca Lodge & Spa is a top resort located on the beach . Other good options for your beach trip include Chesapeake Beach Resort 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 Bayside Villas by Islander Resort and Drop Anchor. View all hotels with pools in Islamorada.
What is the best spa hotel in Islamorada?
Cheeca Lodge & Spa is a top beachfront spa hotel featuring 3 pools, 3 restaurants, a golf course and a 24-hour fitness 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. A top sight in the city is Everglades National Park. In Islamorada, there are 868 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 Everglades National Park, Founders Park and Anne's Beach. Fishing is just one of the top activities, while Robbie's of Islamorada and Bud n' Mary's Dive Center are sights to visit. A couple of additional sights to add to your itinerary are Fiesta Key and Islamorada Brewery & Distillery. 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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