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Top hotels and accommodation in Islamorada

Cheeca Lodge & Spa
5.0 star property
9.2 out of 10, Wonderful, (1234)
"This resort was amazing!"
United States
Paul
The price is AU$345
includes taxes & fees
26 Oct - 27 Oct
Cheeca Lodge & Spa
Chesapeake Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (1549)
"Wonderful property, breakfast was awesome "
United States
Carl
The price is AU$290
includes taxes & fees
21 Oct - 22 Oct
Chesapeake Beach Resort
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1260)
"Great hotel with a perfect location and friendly staff."
United States
Amir
The price is AU$318
includes taxes & fees
21 Oct - 22 Oct
Amara Cay Resort
Islander Resort
4.0 star property
9.2 out of 10, Wonderful, (1015)
"Perfect resort for our week long honeymoon! Quiet, relaxing, plenty of activity options and great service all around. "
United States
Chloe
The price is AU$486
includes taxes & fees
21 Oct - 22 Oct
Islander Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3.5 star property
9.0 out of 10, Wonderful, (98)
"Beautiful place to stay"
United States
Jonathan
The price is AU$424
includes taxes & fees
27 Oct - 28 Oct
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (1003)
"Very nice place to stay "
United States
Joan
Pines & Palms Resort
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1007)
"Excellent stay with great amenities."
United States
Maria
The price is AU$282
includes taxes & fees
21 Oct - 22 Oct
La Siesta Resort & Villas
Sunset Inn
3.0 star property
9.4 out of 10, Exceptional, (1007)
"Great place to stay!"
United States
Heather
The price is AU$208
includes taxes & fees
26 Oct - 27 Oct
Sunset Inn
Coconut Cove Resort and Marina
3.0 star property
7.6 out of 10, Good, (825)
"Really great facility, very relaxing "
United States
ken
The price is AU$234
includes taxes & fees
23 Oct - 24 Oct
Coconut Cove Resort and Marina
Hadley Resort and Marina
3.5 star property
7.8 out of 10, Good, (1004)
"Loved the rooms very spacious. Ocean view was amazing very close to restaurants "
United States
Andrea
The price is AU$228
includes taxes & fees
20 Oct - 21 Oct
Hadley Resort and Marina
Fisher Inn Resort & Marina
3.5 star property
8.0 out of 10, Very good, (1007)
"Great experience, highly recommend staying at the Fisher Inn."
United States
Eduardo
The price is AU$236
includes taxes & fees
26 Oct - 27 Oct
Fisher Inn Resort & Marina
Drop Anchor
3.0 star property
8.8 out of 10, Excellent, (1000)
"Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again. "
Canada
Dianna
The price is AU$345
includes taxes & fees
27 Oct - 28 Oct
Drop Anchor
Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (545)
"Spacious rooms and location was great for what we needed. "
United States
Daniel
The price is AU$188
includes taxes & fees
21 Oct - 22 Oct
Breezy Palms Resort
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (410)
"The marina was clean and convenient."
United States
Gil
Casa Morada
La Jolla Resort
2.5 star property
9.0 out of 10, Wonderful, (1007)
"The location is great..nice beach and dock area..room was very nice.. will definitely plan to return for a longer stay"
United States
Ronnie
La Jolla Resort
Rock Reef Resort
2.5 star property
9.2 out of 10, Wonderful, (1043)
"Beautiful pool and beach areas "
United States
John
Rock Reef Resort
The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
United States
Craig
The price is AU$1,037
includes taxes & fees
20 Oct - 21 Oct
The Islands of Islamorada
Bayside Inn Key Largo
3.0 star property
8.6 out of 10, Excellent, (1589)
"The staff was so nice and I loved the little beach/ pool area!"
United States
Cassandra
The price is AU$227
includes taxes & fees
21 Oct - 22 Oct
Bayside Inn Key Largo
Bayside Villas by Islander Resort
3.5 star property
8.8 out of 10, Excellent, (391)
"Great place to stay"
United States
Gregory
The price is AU$422
includes taxes & fees
26 Oct - 27 Oct
Bayside Villas by Islander Resort
Ragged Edge Resort & Marina
2.5 star property
9.4 out of 10, Exceptional, (195)
"The location was quiet and relaxing. We never heard a peep out of any of the other guests and it seemed that they were up early and in bed early which left us to enjoy the hotel grounds later in the evening... We had the pool to ourselves the entire week. Pretty view of the ocean. Close to everything you'll need or want including great restaurants and convenience stores. The staff was helpful and kind and we would def go back for a restful vacation. "
United States
Cassidy
Ragged Edge Resort & Marina
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.

Great weekend hotel deals in Islamorada, FL

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Our guide on where to stay in Islamorada

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

Matecumbe

If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Anne's Beach are top sights worth seeing.

Venetian Shores

Though Venetian Shores may not have many top sights, you can venture to the surrounding area to see attractions like Islamorada County Park and Founders Park.

Lower Matecumbe Beach

While Lower Matecumbe Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Anne's Beach and Sunset Drive Beach.

Seabreeze Trailer Park

While there might not be top attractions in Seabreeze Trailer Park, you can explore the larger area and discover places like Founders Park and Islamorada County Park.

Stay near popular Islamorada attractions

Learn more about Islamorada

This idyllic island community is one of the most luxurious in the Florida Keys and is a great destination for scuba diving and game fishing.

Islamorada featuring a beach and tropical scenes

Top Islamorada Hotel Reviews

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?
The Caribbean Resort is ranked highly by Expedia customers. This hotel offers a marina and an outdoor pool. Other top choices based on traveller reviews include Ragged Edge Resort & Marina and Sunset Inn. See all available top hotels, or vacation rentals in Islamorada.
What are some of the best holiday rentals that Islamorada has to offer?
BeachFront Paradise/By The Glam Homes: This highly rated holiday home rental in Islamorada offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a microwave, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind. Other favourite homes for rent in Islamorada are Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage. and Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7. 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 Amara Cay Resort and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort. 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 Amara Cay Resort and Islander 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 Amara Cay 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. In Islamorada, there are 903 hotels and other accommodation options to choose from. Find out more about Islamorada.
What are the top places to visit in Islamorada?
Cultural venues include History of Diving Museum and MoradaWay Arts & Cultural District. The seaside and sunsets highlight the natural beauty with places to discover including Islamorada County Park, Anne's Beach and Fiesta Key. Fishing is just one of the top activities, while Bud n' Mary's Dive Center and Robbie's of Islamorada are sights to visit. 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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