Islamorada Hotels

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Our top choices for Islamorada hotels

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,289 reviews)
"Had a great time, this location was wonderful"
United States
John
The price is P7,974
P11,748 total
includes taxes & fees
May 19 - May 20
Lime Tree Bay Resort

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,003 reviews)
"Great resort great staff! The sunset views are spectacular!"
United States
Izkra
The price is P7,777
P8,749 total
includes taxes & fees
May 19 - May 20
Sunset Cove Beach Resort

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,006 reviews)
"Great view and beach area. Great location."
United States
Wendy
The price is P8,342
P11,398 total
includes taxes & fees
Jun 3 - Jun 4
Fisher Inn Resort & Marina

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,723 reviews)
"Great breakfast and very friendly staff "
United States
Larry
The price is P12,255
P17,259 total
includes taxes & fees
May 21 - May 22
Chesapeake Beach Resort

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,134 reviews)
"Had a great stay just what we wanted "
Canada
Elizabeth
The price is P11,054
P12,436 total
includes taxes & fees
May 28 - May 29
Rock Reef Resort

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,731 reviews)
"Hidden gem!! We enjoyed our stay so much. Staff was so helpful and friendly. Location was perfect!"
United States
Hope
The price is P8,610
P11,230 total
includes taxes & fees
Jun 10 - Jun 11
Bayside Inn Key Largo

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,003 reviews)
"Private beach was great!"
United States
Lisa
The price is P7,064
P7,947 total
includes taxes & fees
May 25 - May 26
The Pelican Key Largo Cottages

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,312 reviews)
"Amazing place and wonderful stay. "
United States
Danielle
The price is P16,739
P23,345 total
includes taxes & fees
Jun 1 - Jun 2
Cheeca Lodge & Spa

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,004 reviews)
"Nice family stay staff very friendly "
United States
Alain
The price is P8,342
P9,384 total
includes taxes & fees
Jun 1 - Jun 2
Creekside Inn

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,273 reviews)
"Great location, clean rooms & nice staff. "
United States
Robert
The price is P13,707
P19,934 total
includes taxes & fees
Jun 4 - Jun 5
Amara Cay Resort

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (181 reviews)
"Perfect spot- laid back, relaxing, and well maintained. Staff extremely friendly and helpful. Would definitely stay again."
United States
Becky
The price is P8,465
P10,391 total
includes taxes & fees
May 18 - May 19
Seafarer Key Largo

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,015 reviews)
"The resort is truly a tropical paradise."
United States
TAXAID
The price is P12,999
P18,790 total
includes taxes & fees
May 31 - Jun 1
Islander Resort

Bahia Bay Resort

Bahia Bay Resort
2.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (169 reviews)
"We had a wonderful time. The property was beautiful and we enjoyed the hot tub, pool and beautiful ocean view."
United States
PATRICIA
Bahia Bay Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,002 reviews)
"This place is a sanctuary I love this hotel and with my mom and my child the best Mother’s Day ever 😍👍"
United States
Yadaris
The price is P12,457
P18,528 total
includes taxes & fees
May 28 - May 29
La Siesta Resort & Villas

Bay Harbor Lodge

Bay Harbor Lodge
3.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (689 reviews)
"Scones for breakfast. "
United States
Joy
Bay Harbor Lodge

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (249 reviews)
"Helpful on arrival, clean room, handy parking. Nice and quiet pool area."
United States
Donna Marie
The price is P11,499
P12,936 total
includes taxes & fees
May 18 - May 19
Ragged Edge Resort & Marina

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
8.8 out of 10, Excellent, (429 reviews)
"Really impressed with this property. "
United States
Byron
The price is P12,962
P18,748 total
includes taxes & fees
May 25 - May 26
Bayside Villas by Islander Resort

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,001 reviews)
"Great family atmosphere definitely will be back again "
United States
ELIO
The price is P7,166
P8,756 total
includes taxes & fees
May 18 - May 19
Drift Hotel

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (676 reviews)
"Easy parking and great clean kitchen"
United States
JoAnn
The price is P6,777
P8,609 total
includes taxes & fees
May 19 - May 20
Breezy Palms Resort

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very Good, (1,009 reviews)
"great place to stay in the Keys. Excellent pool and hot tub. The beds were very comfortable and this unit had the best towels that i have seen in all my years of traveling "
United States
James
The price is P9,768
P12,099 total
includes taxes & fees
Jun 8 - Jun 9
Ocean Pointe Suites at Key Largo
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.

Vacation Rentals in Islamorada

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Where to stay in Islamorada

Find the best Islamorada areas and neighborhoods 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 Center or feed tarpon at Robbie's of Islamorada. This resort community balances tourism with authentic Keys lifestyle. Florida Keys Brewing Co. provides local craft beers after a day of snorkeling crystal-clear waters. The Hurricane Monument and MoradaWay Arts District showcase the area's rich history and creative spirit. Waterfront paths offer stunning views of both Atlantic Ocean and Florida Bay.

Lower Matecumbe Beach

Lower Matecumbe Beach offers a serene Florida Keys escape where powder-soft sand meets crystal-clear turquoise waters. The pristine Atlantic shoreline invites visitors to unwind while scenic overlooks provide spectacular coastal vistas. Sunset Drive Beach and Anne's Beach showcase the area's natural beauty. This tranquil neighborhood balances tourism with authentic Keys living. Waterfront seafood restaurants serve fresh catches while boutique shops sell tropical souvenirs. Luxury resorts and intimate bed-and-breakfasts provide comfortable bases for exploring nearby mangrove preserves by kayak or snorkeling the calm, shallow waters.

Venetian Shores

Venetian Shores in Islamorada offers a luxurious waterfront escape with direct access to the Atlantic Ocean and Florida Bay. Private canal-front properties feature personal docks where you can launch your boat for a day of fishing or island exploration. This upscale residential area provides the perfect base for travelers seeking exclusive waterfront vacation rentals. The peaceful neighborhood streets lead to high-end homes with private pools and tropical landscaping. Though lacking shops or restaurants within its boundaries, Venetian Shores sits just minutes from Founders Park and local attractions like the History of Diving Museum. Water activities dominate the experience in this serene Keys community.

Seabreeze Trailer Park

This affordable Keys hideaway puts you right on the beautiful shores of Islamorada. Seabreeze Trailer Park offers a laid-back alternative to pricey resorts while still delivering stunning ocean views. Fish, swim, or snorkel just steps from your door. The nearby Founders Park and Florida Keys Dive Center provide plenty of outdoor recreation options. Windley Key Fossil Reef Geological State Park offers fascinating natural history just a short drive away. Palm-lined paths and gentle waves create the perfect backdrop for authentic Florida Keys living.

Stay near popular Islamorada attractions

Learn more about Islamorada

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

Top Islamorada Hotel Reviews

More cheap stays 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 variety of outdoor activities such as seaplane excursions, fishing, and engaging photo tours.
  • Family-Friendly Atmosphere: The destination offers a range of attractions suitable for families, including marinas and national parks.
  • Charming Resorts: Experience exceptional hotels and resorts, blending comfort with tropical paradise vibes.
  • Vibrant Local Culture: Immerse yourself in the friendly local community and explore cultural experiences unique to the Florida Keys.

Find great hotels in Islamorada

Discover the charm of Islamorada, Florida, where a variety of exceptional hotels and resorts await your arrival. Whether you seek a family-friendly retreat or an adventurous beach getaway, the Islander Resort and other top establishments offer the perfect blend of comfort and excitement. Embrace the tropical paradise with stunning ocean views and convenient amenities designed to enhance your holiday experience in this idyllic island setting.

  • Amara Cay Resort: Nestled in the heart of Islamorada, Amara Cay Resort is a 3.5-star haven for families and adventure-seekers alike. With a pet-friendly policy, this resort caters to those wishing to bring their furry friends along for a holiday. The property boasts an array of thrilling activities such as kayaking, fishing, and snorkelling, allowing guests to immerse themselves in the natural beauty of the Florida Keys. Family-friendly amenities, including cribs and a dedicated children's area, ensure a comfortable stay for guests of all ages. Experience the perfect blend of relaxation and adventure at Amara Cay Resort.
  • Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort: This charming 3-star resort is ideal for families seeking a beach getaway with their beloved pets. With direct beach access, Three Waters Resort and Marina invites guests to bask in the sun and enjoy the soothing sea breeze. The property features a vibrant arcade game room, providing endless entertainment for children. In addition to pet-friendly amenities, the resort ensures a welcoming environment for all, making it a perfect choice for a fun-filled family retreat on the picturesque shores of Islamorada.
  • Islander Resort: A tranquil 3-star hotel immersed in nature, Islander Resort offers a serene escape for business travellers and beach enthusiasts alike. With direct access to the beach, guests can enjoy the stunning coastal views while unwinding in their well-appointed rooms. The resort’s calming atmosphere and connection to the surrounding natural beauty make it a perfect sanctuary for those looking to relax after a busy day. Islander Resort combines convenience and comfort, making it an excellent choice for both leisure and business stays in Islamorada.

Where to stay in and around Islamorada

Islamorada offers a captivating blend of island paradise and family-friendly experiences, perfect for a relaxing beach vacation. With its stunning oceanfront resorts and vibrant atmosphere, visitors can enjoy a myriad of outdoor adventures while soaking up the sun. Explore nearby attractions that embody the spirit of adventure and romance, all while surrounded by friendly locals. Whether you're seeking relaxation or excitement, Islamorada promises an unforgettable getaway for everyone.

  • Tavernier: Located a mere 14.5km from Islamorada, Tavernier offers a delightful mix of outdoor and family-friendly experiences. The city sees a moderate flow of visitors throughout the year, peaking during the spring and summer months. Travellers flock to Tavernier for its beautiful beaches and vibrant shopping areas. Popular venues include local resorts and a shopping mall centre where you can find everything from unique souvenirs to local delicacies. With its proximity to stunning beaches and a welcoming tourist precinct, Tavernier is an ideal spot for families looking to relax and explore the great outdoors.
  • Matecumbe: Nestled in the vicinity of Islamorada, Matecumbe is a charming neighbourhood that invites travellers year-round, with peaks in early spring and mid-summer. Known for its picturesque beaches and outdoor recreational opportunities, it promises a fun-filled family experience. The area boasts excellent shopping options, including a shopping mall centre, as well as inviting recreational spaces. With its close proximity to beautiful family beaches and a lively tourist precinct, Matecumbe is perfect for those wishing to soak up the sun and enjoy a variety of activities.
  • Plantation Key: This stunning island, located 9.7km from Islamorada, is a must-visit for those seeking a vibrant outdoor experience. Plantation Key experiences highly seasonal visitor patterns, with peak times in January, April, and September. Travellers are drawn here for its beautiful beaches and family-oriented activities. The area features popular venues such as water parks and shopping mall centres, making it a fantastic destination for families. With its idyllic island charm and proximity to pristine beaches, Plantation Key is an excellent choice for a relaxing getaway.

Things to do in and around Islamorada

Islamorada is an ideal destination for families seeking outdoor and beach vacations. Visitors can enjoy a range of activities, including seaplane excursions, beach adventures, and engaging photo tours. The area also boasts resorts and shopping centres, ensuring a delightful blend of relaxation and exploration for all. With its vibrant atmosphere and stunning scenery, Islamorada promises memorable experiences for every traveller.

Shopping

Rain Barrel Village is a must-visit in Islamorada, offering a charming atmosphere filled with local art and unique souvenirs. If you're up for a drive, head to nearby shopping centres for a wider selection of gifts and a more extensive shopping experience.

Recreation

At Jacob's Aquatic Center, located 27.4km from Islamorada, enjoy a family-friendly atmosphere with various aquatic activities. Dive into fitness classes or relax in the pool, surrounded by a vibrant community that enhances your wellness journey in the beautiful Florida Keys.

Adventure

At Keys Cable Park, 35.4km from Islamorada, experience thrilling wakeboarding and water sports amidst vibrant adventure vibes. The Florida Keys Dive Center, 12.9km away, offers exhilarating scuba diving and snorkelling adventures. Meanwhile, Pa-hay-okee Trail, 38.6km distant, showcases stunning outdoor scenery perfect for hiking enthusiasts.

Nightlife

Experience the vibrant nightlife at Jimmy Johnson's Big Chill, just 27.4km from Islamorada, where you can enjoy a romantic atmosphere and lively entertainment. Alternatively, visit the Caribbean Club Bar, 33.8km away, for a similarly enchanting vibe while sipping on refreshing cocktails.

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

Booking tips and Expedia advantages for Islamorada

Islamorada offers various budget-friendly options for tourists. Many attractions, like Anne's Beach and Islamorada County Park, are free to enter. For transport, consider walking or renting a bicycle to save costs. The best time to visit is from September to November, when accommodation prices drop. Booking a month in advance or seeking last-minute deals on Expedia, especially for midweek stays on Tuesdays, can yield significant savings. Combine your hotel, flights, and activities for added discounts, and always check for the best offers and prices to maximise your budget.

  • 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: The cheapest time to book a hotel in Islamorada is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
  • 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 options based on your budget, preferred location, and desired type of accommodation. To discover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially reduce your expenses by combining your hotel reservation in Islamorada with your flights and activities through an Expedia package.

Find the best attractions in and around Islamorada

Islamorada is perfect for family beach holidays, offering a range of attractions such as marinas, beaches, and national parks. Visitors can enjoy outdoor activities, cultural experiences, and adventure while exploring the local area. Helpful information includes accommodations, the famous Islamorada sandbar, resort maps, and insights into the stunning Florida Keys and the inviting seas surrounding Islamorada.

  • Robbie’s of Islamorada: Experience the vibrant marina atmosphere at Robbie’s, where you can indulge in water sports, feed the tarpon, or simply relax on the beach. This hub of adventure offers a delightful blend of outdoor activities and unique shopping opportunities, perfect for families and solo travellers alike.
  • MoradaWay Arts & Cultural District: Immerse yourself in the artistic heart of Islamorada at the MoradaWay Arts & Cultural District. This charming area features local galleries and cultural events, showcasing the talents of local artists while providing a glimpse into the rich heritage of the Florida Keys.
  • Alligator Reef Lighthouse: Located 8.0km away, the Alligator Reef Lighthouse is an iconic maritime structure offering a serene escape. Accessible by boat, it’s a fantastic spot for snorkelling, with vibrant marine life surrounding the lighthouse, providing a memorable underwater adventure.

Best time to go to Islamorada

The best time to visit Islamorada is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January70.0°F (21.1°C)No RainMostly SunnyAverageAverage
February71.8°F (22.1°C)No RainMostly SunnyAverageSlightly High
March72.9°F (22.7°C)No RainMostly SunnyModerately HighSlightly High
April76.6°F (24.8°C)No RainMostly SunnyModerately HighSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.4°F (28.0°C)Light RainMostly SunnyAverageAverage
July83.8°F (28.8°C)Light RainMostly SunnyModerately HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageAverage
September83.3°F (28.5°C)Light RainMostly SunnyAverageSlightly Low
October80.2°F (26.8°C)Light RainMostly SunnyModerately LowSlightly Low
November75.9°F (24.4°C)Light RainMostly SunnyModerately LowSlightly Low
December72.9°F (22.7°C)No RainMostly SunnyModerately LowAverage

The nearest major airports for your trip to Islamorada

To reach Islamorada, Florida, you can fly into Marathon, FL (MTH-Florida Keys Marathon), situated 48.3km away. Excellent hotel options near the airport include Isla Bella Beach Resort & Spa, a 4.5-star hotel located 6.4km from MTH, as well as Tranquility Bay Beachfront Hotel and Resort and Faro Blanco Resort & Yacht Club Marathon, both rated 4 stars and located 4.8km from the airport. Transportation services are readily available from these hotels to the airport, ensuring a smooth journey for your holiday in the beautiful Florida Keys.

Frequently asked questions

Where is the best place for a stay in Islamorada?
Based on our traveler data, Chesapeake Beach Resort is one of the top choices for your stay. This hotel offers a marina and 2 outdoor pools. Other good choices for your stay include Cheeca Lodge & Spa and Islander Resort. See all available top hotels, or vacation rentals in Islamorada.
If I need to cancel my hotel reservation in Islamorada, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Islamorada.
What's the best budget-friendly accommodation in Islamorada?
Based on reviews, Chesapeake Beach Resort is a popular hotel for our travelers who want a more economical choice, and features free breakfast and free WiFi. View all budget hotels in Islamorada.
What's the best place to stay for a family vacation to Islamorada?
Cheeca Lodge & Spa is a resort with 3 outdoor pools and a private beach, and it's a top choice on Expedia for families. Other good options for your family trip include Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort and Fisher Inn Resort & Marina. Attractions in the area like John Pennekamp Coral Reef State Park and Jacob's Aquatic Center are also fun for kids of all ages. Find more child-friendly accommodations in Islamorada.
What's the best LGBTQ-friendly accommodation in Islamorada?
Hadley Resort and Marina is a top LGBTQ-friendly hotel that features a marina and a private beach. Fisher Inn Resort & Marina is another good option for your stay. See all available hotels listed as LGBTQ-friendly in Islamorada.
What's the best pet-friendly place to stay in Islamorada?
Chesapeake Beach Resort is a top hotel for people traveling with their pets, and offers 2 outdoor pools and free WiFi for its human guests. Other good options for you and your pet include Islander Resort and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort. See more pet-friendly hotel accommodations in Islamorada.
What's the best place to stay near the beach in Islamorada?
Cheeca Lodge & Spa is a top resort located on the beach. Other good options to stay near the beach include Chesapeake Beach Resort and Islander Resort. See more stays near the beach in Islamorada.
What's the best high-end place to stay in Islamorada?
Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Islamorada.
How much can I expect to pay for the resort fee in Islamorada?
You'll find about 9 properties that charge a resort fee from the 841 hotels and other properties in Islamorada. The per accommodation resort fee averages USD 27.13 per night.
What are some accommodations with pools in Islamorada?
Chesapeake Beach Resort is a top hotel with 2 outdoor pools, a private beach, and free breakfast. A couple of other options with an onsite pool include 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 center. Treat yourself to a facial, body scrub, or detox wrap at the onsite spa. In-room massages are also available. See all spa hotels in Islamorada.
What's it like staying in Islamorada?
Travelers to Islamorada give high marks for the seaside, entertainment choices, and seafood restaurants. This relaxing city also attracts tourists with its opera houses. A top sight in the city is Everglades National Park. In Islamorada, there are 841 hotels and other accommodations to choose from. Find out more about Islamorada.
What is there to see in Islamorada?
The seaside and sunsets highlight the natural beauty with places to discover including Everglades National Park, Islamorada County 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 agenda are Fiesta Key and Islamorada Brewery & Distillery. Check out what more to see and do in Expedia's Islamorada guide.
What's the seasonal weather like in Islamorada?
The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.

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