Hotels in Islamorada

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May 9 - May 10
Tomorrow
May 10 - May 11
Next weekend
May 15 - May 17
In two weeks
May 22 - May 24

Where to stay in Islamorada?

Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio
Lime Tree Bay Resort
Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,279 reviews)
Waves lap the private beach at this Long Key resort where 3 outdoor pools, kayaking, and tennis await. Florida Boy restaurant serves American cuisine while free bike rentals let you explore Long Key State Park nearby.
The price is CNY879
CNY1,294 total
includes taxes & fees
May 12 - May 13
Lime Tree Bay Resort
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,728 reviews)
This tranquil beachfront resort offers 2 sparkling outdoor pools and a marina with boat slips. Catch fish right off the shore, borrow free bicycles to explore nearby islands, or simply relax on well-maintained beaches with complimentary towels and loungers.
The price is CNY1,350
CNY1,902 total
includes taxes & fees
May 21 - May 22
Chesapeake Beach Resort
Exterior
Bayside Inn Key Largo
Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,739 reviews)
Escape to this coastal haven where the private beach offers breathtaking sunset vistas, complimentary kayaks, and paddleboards. Near John Pennekamp Coral Reef State Park, enjoy the outdoor pool, restaurant, and peaceful bayside fishing.
The price is CNY971
CNY1,263 total
includes taxes & fees
Jun 10 - Jun 11
Bayside Inn Key Largo
Sundeck
Rock Reef Resort
Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,130 reviews)
Escape to this waterfront hotel with a private beach and outdoor pool just minutes from world-famous coral reefs. Complimentary WiFi and parking enhance your stay while kayaking adventures await right outside your door.
The price is CNY912
CNY1,026 total
includes taxes & fees
May 12 - May 13
Rock Reef Resort
Exterior
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,005 reviews)
Escape to this serene seaside motel where the Atlantic meets adventure. Snorkel vibrant reefs, borrow bikes to explore nearby Windley Key Fossil Park, or relax poolside. Clean rooms with microwaves and refrigerators offer comfort after days filled with marine exploration.
The price is CNY919
CNY1,256 total
includes taxes & fees
Jun 3 - Jun 4
Fisher Inn Resort & Marina
View from property
Creekside Inn
Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,009 reviews)
Immerse yourself in Tavernier's coastal charm at this bayfront motel with 2 outdoor pools and a marina. Located near Florida Keys Dive Center and Mangrove Marina, guests can enjoy scuba diving and rowing, plus free WiFi and parking.
The price is CNY919
CNY1,034 total
includes taxes & fees
Jun 1 - Jun 2
Creekside Inn
Exterior
Islander Resort
Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,009 reviews)
The price is CNY1,378
CNY2,009 total
includes taxes & fees
May 17 - May 18
Islander Resort
Exterior
Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1,010 reviews)
Escape to a luxurious oceanfront retreat where beach cabanas and volleyball await. Just 5 minutes from Jimmy Johnson's Big Chill, this resort offers Ayurvedic spa treatments, 3 restaurants serving American cuisine, and a marina for water adventures.
The price is CNY2,333
CNY2,999 total
includes taxes & fees
May 31 - Jun 1
Playa Largo Resort & Spa, Autograph Collection
Outdoor pool, free cabanas
Sunset Inn
Sunset Inn
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
Dive into island life at this peaceful getaway with a refreshing outdoor pool. Cruise to nearby Islamorada Brewery & Distillery on complimentary bicycles or explore Keys History & Discovery Center. Free WiFi and parking enhance your Florida escape.
The price is CNY1,118
CNY1,335 total
includes taxes & fees
May 14 - May 15
Sunset Inn
On the beach, sun loungers, snorkeling, kayaking
Drift Hotel
Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,009 reviews)
Escape to this Key Largo beach hotel near Pigeon Key and John Pennekamp Coral Reef State Park. Enjoy free WiFi, parking, kayaking, and snorkeling adventures. The attentive staff and pristine rooms earn high marks from travelers.
The price is CNY1,198
CNY1,424 total
includes taxes & fees
May 25 - May 26
Drift Hotel
Property grounds
Atlantic Bay Resort
Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (771 reviews)
Located in Tavernier with a private beach, marina, and outdoor pool, this resort offers free kayaking and bike rentals. Guests love the helpful staff, and you'll appreciate in-room refrigerators while exploring nearby Mangrove Marina and Harry Harris Park.
The price is CNY1,180
CNY1,464 total
includes taxes & fees
May 17 - May 18
Atlantic Bay Resort
Marina
The Pelican Key Largo Cottages
The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,011 reviews)
Experience waterfront tranquility at this beachside retreat featuring a private marina where kayaking and rowing await. Just steps from Jimmy Johnson's Big Chill and near John Pennekamp Coral Reef State Park, these clean cottages offer refrigerators and microwaves for convenient stays.
The price is CNY850
CNY956 total
includes taxes & fees
May 26 - May 27
The Pelican Key Largo Cottages
Exterior
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.8 out of 10, Good, (1,009 reviews)
This serene waterfront hotel offers a full-service marina and outdoor pool with a relaxing hot tub. Explore John Pennekamp Coral Reef State Park just 15 minutes away or enjoy the complimentary bicycles. Nearby Harry Harris Park and Pigeon Key add to your Key Largo adventure.
The price is CNY1,034
CNY1,379 total
includes taxes & fees
May 11 - May 12
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Balcony
Cheeca Lodge & Spa
Cheeca Lodge & Spa
Matecumbe
9.2 out of 10, Wonderful, (1,328 reviews)
The price is CNY1,353
CNY2,020 total
includes taxes & fees
May 21 - May 22
Cheeca Lodge & Spa
Exterior
Sunset Cove Beach Resort
Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,005 reviews)
The price is CNY992
CNY1,115 total
includes taxes & fees
May 20 - May 21
Sunset Cove Beach Resort
Exterior
Coconut Cove Resort and Marina
Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (258 reviews)
Wake up to tropical vibes at this waterfront hotel with its own marina. Just minutes from Windley Key Fossil Reef and the History of Diving Museum, enjoy the sparkling outdoor pool, fitness center, and free parking that guests consistently praise.
The price is CNY1,353
CNY1,522 total
includes taxes & fees
May 12 - May 13
Coconut Cove Resort and Marina
Breadfruit Suite | Terrace/patio
Kona Kai Resort and Gallery - Adults Only
Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (313 reviews)
Escape to this Key Largo adults-only haven with an inviting outdoor pool and rejuvenating spa services. Just a short drive from John Pennekamp Coral Reef State Park and Bluefin Rock Harbor Marina with complimentary WiFi for sharing your underwater adventures.
The price is CNY1,660
CNY2,058 total
includes taxes & fees
Jun 10 - Jun 11
Kona Kai Resort and Gallery - Adults Only
Exterior
Key Largo Inn
Key Largo Inn
3.0 star property
Key Largo
6.8 out of 10, (1,009 reviews)
Dive into the Florida Keys from this welcoming hotel with an outdoor pool and free daily breakfast. Just minutes from John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill, travelers praise the clean rooms, comfy beds, and helpful staff.
The price is CNY851
CNY957 total
includes taxes & fees
May 11 - May 12
Key Largo Inn
Property grounds
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,068 reviews)
Escape to this beachfront paradise with 2 outdoor pools and 4 bars. Enjoy kayaking, fishing at the dock, or admiring breathtaking sunsets. Located just 15 minutes from John Pennekamp Coral Reef State Park, this resort offers a serene retreat with helpful staff.
The price is CNY2,058
CNY2,690 total
includes taxes & fees
Jun 2 - Jun 3
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,002 reviews)
This seaside Islamorada hotel offers a refreshing outdoor pool, complimentary kayaking, and bicycles for exploring. Near Windley Key Fossil Reef and Rain Barrel Village, the Art Deco property earns praise for its helpful staff and clean rooms.
The price is CNY1,428
CNY1,844 total
includes taxes & fees
May 11 - May 12
Drop Anchor
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.
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Showing deals for:May 10 - May 11
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio
Lime Tree Bay Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,279 reviews)
We have 2 left at
The price is CNY879
per night
CNY1,294 total
includes taxes & fees
Lime Tree Bay Resort
Showing deals for:May 15 - May 17
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,002 reviews)
We have 1 left at
The price is CNY1,747
per night
CNY4,407 total
includes taxes & fees
Drop Anchor

Check out family-friendly hotels in Islamorada

Balcony
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1328)
The price is CNY1,353
CNY2,020 total
includes taxes & fees
May 21 - May 22
Cheeca Lodge & Spa
View all properties

You may also like resorts in Islamorada

Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio
Lime Tree Bay Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1279)
The price is CNY879
CNY1,294 total
includes taxes & fees
May 12 - May 13
Lime Tree Bay Resort
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.
View all properties

When is the best time to visit Islamorada?

Our prices for hotels in Islamorada are cheapest in September
Price trends for hotels in Islamorada
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Islamorada
May
High 27°C / low 25°C. Sunny most days.
View properties in May
27°
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May, no crowd data, average high temperature 27 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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29°
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June, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
30°
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July, no crowd data, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
30°
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August, no crowd data, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
29°
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September, no crowd data, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
28°
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October, no crowd data, average high temperature 28 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
26°
26°
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November, no crowd data, average high temperature 26 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
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24°
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December, no crowd data, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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23°
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January, no crowd data, average high temperature 23 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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23°
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February, no crowd data, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
24°
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March, no crowd data, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
26°
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April, no crowd data, average high temperature 26 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
Monthly weather averages (˚C)

Top neighborhoods in Islamorada

Matecumbe

Matecumbe gives you the full Florida Keys experience without trying too hard. Snorkel crystal waters at Anne's Beach, grab a cold one at Florida Keys Brewing Co, or watch fishermen haul in their catch at Bud n' Mary's. The Hurricane Monument and Indian Key Historic State Park tell stories of this laid-back paradise, while the MoradaWay Arts District adds cultural flair. Waterfront tiki bars serve fresh mahi-mahi as the sun sets over Florida Bay. Most visitors stay in charming resorts with private beaches and pools, though vacation rentals offer more space. You'll need a car to explore properly, but many resort areas are perfectly walkable.

Anne’s beach is on Lower Matecumbe Key

Lower Matecumbe Beach

Lower Matecumbe Beach offers pristine Atlantic shorelines where powder-soft sand meets crystal-clear turquoise waters. Sunset Drive Beach and nearby Anne's Beach provide perfect spots for swimming and sunbathing in the shallow, calm waters. You'll discover scenic overlooks at mile markers, historic fishing piers extending into Florida Bay, and the popular Founder's Park with its recreational facilities. Waterfront seafood restaurants serve fresh mahi-mahi and key lime pie with stunning ocean views. Accommodations range from luxury beachfront resorts to intimate bed-and-breakfasts. Getting around requires a rental car, though the beachfront areas are highly walkable with bike-friendly roads.

Colorful Island Palm Tree Sunset

Venetian Shores

Venetian Shores offers the Keys dream—canal-front homes with private docks where dolphins practically introduce themselves at breakfast. Spend your days boating from your backyard to snorkeling spots or fishing the flats between the Atlantic and Florida Bay. This upscale residential enclave lets you live like a local without the tourist crowds. You'll need wheels to explore nearby attractions like Founders Park and the History of Diving Museum. The neighborhood itself has no restaurants or shops—just peaceful streets lined with luxury vacation rentals featuring pools and tropical gardens. For dining out, a quick 5-10 minute drive takes you to Islamorada's waterfront eateries.

Coastline of Islamorada, panoramic view at dusk

Seabreeze Trailer Park

Seabreeze Trailer Park offers a laid-back slice of Florida Keys paradise without the resort price tag. You'll get direct beach access for swimming and snorkeling in crystal-clear waters. Nearby Founders Park and Windley Key Fossil Reef Geological State Park provide perfect day trips. Rain Barrel Village offers local shopping when you need a break from all that sunshine. Seafood restaurants and waterfront dining options are just a short drive away in Islamorada. While public transit is limited, having a rental car or golf cart makes exploring the surrounding Keys a breeze. The peaceful, no-frills atmosphere makes this spot ideal for travelers seeking an authentic Keys experience on a budget.

Top landmarks in Islamorada

Anne's Beach by roadside in Florida Keys by Route 1 Overseas Highway, Shutterstock ID 123071230, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Bud

Anne's Beach

3.9/5 (597 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Anne's Beach located 8.8 mi (14.1 km) from central Islamorada. If you want to continue walking by the waves, head to Sunset Drive Beach located nearby.
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Learn more about Islamorada

Dubbed the 'Sportfishing Capital of the World,' this Florida Keys paradise invites you to battle trophy tarpon and marlin in azure waters. Dive beneath the surface where coral reefs burst with marine life, or paddle through mysterious mangrove tunnels where herons stalk the shallows. The History of Diving Museum chronicles humanity's underwater exploration, while MoradaWay Arts District showcases island-inspired creativity. Anne's Beach offers shallow wading perfect for families, with picnic tables near the gentle surf. After a day on the water, sample fresh-caught seafood at dockside restaurants. For a wilder adventure, take a day trip to nearby Everglades National Park, where alligators sun themselves amid saw grass prairies.

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Check out reviews of Islamorada hotels guests love

Matecumbe Resort

Matecumbe Resort

10/10 Excellent
"Our two night stay was excellent. The room was clean, comfortable and the view was amazing. The atmosphere was laid back and friendly. We hope to.go back again one day."
Dianne 2-night trip
Posted 9 hours ago
Matecumbe Resort

Frequently asked questions

How much does a hotel room cost in Islamorada?
You can find top hotels in Islamorada from CNY953 with options to suit your budget and needs. If you're looking for an affordable hotel in Islamorada that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Islamorada hotels?
Discover great deals on Islamorada hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Islamorada hotels.
Can I book Islamorada hotels with free cancellation?
It's easy to book a refundable Islamorada hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are the top-rated luxury hotels in Islamorada?
One of the most popular luxury hotels in Islamorada is Cheeca Lodge & Spa. Cheeca Lodge & Spa is a luxury resort with a high guest rating amongst our travelers, and it offers 3 outdoor pools, a full-service spa and a golf course.
What are some of the best Islamorada beach hotels?
For a beachy vacation in Islamorada, Anne's Beach, Founders Park, and Sunset Drive Beach are some of the best places to visit. Pick a well-reviewed Islamorada beach hotel to maximize your vacation. Check out Islander Resort in Matecumbe if you're after a hotel that's near the water. With a private beach plus 2 outdoor pools and an ocean-view restaurant, our travelers rate it highly at 9.2 out of 10. Amara Cay Resort is another great choice for a relaxing beach vacation in Matecumbe. Located on a private beach, this resort has an outdoor pool and an ocean-view restaurant along with a variety of other amenities to enjoy, and our travelers rate it 8.8. If you're venturing to Matecumbe, Cheeca Lodge & Spa is another ideal choice. Travelers love the private beach plus the 3 outdoor pools and hot tub, and it has a guest rating of 9.2.
What are some top pet-friendly hotels in Islamorada?
Our travelers' top pet-friendly hotels in Islamorada include:You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Islamorada.
What are some of the best hotels in Islamorada for couples?
Choose a top-rated Islamorada romantic hotel and enjoy your couple's getaway. Our travelers love Cheeca Lodge & Spa, a resort in Matecumbe with in-room champagne service and in-room massages. Another romantic hotel with top reviews is Islander Resort. This hotel can be found in Matecumbe with a private beach as well as in-room champagne service for a perfect stay. Use the "Traveler experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Islamorada for couples on Hotels.com.
What are some of the best kid-friendly hotels in Islamorada?
Some of the best Islamorada hotels for kids include Cheeca Lodge & Spa, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, and Bayside Villas by Islander Resort. Cheeca Lodge & Spa is a kid-friendly resort in Matecumbe with a guest score of 9.2 out of 10 offering family-friendly amenities like a private beach, a free children's club, and 3 outdoor pools. Check out Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort with a guest score of 9. This popular resort has a private beach and 3 outdoor pools as well as free cribs in the guestrooms. Bayside Villas by Islander Resort is another good option in Matecumbe with an outdoor pool and free parking, plus free cribs in the guestrooms. Find even more kid-friendly hotels in Islamorada by using our "Family friendly" filter on Hotels.com when you search.
What are the top Islamorada hotels with a pool?
For a little extra luxury, discover some of the best Islamorada hotels with a pool. Islander Resort is a great hotel in Matecumbe with 2 outdoor pools and a guest rating of 9.2 out of 10. Plus, you can make the most of its private beach and ocean-view restaurant. Coconut Cove Resort and Marina is a popular hotel that features an outdoor pool and a children's pool along with free beach cabanas and a free continental breakfast. To find more stays in Islamorada with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Islamorada hotels with free parking?
If you're exploring by car, finding a great Islamorada hotel with free parking is a win. Our travelers' favorites include:
  • Casa Morada: A hotel in Matecumbe with an average guest rating of 9.4 out of 10
  • Cheeca Lodge & Spa: A resort in Matecumbe with an average guest rating of 9.2
  • Islander Resort: A hotel in Matecumbe with an average guest rating of 9.2
What are some popular hotels in central Islamorada?
For hotels in central Islamorada, check out Amara Cay Resort and Chesapeake Beach Resort. Travelers love Amara Cay Resort for its location, as well as the private beach, outdoor pool and ocean-view restaurant this resort offers. Chesapeake Beach Resort is another popular central hotel with a private beach, 2 outdoor pools and a bar/lounge. Matecumbe and Venetian Shores are some of the most central neighborhoods for your Islamorada vacation.
What accommodations do travelers recommend in Islamorada?
Guests like Chesapeake Beach Resort, Cheeca Lodge & Spa and Islander Resort.