Hotels in Islamorada

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Check prices for these dates

Tonight
Aug 10 - Aug 11
Tomorrow
Aug 11 - Aug 12
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Top 5 hotels in Islamorada at a glance

  1. La Jolla Resort — 2.5-star hotel in Matecumbe. Guest rating: 9.2/10 — Wonderful.
  2. Chesapeake Beach Resort — 3.5-star hotel in Matecumbe. Guest rating: 9.2/10 — Wonderful.
  3. Breezy Palms Resort — 2.5-star hotel in Matecumbe. Guest rating: 8.8/10 — Excellent.
  4. Cheeca Lodge & Spa — 5-star hotel in Matecumbe. Guest rating: 9.2/10 — Wonderful.
  5. Amara Cay Resort — 4-star hotel in Matecumbe. Guest rating: 8.8/10 — Excellent.

Where to stay in Islamorada?

La Jolla Resort

La Jolla Resort
Matecumbe
$111
$153 total
includes taxes & fees
Aug 19 - Aug 20
La Jolla Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$151
$226 total
includes taxes & fees
Aug 11 - Aug 12
Chesapeake Beach Resort

Breezy Palms Resort

Breezy Palms Resort
Matecumbe
$117
$184 total
includes taxes & fees
Sep 3 - Sep 4
Breezy Palms Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
$149
$241 total
includes taxes & fees
Aug 23 - Aug 24
Cheeca Lodge & Spa

Amara Cay Resort

Amara Cay Resort
Matecumbe
$168
$262 total
includes taxes & fees
Aug 24 - Aug 25
Amara Cay Resort

Pines & Palms Resort

Pines & Palms Resort
Matecumbe
$175
$252 total
includes taxes & fees
Aug 30 - Aug 31
Pines & Palms Resort

Islander Resort

Islander Resort
Matecumbe
$217
$312 total
includes taxes & fees
Sep 2 - Sep 3
Islander Resort

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
$129
$178 total
includes taxes & fees
Aug 13 - Aug 14
Fisher Inn Resort & Marina

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
$168
$262 total
includes taxes & fees
Aug 24 - Aug 25
La Siesta Resort & Villas

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
$147
$166 total
includes taxes & fees
Sep 9 - Sep 10
Ragged Edge Resort & Marina

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$122
$182 total
includes taxes & fees
Aug 11 - Aug 12
Lime Tree Bay Resort

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
$129
$178 total
includes taxes & fees
Aug 11 - Aug 12
Hadley Resort and Marina

Drop Anchor

Drop Anchor
Islamorada
$135
$187 total
includes taxes & fees
Aug 12 - Aug 13
Drop Anchor

Drift Hotel

Drift Hotel
Key Largo
$119
$145 total
includes taxes & fees
Aug 12 - Aug 13
Drift Hotel

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
$207
$306 total
includes taxes & fees
Aug 17 - Aug 18
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
$149
$168 total
includes taxes & fees
Aug 30 - Aug 31
Coconut Cove Resort and Marina

Treasure Harbor

Treasure Harbor
Islamorada
$119
$275 total
includes taxes & fees
Aug 11 - Aug 12
Treasure Harbor

Rock Reef Resort

Rock Reef Resort
Rock Harbor
$104
$117 total
includes taxes & fees
Aug 11 - Aug 12
Rock Reef Resort

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
$98
$142 total
includes taxes & fees
Sep 1 - Sep 2
Dove Creek Resort & Marina, Trademark Collection by Wyndham

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
Key Largo
$103
$116 total
includes taxes & fees
Aug 16 - Aug 17
The Pelican Key Largo Cottages
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Drop Anchor

Drop Anchor
Islamorada
$132
per night
$184 total
includes taxes & fees
Sign in for extra savings
Drop Anchor

Amara Cay Resort

Amara Cay Resort
Matecumbe
$174
per night
$269 total
includes taxes & fees
Amara Cay Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$130
per night
$192 total
includes taxes & fees
Sign in for extra savings
Lime Tree Bay Resort

Pines & Palms Resort

Pines & Palms Resort
Matecumbe
$40 off
$159
per night
$234 total
includes taxes & fees
Pines & Palms Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
$174
per night
$269 total
includes taxes & fees
La Siesta Resort & Villas

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
Tavernier
$55 off
$129
per night
$167 total
includes taxes & fees
Ocean Pointe Suites at Key Largo

Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
$127
per night
$167 total
includes taxes & fees
Sign in for extra savings
Bayside Inn Key Largo

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
$270
per night
$371 total
includes taxes & fees
Sign in for extra savings
Bayside Villas by Islander Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$151
per night
$226 total
includes taxes & fees
Sign in for extra savings
Chesapeake Beach Resort

Drop Anchor

Drop Anchor
Islamorada
$133
per night
$185 total
includes taxes & fees
Sign in for extra savings
Drop Anchor

Pines & Palms Resort

Pines & Palms Resort
Matecumbe
$30 off
$119
per night
$189 total
includes taxes & fees
Pines & Palms Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$131
per night
$192 total
includes taxes & fees
Sign in for extra savings
Lime Tree Bay Resort

Amara Cay Resort

Amara Cay Resort
Matecumbe
$25 off
$224
per night
$325 total
includes taxes & fees
Amara Cay Resort

Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
$118
per night
$158 total
includes taxes & fees
Sign in for extra savings
Bayside Inn Key Largo

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
Tavernier
$55 off
$129
per night
$167 total
includes taxes & fees
Ocean Pointe Suites at Key Largo

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
$13 off
$116
per night
$162 total
includes taxes & fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
$25 off
$224
per night
$325 total
includes taxes & fees
La Siesta Resort & Villas

Atlantic Bay Resort

Atlantic Bay Resort
Tavernier
$213
per night
$260 total
includes taxes & fees
Sign in for extra savings
Atlantic Bay Resort

Amara Cay Resort

Amara Cay Resort
Matecumbe
$51 off
$229
per night
$661 total
includes taxes & fees
Amara Cay Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
$43 off
$195
per night
$585 total
includes taxes & fees
La Siesta Resort & Villas

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$82 off
$368
per night
$941 total
includes taxes & fees
Chesapeake Beach Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$201
per night
$541 total
includes taxes & fees
Sign in for extra savings
Lime Tree Bay Resort

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
$205 off
$307
per night
$836 total
includes taxes & fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Pines & Palms Resort

Pines & Palms Resort
Matecumbe
$144 off
$287
per night
$756 total
includes taxes & fees
Pines & Palms Resort

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
$135
per night
$368 total
includes taxes & fees
Sign in for extra savings
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
$157
per night
$403 total
includes taxes & fees
Sign in for extra savings
Bayside Inn Key Largo

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
$567
per night
$1,411 total
includes taxes & fees
Sign in for extra savings
Bayside Villas by Islander Resort

Check out pet-friendly hotels in Islamorada

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$151
$226 total
includes taxes & fees
Aug 11 - Aug 12
Chesapeake Beach Resort

Islander Resort

Islander Resort
Matecumbe
$217
$312 total
includes taxes & fees
Sep 2 - Sep 3
Islander Resort

Amara Cay Resort

Amara Cay Resort
Matecumbe
$168
$262 total
includes taxes & fees
Aug 24 - Aug 25
Amara Cay Resort

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
$129
$178 total
includes taxes & fees
Aug 13 - Aug 14
Fisher Inn Resort & Marina

Drop Anchor

Drop Anchor
Islamorada
$135
$187 total
includes taxes & fees
Aug 12 - Aug 13
Drop Anchor

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
$243
$341 total
includes taxes & fees
Aug 24 - Aug 25
Bayside Villas by Islander Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
$168
$262 total
includes taxes & fees
Aug 24 - Aug 25
La Siesta Resort & Villas

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$122
$182 total
includes taxes & fees
Aug 11 - Aug 12
Lime Tree Bay Resort

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
$207
$306 total
includes taxes & fees
Aug 17 - Aug 18
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
$129
$178 total
includes taxes & fees
Aug 11 - Aug 12
Hadley Resort and Marina
View all properties

You may also like resorts in Islamorada

Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
$149
$241 total
includes taxes & fees
Aug 23 - Aug 24
Cheeca Lodge & Spa

Amara Cay Resort

Amara Cay Resort
Matecumbe
$168
$262 total
includes taxes & fees
Aug 24 - Aug 25
Amara Cay Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
$168
$262 total
includes taxes & fees
Aug 24 - Aug 25
La Siesta Resort & Villas

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$122
$182 total
includes taxes & fees
Aug 11 - Aug 12
Lime Tree Bay Resort

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
$207
$306 total
includes taxes & fees
Aug 17 - Aug 18
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Matecumbe Resort

Matecumbe Resort
Matecumbe
$159
$179 total
includes taxes & fees
Aug 11 - Aug 12
Matecumbe Resort

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
$239
$324 total
includes taxes & fees
Aug 30 - Aug 31
Playa Largo Resort & Spa, Autograph Collection

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
$253
$340 total
includes taxes & fees
Aug 26 - Aug 27
Baker's Cay Resort Key Largo, Curio Collection by Hilton
View all properties

You can also stay at hotels with a pool in Islamorada

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$151
$226 total
includes taxes & fees
Aug 11 - Aug 12
Chesapeake Beach Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
$149
$241 total
includes taxes & fees
Aug 23 - Aug 24
Cheeca Lodge & Spa

La Jolla Resort

La Jolla Resort
Matecumbe
$111
$153 total
includes taxes & fees
Aug 19 - Aug 20
La Jolla Resort

Amara Cay Resort

Amara Cay Resort
Matecumbe
$168
$262 total
includes taxes & fees
Aug 24 - Aug 25
Amara Cay Resort

Islander Resort

Islander Resort
Matecumbe
$217
$312 total
includes taxes & fees
Sep 2 - Sep 3
Islander Resort

Breezy Palms Resort

Breezy Palms Resort
Matecumbe
$117
$184 total
includes taxes & fees
Sep 3 - Sep 4
Breezy Palms Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$122
$182 total
includes taxes & fees
Aug 11 - Aug 12
Lime Tree Bay Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
$168
$262 total
includes taxes & fees
Aug 24 - Aug 25
La Siesta Resort & Villas

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
$129
$178 total
includes taxes & fees
Aug 13 - Aug 14
Fisher Inn Resort & Marina

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
$129
$178 total
includes taxes & fees
Aug 11 - Aug 12
Hadley Resort and 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.
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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 August
Typical weather for Islamorada
August
High 30°C / low 28°C. Sunny most days.
View properties in August
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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.

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.

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.

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

A sandy beach with green vegetation and a calm sea.

Anne's Beach

7.8/10 (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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A marina with boats docked, a motel, and a cafe.

Bud n' Mary's Dive Center

8.8/10 (504 reviews)
You can stroll along Bud n' Mary's Dive Center for relaxing water views when you're in Matecumbe. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches.
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A modern architectural structure with a white canopy, surrounded by a well-maintained grassy area and concrete pathways.

Founders Park

8.8/10 (450 reviews)
Founders Park is 4.6 mi (7.4 km) from central Islamorada, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Want to stretch your legs some more? Head to Islamorada County Park, just a short walk away.
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A small green leaf growing on a rough, textured surface.

Windley Key Fossil Reef Geological State Park

8.8/10 (184 reviews)
Windley Key Fossil Reef Geological State Park is 2.4 mi (3.8 km) from central Islamorada, why not stop by during your stay. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches.
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Robbie’s of Islamorada

8.4/10 (15 reviews)
You can stroll along Robbie’s of Islamorada for relaxing water views when you're in Matecumbe.
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Islamorada County Park

8.8/10 (198 reviews)
Islamorada County Park is 4.5 mi (7.2 km) from central Islamorada, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Want to stretch your legs some more? Head to Founders Park, just a short walk away.
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Islamorada Brewery & Distillery

9.4/10 (8 reviews)
Matecumbe is home to Islamorada Brewery & Distillery, so why not stop by during your stay in Islamorada. Islamorada has other activities you might want to enjoy such as Everglades National Park.
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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.

See all hotels in Islamorada
A wooden pier extending into calm waters with a covered seating area and a boat docked at the end.

Check out reviews of Islamorada hotels guests love

Treasure Harbor

Treasure Harbor

10/10 Excellent
"This place is a gem. It’s adorable. Great beds, plenty of space. Staff was amazing."
Katelyn 1-night trip
Posted 3 hours ago
Treasure Harbor
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"It was a great room and stay and great ocean views"
jason 1-night trip
Posted 6 hours ago
Hadley Resort and Marina
Casa Morada

Casa Morada

10/10 Excellent
"It's a beautiful property! A hidden treasure in Islamorada : )"
Ira 2-night trip
Posted 7 hours ago
Casa Morada
Drop Anchor

Drop Anchor

10/10 Excellent
"Great location,"
Marianela 4-night trip
Posted 21 hours ago
Drop Anchor
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Wow! I stayed there for a week and I really felt like I was in my little slice of heaven! The resort is decorated beautifully. The room definitely has the Florida keys vibe and the staff were so awesome. I would have loved to stay there forever. I can't wait to go back!!!"
Kevin 7-night trip
Posted 6 days ago
Coconut Cove Resort and Marina
La Jolla Resort

La Jolla Resort

10/10 Excellent
"LaJolla was great with so many amenities. We really enjoyed our stay here."
Linda 3-night trip
Posted 7 days ago
La Jolla Resort
The Islands of Islamorada

The Islands of Islamorada

10/10 Excellent
"Very helpful staff and all amenities are in excellent usable condition. The villas and the suites are very comfortable with beautiful comfortable bathrooms."
Lila 3-night trip
Posted 7 days ago
The Islands of Islamorada
Sunset Inn

Sunset Inn

10/10 Excellent
"We greatly enjoyed our stay at the Sunset inn! the Pool was nice and clean, with enjoyable music playing in the common area. The A/C was always cold which was perfect this time of year. We would definitely stay here again for a perfect long weekend."
amanda 3-night trip
Posted 7 days ago
Sunset Inn
Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay

10/10 Excellent
"Great location, we will return"
Juan 2-night trip
Posted 1 month ago
Caloosa Cove Resort by CoolVacay

Frequently asked questions

What accommodations do travelers recommend in Islamorada?
Can I book refundable hotels in Islamorada?
If you're looking for the flexibility to change your plans to Islamorada, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Islamorada if I want an affordable accommodation?
Coconut Cove Resort and Marina is an accommodation you might want to consider that'll save you money.
Where can I stay in Islamorada if I want a vacation rental instead of a traditional hotel?
If you want to find a good alternative to a hotel, review our selection of 413 vacation homes. In addition, there are 91 apartments and 118 condos.
What will the weather in Islamorada be like during my trip?
With an average temperature of 72°F during the coldest months, Islamorada is a great place to visit any time of year.
Why should I book my Islamorada hotel with Hotels.com?
There are lots of reasons to book your Islamorada trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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