Hotels in Islamorada

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Check prices for these dates

Tonight
Sep 8 - Sep 9
Tomorrow
Sep 9 - Sep 10
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Where to stay in Islamorada?

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$119
$190 total
includes taxes & fees
Sep 24 - Sep 25
Chesapeake Beach Resort

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
$149
$241 total
includes taxes & fees
Sep 9 - Sep 10
Cheeca Lodge & Spa

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
$155
$247 total
includes taxes & fees
Sep 22 - Sep 23
Amara Cay Resort

4. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
$97
$125 total
includes taxes & fees
Sep 9 - Sep 10
Breezy Palms Resort

5. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
$78
$87 total
includes taxes & fees
Sep 13 - Sep 14
Ragged Edge Resort & Marina

6. Islander Resort

Islander Resort
Matecumbe
$196
$288 total
includes taxes & fees
Sep 15 - Sep 16
Islander Resort

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
$183
$279 total
includes taxes & fees
Sep 15 - Sep 16
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

8. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
$130
$201 total
includes taxes & fees
Sep 9 - Sep 10
Pines & Palms Resort

9. Drop Anchor

Drop Anchor
Islamorada
$120
$171 total
includes taxes & fees
Sep 9 - Sep 10
Drop Anchor

10. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
$118
$166 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina

11. La Jolla Resort

La Jolla Resort
Matecumbe
$170
$219 total
includes taxes & fees
Sep 9 - Sep 10
La Jolla Resort

12. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
$135
$185 total
includes taxes & fees
Sep 9 - Sep 10
Hadley Resort and Marina

13. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
$149
$168 total
includes taxes & fees
Sep 9 - Sep 10
Coconut Cove Resort and Marina

14. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$122
$182 total
includes taxes & fees
Sep 9 - Sep 10
Lime Tree Bay Resort

15. Rock Reef Resort

Rock Reef Resort
Rock Harbor
$101
$114 total
includes taxes & fees
Sep 9 - Sep 10
Rock Reef Resort

16. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
Key Largo
$92
$103 total
includes taxes & fees
Sep 9 - Sep 10
The Pelican Key Largo Cottages

17. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
$196
$288 total
includes taxes & fees
Sep 20 - Sep 21
Bayside Villas by Islander Resort

18. Drift Hotel

Drift Hotel
Key Largo
$88
$110 total
includes taxes & fees
Sep 9 - Sep 10
Drift Hotel

19. Treasure Harbor

Treasure Harbor
Islamorada
$129
$286 total
includes taxes & fees
Oct 1 - Oct 2
Treasure Harbor

20. 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 15 - Sep 16
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$135
per night
$208 total
includes taxes & fees
Sign in for extra savings
Chesapeake Beach Resort

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
$122
per night
$182 total
includes taxes & fees
Sign in for extra savings
Lime Tree Bay Resort

Islander Resort

Islander Resort
Matecumbe
$218
per night
$312 total
includes taxes & fees
Islander Resort

Drop Anchor

Drop Anchor
Islamorada
$120
per night
$171 total
includes taxes & fees
Sign in for extra savings
Drop Anchor

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
$135
per night
$185 total
includes taxes & fees
Hadley Resort and Marina

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
$135
per night
$185 total
includes taxes & fees
Fisher Inn Resort & Marina

Atlantic Bay Resort

Atlantic Bay Resort
Tavernier
$159
per night
$202 total
includes taxes & fees
Sign in for extra savings
Atlantic Bay 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
$134
per night
$173 total
includes taxes & fees
Ocean Pointe Suites at Key Largo

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$135
per night
$208 total
includes taxes & fees
Sign in for extra savings
Chesapeake Beach Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$122
per night
$182 total
includes taxes & fees
Sign in for extra savings
Lime Tree Bay Resort

Islander Resort

Islander Resort
Matecumbe
$232
per night
$328 total
includes taxes & fees
Islander Resort

Drop Anchor

Drop Anchor
Islamorada
$120
per night
$171 total
includes taxes & fees
Sign in for extra savings
Drop Anchor

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
$135
per night
$185 total
includes taxes & fees
Hadley Resort and Marina

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
$135
per night
$185 total
includes taxes & fees
Fisher Inn Resort & Marina

Amara Cay Resort

Amara Cay Resort
Matecumbe
$27 off
$242
per night
$345 total
includes taxes & fees
Amara Cay Resort

Atlantic Bay Resort

Atlantic Bay Resort
Tavernier
$159
per night
$202 total
includes taxes & fees
Sign in for extra savings
Atlantic Bay 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

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
$210
per night
$304 total
includes taxes & fees
Bayside Villas by Islander Resort

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
Tavernier
$134
per night
$173 total
includes taxes & fees
Ocean Pointe Suites at Key Largo

Amara Cay Resort

Amara Cay Resort
Matecumbe
$46 off
$209
per night
$616 total
includes taxes & fees
Amara Cay Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$297
per night
$780 total
includes taxes & fees
Sign in for extra savings
Chesapeake Beach Resort

Islander Resort

Islander Resort
Matecumbe
$287
per night
$780 total
includes taxes & fees
Islander Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$202
per night
$545 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
$337
per night
$904 total
includes taxes & fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
$216
per night
$551 total
includes taxes & fees
Hadley Resort and Marina

Drop Anchor

Drop Anchor
Islamorada
$220
per night
$565 total
includes taxes & fees
Drop Anchor

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
$224
per night
$570 total
includes taxes & fees
Fisher Inn Resort & Marina

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
$316
per night
$846 total
includes taxes & fees
Sign in for extra savings
Bayside Villas by Islander Resort

Pines & Palms Resort

Pines & Palms Resort
Matecumbe
$390
per night
$989 total
includes taxes & fees
Sign in for extra savings
Pines & Palms Resort

Atlantic Bay Resort

Atlantic Bay Resort
Tavernier
$336
per night
$801 total
includes taxes & fees
Sign in for extra savings
Atlantic Bay Resort

Check out pet-friendly hotels in Islamorada

Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
$98
$110 total
includes taxes & fees
Sep 13 - Sep 14
Sunset Cove Beach Resort

Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
$118
$158 total
includes taxes & fees
Sep 9 - Sep 10
Bayside Inn Key Largo

Creekside Inn

Creekside Inn
Tavernier
$138
$155 total
includes taxes & fees
Sep 16 - Sep 17
Creekside Inn

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$122
$182 total
includes taxes & fees
Sep 9 - Sep 10
Lime Tree Bay Resort

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
$118
$166 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
$183
$279 total
includes taxes & fees
Sep 15 - Sep 16
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$119
$190 total
includes taxes & fees
Sep 24 - Sep 25
Chesapeake Beach Resort

Amara Cay Resort

Amara Cay Resort
Matecumbe
$155
$247 total
includes taxes & fees
Sep 22 - Sep 23
Amara Cay Resort

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
$135
$185 total
includes taxes & fees
Sep 9 - Sep 10
Hadley Resort and Marina

Drop Anchor

Drop Anchor
Islamorada
$120
$171 total
includes taxes & fees
Sep 9 - Sep 10
Drop Anchor
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You may also like resorts in Islamorada

Amara Cay Resort

Amara Cay Resort
Matecumbe
$155
$247 total
includes taxes & fees
Sep 22 - Sep 23
Amara Cay Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
$149
$241 total
includes taxes & fees
Sep 9 - Sep 10
Cheeca Lodge & Spa

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
$183
$279 total
includes taxes & fees
Sep 15 - Sep 16
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
La Siesta Resort & Villas

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$122
$182 total
includes taxes & fees
Sep 9 - Sep 10
Lime Tree Bay Resort

Matecumbe Resort

Matecumbe Resort
Matecumbe
$143
$161 total
includes taxes & fees
Sep 20 - Sep 21
Matecumbe Resort

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
$255
$342 total
includes taxes & fees
Sep 22 - Sep 23
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
$237
$322 total
includes taxes & fees
Sep 28 - Sep 29
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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You can also stay at hotels with a pool in Islamorada

Key Largo Inn

Key Largo Inn
Key Largo
$135
$152 total
includes taxes & fees
Sep 11 - Sep 12
Key Largo Inn

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 15 - Sep 16
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$122
$182 total
includes taxes & fees
Sep 9 - Sep 10
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
$183
$279 total
includes taxes & fees
Sep 15 - Sep 16
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
$118
$158 total
includes taxes & fees
Sep 9 - Sep 10
Bayside Inn Key Largo

Creekside Inn

Creekside Inn
Tavernier
$138
$155 total
includes taxes & fees
Sep 16 - Sep 17
Creekside Inn

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
$118
$166 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$119
$190 total
includes taxes & fees
Sep 24 - Sep 25
Chesapeake Beach Resort

Bahia Bay Resort

Bahia Bay Resort
Rock Harbor
$152
$171 total
includes taxes & fees
Sep 9 - Sep 10
Bahia Bay Resort

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
Tavernier
$129
$167 total
includes taxes & fees
Sep 14 - Sep 15
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.
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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 September
Typical weather for Islamorada
September
High 29°C / low 28°C. Sunny most days.
View properties in September
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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 relaxing 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 colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

Florida Keys Brewing Co.

9.2/10 (520 reviews)
Matecumbe is home to Florida Keys Brewing Co., so why not stop by during your stay in Islamorada.
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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.
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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

Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Great"
Juan 2-night trip
Posted 2 hours ago
Hadley Resort and Marina
La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Stayed over Labor Day weekend it was great the staff were amazing and the use of the amenities between the three resorts is amazing. You get the perks and come back to a very large room and quiet setting. Great place to stay."
Lisa 5-night trip
Posted 6 hours ago
La Siesta Resort & Villas
La Jolla Resort

La Jolla Resort

10/10 Excellent
"Great place, clean, quiet. Calm, relaxing, fun little beach, sunset views - super cool cat!"
Paul 1-night trip
Posted 11 hours ago
La Jolla Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Everything was great!"
Samantha 2-night trip
Posted 23 hours ago
Fisher Inn Resort & Marina
Drop Anchor

Drop Anchor

10/10 Excellent
"Everything was nice and clean. I enjoyed my stay there."
Leydis 2-night trip
Posted 1 day ago
Drop Anchor
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"After multiple visits to Islamorada this is now our new place to stay whenever we visit. Great location, beautiful property and incredibly friendly staff!!"
Donald 2-night trip
Posted 1 day ago
Pines & Palms Resort
Islander Resort

Islander Resort

10/10 Excellent
"Everything is super great beside Beach If you looking to swim in the ocean not best pick"
Rostyslav 2-night trip
Posted 1 day ago
Islander Resort
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"El lugar muy bueno agradable y limpio!!! Con condiciones para pasar una vacaciones Repetiríamos"
Yanara 1-night trip
Posted 1 day ago
Breezy Palms Resort
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Amazing customer service"
Lisandra 1-night trip
Posted 2 days ago
Coconut Cove Resort and Marina

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 403 vacation homes. In addition, there are 86 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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