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Accommodations in Islamorada You’ll Love

Affordable, Top-Rated Places to Stay in Islamorada – For Every Budget

Looking for accommodation in Islamorada (Florida)? Discover a wide range of places to stay starting at just $50.00 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Islamorada accommodation today!

We found 102 Accommodations in Islamorada and the surrounding area (within 20 miles)

Amara Cay Resort in Islamorada, USA

Amara Cay Resort

Hotel in Islamorada, Florida , 80001 Overseas Highway
This beachfront hotel is located in Islamorada, Florida and features transfer services within 3.7 mi from the property.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Good 588 Reviews 7.9

from $220.68 Show details »

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

Three Waters Resort and Marina, Islamora...

Resort in Islamorada, Florida , 84001 Overseas Highway
Featuring a unique tropical atmosphere and located on an island in the Florida Keys, this resort offers WiFi and parking to guests.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Fabulous 97 Reviews 8.7

from $266.63 Show details »

Islander Resort in Islamorada, USA

Islander Resort

Resort in Islamorada, Florida , 82100 Overseas Highway
A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and r...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Family rooms

Fabulous 1329 Reviews 8.9

from $295.80 Show details »

La Siesta Resort & Villas in Islamorada, USA

La Siesta Resort & Villas

Hotel in Islamorada, Florida , 80241 Overseas Highway
Just off the Overseas Highway and in front of the ocean, this Islamorada hotel offers an on-site marina.
  • Parking
  • Pets allowed
  • Bar
  • Fitness centre
  • Family rooms

Very good 293 Reviews 8.3

from $281.70 Show details »

Cheeca Lodge & Spa in Islamorada, USA

Cheeca Lodge & Spa

Resort in Islamorada, Florida , 81801 Overseas Highway Mile Marker 82
Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida.
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Family rooms

Very good 559 Reviews 8.5

from $434.81 Show details »

Chesapeake Beach Resort in Islamorada, USA

Chesapeake Beach Resort

Resort in Islamorada, Florida , 83409 Overseas Highway
Guests at this Islamorada oceanfront resort can enjoy free WiFi access.
  • Parking
  • Pets allowed
  • Allergy-free room
  • Outdoor pool
  • Swimming pool

Fabulous 762 Reviews 8.6

from $187.61 Show details »

Pines & Palms Resort in Islamorada, USA

Pines & Palms Resort

Resort in Islamorada, Florida , 80401 Old Highway
This Islamorada resort in the Florida Keys is located near Alligator Reef.
  • Parking
  • Bar
  • Family rooms
  • Outdoor pool
  • Swimming pool

Superb 591 Reviews 9.3

from $346.50 Show details »

Fisher Inn Resort & Marina in Islamorada, USA

Fisher Inn Resort & Marina

Hotel in Islamorada, Florida , 84951 Overseas Highway
Located right on the shores of Islamorada, the Fisher Inn Resort & Marina is 14 miles from Key Largo.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Kids' outdoor play equipment
  • Swimming pool

Good 817 Reviews 7.8

from $108.27 Show details »

Drop Anchor Resort & Marina in Islamorada, USA

Drop Anchor Resort & Marina

Resort in Islamorada, Florida , 84959 Overseas Highway
Located adjacent to Windley Key Fossil Reef Geological State Park, this Islamorada resort features an ocean-side outdoor swimming pool.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 353 Reviews 8.0

from $157.66 Show details »

Hadley Resort and Marina in Islamorada, USA

Hadley Resort and Marina

Hotel in Islamorada, Florida , 82749 Overseas Highway,
This hotel is located in Islamorada, Florida.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment

Pleasant 509 Reviews 6.9

from $115.93 Show details »

Coconut Cove Resort & Marina in Islamorada, USA

Coconut Cove Resort & Marina

Inn in Islamorada, Florida , 84801 Overseas Highway
Featuring barbecue facilities, Coconut Cove Resort & Marina is located in Islamorada in the Florida region, a 9-minute walk from Windley Key and 3 mil...
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

Very good 279 Reviews 8.4

from $167.63 Show details »

Sands of Islamorada in Islamorada, USA

Sands of Islamorada

Inn in Islamorada, Florida , 80051 Overseas Highway
This Islamorada, Florida inn features an outdoor pool with a hot tub and a boat dock with a ramp.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Very good 288 Reviews 8.5

from $193.13 Show details »

La Jolla Resort in Islamorada, USA

La Jolla Resort

Inn in Islamorada, Florida , 82216 Overseas Highway
Featuring free WiFi and an outdoor pool, La Jolla Resort offers accommodations in Islamorada, 2625 feet from Upper Matecumbe Key.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 810 Reviews 8.8

from $122.46 Show details »

Matecumbe Resort in Islamorada, USA

Matecumbe Resort

Aparthotel in Islamorada, Florida , 76261 Overseas Highway
Matecumbe Resort features a public bath and air-conditioned accommodations in Islamorada, 1.2 miles from Sea Oats Beach.
  • Parking
  • Outdoor pool
  • Kids' outdoor play equipment
  • Swimming pool
  • Swimming Pool

Very good 329 Reviews 8.5

from $156.38 Show details »

Anglers Reef Getaway in Islamorada, USA

Anglers Reef Getaway

Villa in Islamorada, Florida , 135 Anglers Way
Offering an outdoor swimming pool and a garden, Anglers Reef Getaway in Islamorada is close to Windley Key and Windley Key Fossil Reef Geological Stat...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 14 Reviews 9.4

from $82.00 Show details »

Sunset Inn in Islamorada, USA

Sunset Inn

Hotel in Islamorada, Florida , 82200 Overseas Highway
Located in Islamorada, a 9-minute walk from Upper Matecumbe Key, Sunset Inn provides accommodations with an outdoor swimming pool, free private parkin...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 1463 Reviews 8.5

from $109.69 Show details »

Ragged Edge Resort & Marina in Islamorada, USA

Ragged Edge Resort & Marina

Resort in Islamorada, Florida , 243 Treasure Harbor Drive
Located in Islamorada, 1.9 miles from Windley Key, Ragged Edge Resort & Marina has accommodations with free bikes, private parking, an outdoor swimmin...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 119 Reviews 9.1

from $159.57 Show details »

Executive Bay Club Condos in Islamorada, USA

Executive Bay Club Condos

Apartment in Islamorada, Florida
Executive Bay Club Condos is located in Islamorada, just 5.6 miles from Upper Matecumbe Key and 8 miles from Pigeon Key.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $92.00 Show details »

EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS in Islamorada, USA

EXECUTIVE BAY ISLAMORADA BY SOFLA VACATI...

Holiday home in Islamorada, Florida , 87200 Overseas Highway
EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS in Islamorada provides accommodations with a private beach area, a garden, and a tennis court.
  • Parking
  • Pets allowed
  • Bar
  • Family rooms
  • Outdoor pool

Very good 3 Reviews 8.0

from $447.72 Show details »

Breezy Palms Resort in Islamorada, USA

Breezy Palms Resort

Hotel in Islamorada, Florida , 80015 Overseas Highway
Facing the beachfront, Breezy Palms Resort offers 3-star accommodations in Islamorada and has an outdoor swimming pool, private beach area and terrace...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 1683 Reviews 8.2

from $166.17 Show details »

The Oasis in Islamorada, USA

The Oasis

Holiday home in Islamorada, Florida , 82703 Old Highway
Just a 18-minute walk from Upper Matecumbe Key and half a mile from History of Diving Museum, The Oasis features accommodations in Islamorada with a g...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

no reviews

from $75.00 Show details »

The Ocean View Inn in Islamorada, USA

The Ocean View Inn

Hotel in Islamorada, Florida , 84500 Overseas Highway
The Ocean View Inn has an outdoor swimming pool, terrace, a restaurant and bar in Islamorada.
  • Parking
  • Restaurant
  • Bar
  • Outdoor pool
  • Swimming pool

Very good 310 Reviews 8.2

from $191.47 Show details »

Escape to the Keys in Islamorada, USA

Escape to the Keys

Apartment in Islamorada, Florida
Escape to the Keys is located in Islamorada, just 5.7 miles from Upper Matecumbe Key and 8.1 miles from Pigeon Key.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $96.00 Show details »

Islamorada Paradise Overlooking the Fabulous Florida Bay. in Tavernier, USA

Islamorada Paradise Overlooking the Fabu...

Apartment in Tavernier near Islamorada, Florida , 88540 Overseas Highway
Featuring a tennis court, Islamorada Paradise Overlooking the Fabulous Florida Bay.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 10 Reviews 9.2

from $576.55 Show details »

Islamorada Modern Penthouse with Private Beach in Islamorada, USA

Islamorada Modern Penthouse with Private...

Holiday home in Islamorada, Florida , 80639 Old Highway
Providing a garden, Islamorada Modern Penthouse with Private Beach features accommodations in Islamorada.
  • Parking
  • Outdoor pool
  • Swimming Pool

Fabulous 1 Reviews 9.0

from $81.00 Show details »

Number of Accommodations in Islamorada 102
Number of guest ratings 15,038
Average price per night $207.00
Lowest price per night $50,00
Highest price per night $2.576,36

Top 10 Most Popular Accommodations in Islamorada

Explore the Most Popular Accommodations in Islamorada – Ranked by Average Guest Ratings.

Top 10 Cheapest Accommodations in Islamorada

Discover the Cheapest Accommodations in Islamorada – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Accommodations in Islamorada

Check out the Most Booked Accommodations in Islamorada – Based on Guest Popularity.

Discover Islamorada – Your Guide to the Best Places to Stay

Planning a trip to Islamorada? Choosing the right place to stay is one of the most important parts of making your visit memorable. Whether you are looking for a luxury hotel, a cozy guesthouse, a modern apartment, or a family-friendly vacation rental, Islamorada offers a wide range of lodging options to suit every travel style and budget.

When deciding where to stay in Islamorada, consider key factors like location, amenities, reviews, and proximity to attractions or public transport. Do you prefer being in the heart of the city close to restaurants, shops, and nightlife? Or do you want a quiet neighborhood with a more local feel? With so many types of accommodations in Islamorada, from boutique hotels to spacious homes, you are sure to find something that fits your needs.

Tips for Finding the Perfect Stay in Islamorada

To find the perfect place to stay in Islamorada, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com