Apartments and Airbnb in Islamorada Apartments and Airbnb in Islamorada

Apartments and Airbnb in Islamorada

Find a breezy Airbnb in Islamorada to soak in tropical beauty and world-class fishing

1,040 accommodations in Islamorada

Compare top vacation rentals sites such as Vrbo, Booking.com and more, to find the perfect place to stay in Islamorada. Likibu provides you with 1,040 short-term rentals in Islamorada.

  1. Hostel 8 guests, with pool
    Hostel 8 guests, with pool

    Florida Keys, Islamorada

    • 8

    4.5 905 Reviews

     

    $$

  2. Ad
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    Dreaming of a getaway?

    Islamorada, United States

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  3. House 2 bedrooms, with pool
    House 2 bedrooms, with pool

    Florida Keys, Islamorada

    • 144m²
    • 6
    • 2
    • 2

    4.8 20 Reviews

     

    $

  4. Hostel 6 guests, with jacuzzi
    Hostel 6 guests, with jacuzzi

    Florida Keys, Islamorada

    • 6

    4.3 325 Reviews

     

    $

  5. Aparthotel 6 guests, with pool
    Aparthotel 6 guests, with pool

    Florida Keys, Islamorada

    • 6

    4.2 338 Reviews

     

    $$

  6. Apartment 3 bedrooms, with pool
    Apartment 3 bedrooms, with pool

    Florida Keys, Islamorada

    • 93m²
    • 6
    • 3
    • 2

    4.9 6 Reviews

  7. House 2 bedrooms, with pool
    House 2 bedrooms, with pool

    Florida Keys, Islamorada

    • 111m²
    • 5
    • 2
    • 3

    5.0 185 Reviews

    From

    $516

    / night

  8. Hostel 3 guests, with pool
    Hostel 3 guests, with pool

    Florida Keys, Islamorada

    • 3

    3.8 247 Reviews

     

    $$

  9. House 3 bedrooms, with pool
    House 3 bedrooms, with pool

    Florida Keys, Islamorada

    • 6
    • 3
    • 3

    5.0 174 Reviews

    From

    $501

    / night

  10. Hostel 4 guests, with pool
    Hostel 4 guests, with pool

    Florida Keys, Islamorada

    • 4

    3.7 1544 Reviews

     

    $$

  11. House 2 bedrooms, with pool
    House 2 bedrooms, with pool

    Florida Keys, Islamorada

    • 111m²
    • 6
    • 2
    • 3

    5.0 175 Reviews

    From

    $548

    / night

  12. House 2 bedrooms, with pool
    House 2 bedrooms, with pool

    Florida Keys, Islamorada

    • 110m²
    • 4
    • 2
    • 2

    4.7 3 Reviews

More results in Islamorada

Top tips to check out before booking a vacation rental in Islamorada


Vacation rentals prices and availability in Islamorada

Average price per night in Islamorada

  • $980Jan
  • $1,090Feb
  • $1,090Mar
  • $968Apr
  • $870May
  • $786Jun
  • $661Jul
  • $779Aug
  • $620Sep
  • $803Oct
  • $669Nov
  • $803Dec

Airbnbs and vacation rentals that are available in Islamorada (%)

  • 3%Jan
  • 2%Feb
  • 1%Mar
  • 1%Apr
  • 2%May
  • 1%Jun
  • 2%Jul
  • 4%Aug
  • 4%Sep
  • 4%Oct
  • 4%Nov
  • 4%Dec

Frequently Asked Questions about Islamorada vacation rentals


Islamorada, located in the heart of the Florida Keys, is a paradise of clear waters, coral reefs, and laid-back island charm. Known as the Sportfishing Capital of the World, it draws anglers, divers, and sunseekers to its pristine shores and coastal lifestyle. Visitors can stay in oceanfront Airbnbs, colorful beach bungalows, or luxury condos with private docks. Whether you're chasing tarpon or just chasing sunsets, Islamorada offers the perfect tropical escape.


Best vacation accommodations in Islamorada

Airbnb, apartments and houses with terrace or balcony in Islamorada

House 3 bedrooms, with pool
House 3 bedrooms, with pool

Florida Keys, Islamorada

  • 128m²
  • 6
  • 3
  • 3

5.0 155 Reviews

From

$556

/ night

House 5 bedrooms, with pool
House 5 bedrooms, with pool

Florida Keys, Islamorada

  • 371m²
  • 12
  • 5
  • 5

4.9 79 Reviews

From

$1,587

/ night

House 2 bedrooms, with pool
House 2 bedrooms, with pool

Florida Keys, Islamorada

  • 49m²
  • 5
  • 2
  • 1

4.7 3 Reviews

House 6 guests, with pool
House 6 guests, with pool

Florida Keys, Islamorada

  • 6

4.3 2 Reviews

Villas and Houses with garden in Islamorada

House 3 bedrooms, with garden
House 3 bedrooms, with garden

Florida Keys, Islamorada

  • 150m²
  • 8
  • 3
  • 2

5.0 2 Reviews

House 3 bedrooms, with jacuzzi
House 3 bedrooms, with jacuzzi

Florida Keys, Islamorada

  • 279m²
  • 7
  • 3
  • 3

4.5 1 Reviews

House 5 bedrooms, with jacuzzi
House 5 bedrooms, with jacuzzi

Florida Keys, Islamorada

  • 234m²
  • 12
  • 5
  • 2

 

House 4 bedrooms, with pool
House 4 bedrooms, with pool

Florida Keys, Islamorada

  • 179m²
  • 8
  • 4
  • 3

5.0 110 Reviews

From

$782

/ night

Houses, apartments and airbnb with wifi in Islamorada to stay connected

Villa 2 bedrooms, with pool
Villa 2 bedrooms, with pool

Florida Keys, Islamorada

  • 121m²
  • 6
  • 2
  • 3

4.8 2 Reviews

House 3 bedrooms, with pool
House 3 bedrooms, with pool

Florida Keys, Islamorada

  • 156m²
  • 6
  • 3
  • 3

5.0 1 Reviews

Apartment 2 bedrooms, with jacuzzi
Apartment 2 bedrooms, with jacuzzi

Florida Keys, Islamorada

  • 157m²
  • 6
  • 2
  • 3

5.0 149 Reviews

From

$416

/ night

House 2 bedrooms, with wifi
House 2 bedrooms, with wifi

Florida Keys, Islamorada

  • 186m²
  • 8
  • 2
  • 2

 


Other vacation rentals in Florida

  1. Boca Raton
  2. Cape Coral
  3. Cocoa Beach
  4. Cutler Bay
  5. Daytona Beach
  6. Daytona Beach Shores
  7. Destin
  8. Fort Lauderdale
  9. Fort Myers
  10. Fort Myers Beach
  11. Hialeah
  12. Hollywood
  13. Indian Rocks Beach
  14. Jupiter
  15. Key Biscayne
  16. Key West
  17. Kissimmee
  18. Laguna Beach
  19. Lauderdale-by-the-Sea
  20. Melbourne (Florida)
  21. Miami
  22. Miami Beach
  23. Naples (Florida)
  24. North Miami Beach
  25. Orlando
  26. Palm Coast
  27. Panama City Beach
  28. Pensacola
  29. Pensacola Beach
  30. Port St. Lucie
  31. Rosemary Beach
  32. Sarasota
  33. Siesta Key
  34. St. Petersburg
  35. Sunny Isles Beach
  36. Tampa
  37. West Palm Beach

Other accommodations in Islamorada

  1. Islamorada Bed & Breakfast
  2. Islamorada Hotel with Jacuzzi

Vacation rentals in the United States


Good to know: Visit and neighborhood recommendations in Islamorada

Islamorada delivers a peaceful yet adventure-filled experience with its turquoise waters, lush palms, and small-town island vibe. The area is a top destination for deep-sea fishing, snorkeling, and eco-tourism. Art galleries, seafood shacks, and beachfront tiki bars add to its local flavor. Islamorada blends the rhythm of the Keys with upscale relaxation and stunning scenery.

Top areas to stay at in Islamorada

Upper Matecumbe Key

At the heart of the village, Upper Matecumbe Key is home to most of Islamorada’s shops, restaurants, and cultural attractions. Vacation rentals in this area include beachfront condos, charming villas, and walkable cottages near art galleries and boat charters. Guests staying here are close to iconic spots like Morada Way Arts District and the Florida Keys Brewing Company.

Lower Matecumbe Key

Further south, Lower Matecumbe Key offers a more secluded and residential feel with stunning waterfront homes and direct ocean access. Airbnbs here often come with private docks, kayaks, and panoramic views of the Atlantic or Florida Bay. The area provides a quiet, upscale alternative to the village center.

Plantation Key

Located just north of the village center, Plantation Key is a residential island with vacation homes, marinas, and access to both the ocean and bay. Many rentals in Plantation Key feature pools, tiki huts, and tropical landscaping. Plantation Key offers proximity to schools, nature trails, and calm waters.

Windley Key

Small but packed with activities, Windley Key is home to attractions like Windley Key Fossil Reef Geological State Park and Theater of the Sea. Rentals include waterfront apartments and Airbnbs near the park and marinas. The key is perfect for nature lovers and those looking to explore the unique geology and marine life of the region. Windley Key combines adventure with education in a compact setting.

Indian Key Historic District Vicinity

Accessible by kayak or boat, the Indian Key Historic District Vicinity is ideal for travelers wanting to stay close to Islamorada’s historic offshore island. Nearby rentals include secluded bungalows and waterfront cottages with views of the island ruins. This area offers a blend of solitude and cultural intrigue.

Must-visit places and attractions in Islamorada

Theater of the Sea

A unique marine park, Theater of the Sea offers up-close experiences with dolphins, sea lions, stingrays, and more. Visitors can swim with marine animals, watch entertaining shows, and learn about conservation efforts. The lush grounds and beach lagoon make it a top family attraction.

History of Diving Museum

This fascinating museum showcases the evolution of underwater exploration with a massive collection of diving gear and memorabilia. The History of Diving Museum is a must-visit for anyone interested in marine history and science. Exhibits include vintage helmets, deep-sea suits, and interactive displays.

Anne’s Beach

Anne’s Beach is a scenic shoreline spot known for its shallow waters, boardwalk trails, and pet-friendly vibe. The calm water makes it safe for children and great for kayaking or paddleboarding. This beach is a favorite among locals and visitors looking for a peaceful place to unwind.

Morada Way Arts District

Located in Upper Matecumbe Key, the Morada Way Arts District hosts monthly art walks, gallery showings, and community events. Visitors can browse local art, enjoy live music, and dine at creative eateries and food trucks.

Founders Park

Founders Park is a recreational gem featuring a beach, marina, athletic facilities, and an Olympic-size pool. Families can enjoy playgrounds, walking paths, and sports courts in a beautiful waterfront setting. The park also hosts festivals, fitness classes, and music events throughout the year.

Lignumvitae Key Botanical State Park

Accessible by boat, the Lignumvitae Key Botanical State Park preserves one of the last virgin tropical hardwood hammocks in Florida. Visitors can take guided tours of the historic Matheson House and hike shady trails filled with rare plants and wildlife. The untouched nature and quiet setting make it a tranquil escape. This park is a must-see for eco-tourists and nature lovers.

Islamorada Brewery & Distillery

For a taste of local flavor, the Islamorada Brewery & Distillery serves craft beers and island-made spirits in a fun, laid-back setting. The taproom includes games, food trucks, and a breezy outdoor space perfect for mingling. Tasting flights let you sample a range of tropical-inspired beverages.

Indian Key Historic State Park

A kayak-accessible island ruin, Indian Key Historic State Park offers a fascinating glimpse into the Keys’ early 19th-century history. Visitors can paddle to the island, hike among the ruins, and learn about its past as a shipwreck salvage outpost. The park also offers great snorkeling and birdwatching opportunities.

Where to Find a Vacation Rental Near Islamorada, Florida

Key Largo, Florida

Just 25 minutes north, Key Largo is the northernmost Key and home to John Pennekamp Coral Reef State Park. The area is great for scuba diving, snorkeling, and glass-bottom boat tours. Key Largo adds family fun and underwater adventure to your island itinerary. Enjoy a stay in a vacation rental in Key Largo with canal access or nestled near coral reef excursions.

Marathon, Florida

About 45 minutes southwest, Marathon spans several middle Keys and offers family-friendly beaches, fishing piers, and the famous Seven Mile Bridge. Attractions like the Turtle Hospital and Crane Point Nature Center appeal to all ages. Marathon brings variety and family fun to any Florida Keys vacation. Relax for the week in a house in Marathon with marina views and sandy backyards.

Key West, Florida

Roughly 90 minutes southwest, Key West is a colorful, historic city full of energy, nightlife, and oceanfront charm. The island is known for its sunsets, museums, and inclusive atmosphere. Key West is a vibrant, must-see destination in the Keys. Book an apartment in Key West near Duval Street or tucked into the shade of a tropical garden.

Big Pine Key, Florida

About an hour southwest, Big Pine Key is famous for its wildlife refuge and tranquil, undeveloped landscapes. Visitors can spot Key deer, snorkel at Looe Key Reef, or enjoy the relaxed pace. Big Pine Key offers a quiet, nature-filled alternative to busier islands. Spend your trip in a cottage in Big Pine Key with peaceful trails and a breezy porch.

Tavernier, Florida

Just north of Islamorada, Tavernier is a small, peaceful community offering waterfront cottages, boating access, and close proximity to dive shops and nature trails. Guests staying here enjoy quiet mornings, coral reef snorkeling, and quick access to both Key Largo and Islamorada. Tavernier blends small-town comfort with classic Keys adventure. Stay in a vacation rental in Tavernier where tropical calm meets outdoor exploration.


Embark on a journey through captivating beachside havens and vibrant underwater worlds in the United States

Near the stunning banks of Islamorada, discover a collection of enticing beachside destinations perfect for both relaxation and adventure. The tranquil beaches of Indian Rocks offer a perfect escape, with Indian Rocks Beach rentals nestled close to nature and pristine sands. For a taste of California's coastal charm, consider the splendid vacation homes in Carpinteria, where sun-drenched afternoons meet local surf culture. The picturesque streetscapes and sugary white sands of rentals in Seaside, FL invite peaceful strolls, while the serene airbnb in Ocean Shores on the Washington coast promises striking Pacific views and a relaxing getaway.

Dive into the heart of the oceanic wonders in the Florida Key region, home to some of the best diving spots available. Whether you're a novice or an experienced diver, the underwater realm of Key Largo is worth exploring. Opt for a stay among airbnb in Key Largo to discover its vibrant marine life. To further indulge in marine beauty, vacation rentals in Lauderdale-by-the-Sea offer convenient access to thriving coral reefs and an opportunity for enriching snorkeling pursuits.


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