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Islamorada, FL accommodation
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2091 Best accommodations in Islamorada, FL

Find Accommodations by the Sea in Islamorada, FL, United States

Step straight out of your front door directly onto the powdery white sand at seashore accommodation in Islamorada, FL, United States.

164 M² Ferienhaus ∙ 3 Schlafzimmer ∙ 6 Gäste - Islamorada, FL
10 11 reviews

164 M² Ferienhaus ∙ 3 Schlafzimmer ∙ 6 Gäste

house, Islamorada, Village of Islands
This boat-friendly holiday home, Villa Marlin, is situated on the bay side of Islamorada, Florida Keys, at mile marker 74.5 in White Marlin Beach, 120 kilometres south of Miami and 120 kilometres north of Key West, offering convenient access to both the bay and the ocean.
This 164 square metre property accommodates six guests across three bedrooms and two bathrooms, boasting a new 70-metre dock, private sandy beach access, complimentary kayaks, paddleboards, bicycles, and a state-of-the-art entertainment system.

Find City Centre Accommodations in Islamorada, FL, United States

Stay right where the coastal dining meets the local nightlife strips at accommodation in the heart of Islamorada, FL, United States.

Isla Guava: Free Boat Dockage Sept-oct Only! - Islamorada, FL
9.8 13 reviews

Isla Guava: Free Boat Dockage Sept-oct Only!

house, Islamorada, Village of Islands
Isla Key Guava (Villa #4), situated in Islamorada's Art District, offers easy access to Islamorada Library Beach Park (less than 1 km away), the Morada Way Arts & Cultural District (under 0.5 km), and attractions such as Robbie's Marina (approximately 1.5 km) and Theatre of the Sea (around 0.8 km).
This three-bedroom, three-bathroom luxury villa sleeps six guests and boasts a private pool, bayside boat dock access (dockage extra), a fully equipped kitchen, and pickleball equipment, all within a community of nine upscale holiday homes.
Cheeca Lodge & Spa - Islamorada, FL
9.0 1963 reviews

Cheeca Lodge & Spa

resort, Islamorada, Village of Islands
Cheeca Lodge & Spa is situated on a 27-acre stretch of waterfront in Islamorada, just a 20-minute drive from downtown Key Largo and 13.7 miles from Long Key State Park. The resort has received very good user ratings, with excellent scores for location and cleanliness.
The property features spacious rooms with balconies and resort views. Guests can enjoy a range of amenities, including a 9-hole golf course, spa, fishing pier, swimming pools, fitness centre, tennis courts, and watersports facilities.
Islander Resort - Islamorada, FL
9.1 3931 reviews

Islander Resort

resort, Islamorada, Village of Islands
Islander Resort is situated directly on the beach in Islamorada, offering easy access to the beautiful waters of the Florida Keys and the area's attractions. The resort has received very good ratings for its overall experience, with excellent marks for its location and cleanliness.
The resort provides spacious rooms with private porches or lanais, perfect for enjoying the tropical ambiance. Guests can enjoy a range of amenities including swimming pools, a bar and restaurant, a spa, a fitness centre, and a concierge service.
Sleeps 8 | Sunset + Boat Basin | Islamorada - Islamorada, FL
9.9 154 reviews

Sleeps 8 | Sunset + Boat Basin | Islamorada

apartment, Islamorada, Village of Islands
This newly renovated duplex is located in Islamorada, just a short walk from shops, restaurants, and breweries, and within a two-minute walk of a boat basin with stunning sunset views. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The apartment has a private and peaceful setting with a courtyard view and offers access to a shared laundry, courtyard, and grill. Guests can bring a boat up to 7.6 metres long and store it in the boat basin, with trailer parking available on-site, and can also rent bikes and kayaks just steps from the front door.

Frequently asked questions about accommodations in Islamorada, FL

  • How can travelers reach Islamorada, FL?

    The most convenient way to get to Islamorada is by car, as it's located on US-1, the Overseas Highway. You can also fly into Key West International Airport (EYW) and drive about 100km north. If you are looking for a more scenic option, you can take the Florida Keys Scenic Highway, which runs along the coast.
  • What are the best accommodations in Islamorada, FL?

    Among the accommodations in Islamorada, FL, Sunset Inn, La Jolla Resort and Sands Of Islamorada are the most popular ones.

  • What outdoor activities can visitors enjoy in and around Islamorada, FL?

    Islamorada is a paradise for water sports enthusiasts! You can go fishing, diving, snorkelling, kayaking, paddleboarding, or simply relax on the beach. If you prefer something a little more adventurous, you can try kiteboarding or windsurfing. For a unique experience, take a boat trip to the nearby Alligator Reef Lighthouse.
  • What are the best accommodations with a pool in Islamorada, FL?

    Sunset Inn, La Jolla Resort and Sands Of Islamorada are the best accommodations with a pool in Islamorada, FL.

  • When is the ideal time to plan a trip to Islamorada, FL?

    The best time to visit Islamorada is during the spring (March to May) and autumn (September to November) when the weather is pleasant and there are fewer crowds. However, if you're looking for warm weather and sunshine, you can visit during the summer (June to August), but be prepared for some humidity and potential thunderstorms.
  • What are the best accommodations with a jacuzzi in Islamorada, FL?

  • What are the best walking or cycling routes in Islamorada, FL?

    For a leisurely stroll, try the Islamorada Founders Park, which offers a beautiful waterfront path. If you're looking for a more challenging ride, you can cycle the Overseas Highway, which offers stunning views of the ocean. There are also several bike paths along the coast, offering opportunities to explore the local shops and restaurants.
  • What are the best accommodations for families and kids in Islamorada, FL?

    The best accommodations for families and kids in Islamorada, FL are La Jolla Resort, Sands Of Islamorada and Amara Cay Resort.

  • What nearby towns or cities can be explored from Islamorada, FL?

    From Islamorada, you can easily explore the surrounding Keys, such as Key Largo, Marathon, and Key West. Each town has its unique charm and attractions. Key Largo is known for its diving and snorkeling, while Marathon offers a variety of restaurants and shops. Key West is a vibrant city with a rich history and a lively nightlife.
  • What are the best pet friendly accommodations in Islamorada, FL?

    The best pet friendly accommodations in Islamorada, FL are Sunset Inn, Sands Of Islamorada and Amara Cay Resort.

  • What amenities can travelers expect from accommodations in Islamorada, FL?

    You can find a wide range of accommodation options in Islamorada, from budget-friendly motels to luxurious resorts. Most accommodations offer amenities like swimming pools, hot tubs, and restaurants. Some also have private beaches, boat docks, and water sports rentals.
  • What are the best accommodations with parking in Islamorada, FL?

    Sunset Inn, La Jolla Resort and Sands Of Islamorada are the best accommodations with parking in Islamorada, FL.

Popular destinations

Your Guide to the Finest High-End Stays in Islamorada, FL, United States

Find luxury beach accommodation in Islamorada, FL, United States for an indulgent tropical escape.

Keys Kottage & Bayside Villa W/ Free Onsite Boat Ramp Marina & Trailer Parking. - Islamorada, FL
10 115 reviews

Keys Kottage & Bayside Villa W/ Free Onsite Boat Ramp Marina & Trailer Parking.

house, Islamorada, Village of Islands
This charming villa is located in Matecumbe, just a short distance from the History of Diving Museum, Matecumbe United Methodist Church, and Florida Keys Brewing Co., making it a great base for exploring the area. The accommodation has received excellent user, location and cleanliness ratings.
The property spans 91 square metres and comprises two bedrooms, two bathrooms and a sofa bed, making it suitable for a small family or group of friends. It has a fully equipped kitchen, a garden with barbecue facilities, air conditioning, a terrace, free Wi-Fi and parking, ensuring a comfortable and enjoyable stay.

Find the Best Accommodations with a Swimming Pool in Islamorada, FL, United States

Swim lines in total seclusion surrounded by coastal beauty at beach accommodation with a pool in Islamorada, FL, United States.

2br/2.5ba Angler's Reef Conch Villa 103 With Private Beach And Pool Access - Islamorada, FL
9.4 3 reviews

2br/2.5ba Angler's Reef Conch Villa 103 With Private Beach And Pool Access

apartment, Islamorada, Village of Islands
This Islamorada holiday home is situated within 3km of Windley Key Fossil Reef Geological State Park, Rain Barrel Village, and Islamorada County Park, offering easy access to local attractions.
The three-bedroom property sleeps six guests and boasts a private pool, fully equipped kitchen including a dishwasher, and free on-site parking, alongside in-house entertainment options.
Florida Keys Tour! Private Beach Access W/ Marina! Pets Allowed, Free Breakfast - Islamorada, FL
No reviews

Florida Keys Tour! Private Beach Access W/ Marina! Pets Allowed, Free Breakfast

apartment, Islamorada, Village of Islands
This one-bedroom flat offers a prime beachfront setting in downtown Islamorada, a mere 3-minute walk from Windley Key Fossil Reef Geological State Park and 9 minutes from Hog Heaven.
This pet-friendly apartment accommodates two guests and features air conditioning, Wi-Fi, a swimming pool, and concierge services, with on-site parking facilitating exploration of nearby attractions such as Hurricane Monument and Indian Key Historic State Park.
Charming 2br Cottage In Prime Keys Location W/pool - Islamorada, FL
9.9 147 reviews

Charming 2br Cottage In Prime Keys Location W/pool

apartment, Islamorada, Village of Islands
The Key Lime Cottage is situated in a peaceful neighbourhood in Islamorada, just 800 metres from Founders Park and a 5-minute drive south of Annes Beach. The cottage has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property offers two bedrooms and a bathroom, comfortably accommodating up to 5 guests. Amenities include a shared heated pool, a communal kayak launch, access to the "Freebee" electric ride service, a full kitchen, outdoor seating with a grill and fire pit, and beach chairs for enjoying the nearby beaches.
Whispering Palms | Sea Gulls 210 ~ Weekly Rental - Islamorada, FL
9.7 45 reviews

Whispering Palms | Sea Gulls 210 ~ Weekly Rental

apartment, Islamorada, Village of Islands
This apartment is located in Islamorada, Village of Islands, offering stunning ocean views and is just a short distance from the beach, providing easy access to the Florida Keys' natural beauty. The apartment has received excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
This two-bedroom, two-bathroom apartment comfortably accommodates up to four guests. The apartment offers a range of amenities and features, including a swimming pool, a fitness center, and a terrace with panoramic ocean views, as well as covered parking and an elevator.

The Best Family-Rated Stays in Islamorada, FL, United States

Browse family beach accommodation in Islamorada, FL, United States with space and facilities for all ages.

Brand New Home-  Islamorada On Ocean With Views - Islamorada, FL
10 1 review

Brand New Home- Islamorada On Ocean With Views

apartment, Islamorada, Village of Islands
Waterfront / Ocean Access Canal / Kamp Key - Islamorada, FL
10 4 reviews

Waterfront / Ocean Access Canal / Kamp Key

apartment, Islamorada, Village of Islands
Paradise Palms 2 Bedroom Condo Ocean Pointe 1206 - Islamorada, FL
9.8 6 reviews

Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

apartment, Tavernier
New - Oceanfront Fl Keys Home W/pool, Free Dockage, Gameroom, Private Balcony - Islamorada, FL
10 7 reviews

New - Oceanfront Fl Keys Home W/pool, Free Dockage, Gameroom, Private Balcony

apartment, Islamorada, Village of Islands

Leading Dog-Friendly Accommodations in Islamorada, FL, United States

Let your dog run wild through the sand and surf at these pet-friendly beach accommodations in Islamorada, FL, United States.

Island Escape In Islamorada | Breakfast, Pool & Pet-friendly Stay! - Islamorada, FL
No reviews

Island Escape In Islamorada | Breakfast, Pool & Pet-friendly Stay!

apartment, Islamorada, Village of Islands
Islamorada Waterfront Paradise With 5 Bedrooms, Pool And Dock - Islamorada, FL
9.9 24 reviews

Islamorada Waterfront Paradise With 5 Bedrooms, Pool And Dock

apartment, Islamorada, Village of Islands
Private Beach / Private Overwater Dock / Heated Pool / Mahi Key - Islamorada, FL
10 3 reviews

Private Beach / Private Overwater Dock / Heated Pool / Mahi Key

apartment, Islamorada, Village of Islands
Get Ready For Blissful Getaway! 2 Relaxing Units, Onsite Pool, Free Breakfast - Islamorada, FL
No reviews

Get Ready For Blissful Getaway! 2 Relaxing Units, Onsite Pool, Free Breakfast

apartment, Islamorada, Village of Islands

Find the Best Accommodations with Balconies in Islamorada, FL, United States

Take in breathtaking, uninterrupted ocean sunsets directly from your personal balcony at beach accommodation in Islamorada, FL, United States.

Make Your Trip More Enjoyable! 2 Convenient Units, Pets Allowed, Free Breakfast - Islamorada, FL
No reviews

Make Your Trip More Enjoyable! 2 Convenient Units, Pets Allowed, Free Breakfast

apartment, Islamorada, Village of Islands
Islamorada Penthouse With Private Beach & Pool! - Islamorada, FL
9.8 33 reviews

Islamorada Penthouse With Private Beach & Pool!

apartment, Islamorada, Village of Islands
Seaside Retreat: Unit With Onsite Marina, Private Beach & Near Marine Theater - Islamorada, FL
No reviews

Seaside Retreat: Unit With Onsite Marina, Private Beach & Near Marine Theater

apartment, Tavernier
Bayberry Key: Waterfront Htd Pool, Free Boat Dockage Sep-oct Only! - Islamorada, FL
9.8 7 reviews

Bayberry Key: Waterfront Htd Pool, Free Boat Dockage Sep-oct Only!

house, Islamorada, Village of Islands

Best Islamorada, FL accommodations with a kitchen

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina - Islamorada, FL
9.9 290 reviews

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

apartment, Tavernier
Flakey's - Islamorada, FL
9.9 215 reviews

Flakey's

apartment, Islamorada, Village of Islands
Islamorada Canal Front Gem, Newly Renovated 2/2 - Islamorada, FL
No reviews

Islamorada Canal Front Gem, Newly Renovated 2/2

apartment, Islamorada, Village of Islands
2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay - Islamorada, FL
No reviews

2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay

resort, Islamorada, Village of Islands
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