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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.

Discover Florida Keys! Seaside Villa W/ Patio! Marina, Pool, Parking, Breakfast - Islamorada, FL
8.4 5 reviews

Discover Florida Keys! Seaside Villa W/ Patio! Marina, Pool, Parking, Breakfast

apartment, Islamorada, Village of Islands
This house is located in the heart of Islamorada, directly on the beach, offering easy access to the area's attractions. The surrounding area is vibrant and offers a range of shops, restaurants, and bars.
This one-bedroom house is 27 square metres and can accommodate up to four guests. It includes a range of amenities, including a private beach, a heated pool with ocean views, and a continental breakfast.

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.

New Caribbean Home.  Resort Access To Pool - Islamorada, FL
9.8 29 reviews

New Caribbean Home. Resort Access To Pool

apartment, Islamorada, Village of Islands
This smoke-free holiday home is located in Matecumbe, a quieter area of Islamorada, within walking distance of the Matecumbe United Methodist Church, Florida Keys Brewing Co., and the Hurricane Monument. It has received excellent user ratings.
The two-bedroom, two-bathroom property provides guests with a comfortable living space that includes a microwave, stovetop, TV, coffee/tea maker, and dishwasher. You can also enjoy parking, internet access, and the convenience of being close to historical attractions like the History of Diving Museum and Indian Key Historic State Park.
The Nest Villa & Marina In The Heart Of Islamorada - Islamorada, FL
9.8 18 reviews

The Nest Villa & Marina In The Heart Of Islamorada

house, Islamorada, Village of Islands
This Islamorada waterfront villa offers easy walking access to local shops, restaurants, and a brewery, enjoying a central location within the Village of Islands.
The two-bedroom, two-bathroom property sleeps four guests and boasts a private rooftop sun terrace with Florida Bay views, a private jetty for swimming and snorkelling, and on-site parking for two cars, including space for a boat trailer (maximum boat size 26ft, launch up to 18ft).
Isla Guava: Boutique Resort, Free Boat Dockage Sept-oct Only! - Islamorada, FL
9.2 5 reviews

Isla Guava: Boutique Resort, Free Boat Dockage Sept-oct Only!

house, Islamorada, Village of Islands
Isla Guava: Waterfront Boutique Resort in Matecumbe, Islamorada, offers convenient access to the Islamorada Brewery & Distillery and Keys History & Discovery Centre (both within 1.6km), and the History of Diving Museum (within 2.4km).
This smoke-free villa boasts a 156 square metre floor area, sleeping up to six guests in three bedrooms and four bathrooms, and features a private balcony, fully equipped kitchen, swimming pool, spa, and free Wi-Fi.
Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable - Islamorada, FL
10 2 reviews

Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

house, Islamorada, Village of Islands
Isla Mirabelle, a waterfront holiday home in Islamorada, Village of Islands, offers private dock access and is a short walk from Upper Matecumbe Key, with Windley Key 4.3km and John Pennekamp Coral Reef State Park 34km away.
This three-bedroom, three-bathroom property boasts 156 square metres of living space, a heated swimming pool, fitness centre, free Wi-Fi, and parking, comfortably accommodating up to nine guests.

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.

Marina View Retreat | 2 Balconies | Sleeps 6 - Islamorada, FL
No reviews

Marina View Retreat | 2 Balconies | Sleeps 6

apartment, Islamorada, Village of Islands
This second-floor flat in Islamorada, Village of Islands, offers tranquil marina views and is situated close to beaches and resort amenities.
This apartment sleeps up to six guests and features a full-sized kitchen, two private balconies, and access to a heated resort pool, alongside on-site recreational facilities and complimentary resort transport.

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.

Flip-flops & Sunshine: Islamorada Studio Escape - Islamorada, FL
10 7 reviews

Flip-flops & Sunshine: Islamorada Studio Escape

studio, Islamorada, Village of Islands
This Islamorada studio apartment is situated in Matecumbe, close to San Pedro Underwater Archaeological Preserve State Park and Indian Key Historic State Park, offering easy access to Robbie's of Islamorada and Bud n' Mary's Dive Center.
The 37-square-metre (approximately 400 square feet) self-catering unit features a queen bed and twin sleeper sofa, accommodating up to three guests, and includes a kitchen with fridge, microwave, and dishwasher, a private balcony, and access to a swimming pool, parking, and free Wi-Fi.
Deja Blue Oceanfront Condo- 2 Lanais, Pool + Beach - Islamorada, FL
9.8 177 reviews

Deja Blue Oceanfront Condo- 2 Lanais, Pool + Beach

apartment, Tavernier
This waterfront apartment in Tavernier is conveniently located just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful beaches of the Florida Keys. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment features two bedrooms and two bathrooms, spanning 91 square metres and comfortably accommodating up to six guests. Enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, barbecue grills, and a fully equipped kitchen, all set within a beautiful garden area.
Sirens Cove - Ocean Views, Game Room, Pool And Dock Access - Islamorada, FL
No reviews

Sirens Cove - Ocean Views, Game Room, Pool And Dock Access

house, Islamorada, Village of Islands
This waterfront villa in Islamorada, Village of Islands, is within walking distance of Windley Key Fossil Reef Geological State Park and a 15-minute walk to Hog Heaven.
This 156 square meter holiday home accommodates up to 8 guests with 4 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a shared swimming pool, a terrace, a spa, a tennis court, and on-site parking.
Islamorada's Anglers Reef - Vaca In Style - Islamorada, FL
10 68 reviews

Islamorada's Anglers Reef - Vaca In Style

apartment, Islamorada, Village of Islands
This holiday home is located just 3km from Windley Key Fossil Reef Geological State Park, Founders Park, and Islamorada County Park, offering easy access to the area's natural beauty and attractions. The property has received excellent ratings for location, cleanliness, and overall guest experience.
The accommodation features two bedrooms, comfortably sleeping up to six guests. Enjoy amenities such as a private pool, spa tub, barbecue grill, and a fully equipped kitchen, perfect for relaxing and enjoying your stay.

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.

Anglers Reef Is Oceanfront, Blue Marlin House2/2.5 - Islamorada, FL
9.7 42 reviews

Anglers Reef Is Oceanfront, Blue Marlin House2/2.5

apartment, Islamorada, Village of Islands
Snorkel & Dive Legendary Coral Reefs - Then Relax Poolside With A Drink! - Islamorada, FL
9.9 179 reviews

Snorkel & Dive Legendary Coral Reefs - Then Relax Poolside With A Drink!

apartment, Tavernier
Cheeca Lodge & Spa - Islamorada, FL
8.8 219 reviews

Cheeca Lodge & Spa

resort, Islamorada, Village of Islands
Ragged Edge Resort & Marina - Islamorada, FL
9.5 378 reviews

Ragged Edge Resort & Marina

resort, 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.

Ocean View Duplex Penthouse | Retreat Amenities: Tennis Court, Heated Pool | Vista Key One - Islamorada, FL
9.6 5 reviews

Ocean View Duplex Penthouse | Retreat Amenities: Tennis Court, Heated Pool | Vista Key One

apartment, Islamorada, Village of Islands
Charming Bayfront Cottage In Heart Of Islamorada With Heated Pool, Deep Dockage, Kayaks & More - Islamorada, FL
10 19 reviews

Charming Bayfront Cottage In Heart Of Islamorada With Heated Pool, Deep Dockage, Kayaks & More

cottage, Islamorada, Village of Islands
Bay Front With Tropical Charm - Luxury Island Beach House Oasis - Islamorada, FL
10 5 reviews

Bay Front With Tropical Charm - Luxury Island Beach House Oasis

house, 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

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.

Pines & Palms Resort - Islamorada, FL
9.2 2303 reviews

Pines & Palms Resort

resort, Islamorada, Village of Islands
Spacious & Remodeled Condo W/ Sunset Views! - Islamorada, FL
No reviews

Spacious & Remodeled Condo W/ Sunset Views!

apartment, Islamorada, Village of Islands
Fla Keys Luxury Houseboat, Prime Location-steps To Fun, Food & Water Adventures - Islamorada, FL
9.8 494 reviews

Fla Keys Luxury Houseboat, Prime Location-steps To Fun, Food & Water Adventures

houseboat, Islamorada, Village of Islands
Bright & Sunny Suite W/ Magnificent Ocean Views - Islamorada, FL
9.8 103 reviews

Bright & Sunny Suite W/ Magnificent Ocean Views

apartment, Tavernier

Best Islamorada, FL accommodations with a kitchen

Amazing Ocean View Condo - Islamorada, FL
9.6 52 reviews

Amazing Ocean View Condo

apartment, Tavernier
Renovated Anglers Reef 2br + Sleeper + Ocean Views, Pool, Marina, Sleeps 8 - Islamorada, FL
10 72 reviews

Renovated Anglers Reef 2br + Sleeper + Ocean Views, Pool, Marina, Sleeps 8

apartment, Islamorada, Village of Islands
Islamorada Hideaway - Islamorada, FL
No reviews

Islamorada Hideaway

house, Islamorada, Village of Islands
Oceanside Family Condo With Pool And Beach Access - Islamorada, FL
9.8 189 reviews

Oceanside Family Condo With Pool And Beach Access

apartment, Tavernier
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