Places to stay in Islamorada, FL

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Islamorada, FL place to stay
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2091 Best places to stay in Islamorada, FL

Best Islamorada, FL lodgings with a pool

Among the 2091 accommodations in Islamorada, FL, here are the 4 best ones with a pool

Breezy Palms Resort - Islamorada, FL
8.4 101 reviews

Breezy Palms Resort

resort, Islamorada, Village of Islands
Breezy Palms Resort, offering the "Breezy Palms Resort" package, is situated in Islamorada's Matecumbe district, within a 1.2 kilometre walk of Bud n' Mary's Dive Centre and Indian Key Historic State Park.
This resort provides a beachfront location with an outdoor swimming pool, complimentary Wi-Fi, and rooms featuring full-sized refrigerators and microwaves, perfect for guests seeking a self-catering holiday in the Florida Keys.
Houseboat 2bd, Private Keys Cottage Loggerhead - Islamorada, FL
9.4 611 reviews

Houseboat 2bd, Private Keys Cottage Loggerhead

boat, Islamorada, Village of Islands
This boat is situated in Islamorada, close to the village centre and within easy reach of the famous bridges and fishing spots. It boasts excellent ratings for location, cleanliness, and overall user experience.
The accommodation comes with two bedrooms and one bathroom, offering comfortable living space for a small group. Amenities include air conditioning, a kitchen, a garden, and parking, ensuring a pleasant and convenient stay.
Spring & Summer Dates Available Licensed Rental Vr #25-0235  No Boats - Islamorada, FL
10 61 reviews

Spring & Summer Dates Available Licensed Rental Vr #25-0235 No Boats

apartment, Islamorada, Village of Islands
This family-friendly apartment is located on the beach in Islamorada, within a short distance of Islamorada County Park, Founders Park, and the Florida Keys Dive Center. It has received excellent user ratings, making it a popular choice for travellers.
The apartment is spacious, covering 74 square metres and comfortably accommodating up to six guests. It comes with a range of amenities, including a swimming pool, a tennis court, and a fitness centre, ensuring a comfortable and enjoyable stay.
Ocean Pointe 2br Retreat Ocean View, Pool, Marina & Resort Amenities - Islamorada, FL
9.5 81 reviews

Ocean Pointe 2br Retreat Ocean View, Pool, Marina & Resort Amenities

apartment, Tavernier
This apartment is located in Blue Waters, a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, with Mariners Hospital and Florida Keys Dive Center within 5 kilometres. The accommodation has received excellent ratings for location, cleanliness and overall user experience.
The apartment has a floor area of 77 square metres and can accommodate up to 6 guests. It comes with a private pool, a spa tub, barbecue grills, a washing machine, a sofa bed, and a fully equipped kitchen, ensuring a comfortable stay for families and groups.

Best family friendly Islamorada, FL lodging

Among the 2091 accommodations in Islamorada, FL, here are the 4 best for families

Ocean Front,  Marina, Pool/hot Tub, Private Beach, Bar/cafe - Islamorada, FL
9.2 155 reviews

Ocean Front, Marina, Pool/hot Tub, Private Beach, Bar/cafe

apartment, Tavernier
This oceanfront apartment in Tavernier is a short distance from John Pennekamp Coral Reef State Park and Indian Key Historic State Park, offering easy access to the area's natural wonders. It has consistently received excellent user ratings, ensuring a comfortable and enjoyable stay.
The apartment is a one-bedroom, one-bathroom property with a floor area of 56 square metres, comfortably accommodating up to four guests. It boasts a range of amenities including a swimming pool, jacuzzi, spa, and private beach access, providing everything you need for a relaxing and enjoyable vacation.
Apartment ∙ 2 Bedrooms ∙ 6 Guests - Islamorada, FL
No reviews

Apartment ∙ 2 Bedrooms ∙ 6 Guests

apartment, Islamorada, Village of Islands
This Islamorada, Florida Keys apartment, located at mile marker 82.2 on Florida Bay, offers direct bayfront access and is a short drive from John Pennekamp Coral Reef State Park, Theatre of the Sea, and Robbie's Marina.
The two-bedroom, two-bathroom duplex sleeps six, features a private balcony with Florida Bay views, a fully equipped kitchen, and access to a spa, fitness centre, and parking within a gated one-acre tropical compound.
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.
Brand New Private Studio Cabana Style, Keylargo Tavernier - Islamorada, FL
8.0 3 reviews

Brand New Private Studio Cabana Style, Keylargo Tavernier

studio, Tavernier
This brand new, cabana-style studio in Tavernier is situated 5.1 kilometres from Pigeon Key and 11.1 kilometres from Windley Key, offering a quiet retreat with free private parking and WiFi.
This air-conditioned accommodation accommodates up to three guests, featuring a separate bedroom, a fully equipped kitchen, and direct access to a terrace, with nearby attractions including Theatre of the Sea (12.1 km) and John Pennekamp State Park (17.7 km).

Frequently asked questions about accommodations in Islamorada, FL

  • What are the must-see sites in or near Islamorada, FL?

    Islamorada is known for its beautiful beaches and fishing, but you should also check out the Theater of the Sea, a marine life park with dolphin shows and other sea creatures. If you're into history, the History of Islamorada Museum is a great place to learn about the area's past. And of course, you can't miss the iconic Islamorada 'Welcome to Islamorada' sign, a popular photo spot.
  • What are the best accommodations in Islamorada, FL?

    Among the accommodations in Islamorada, FL, Sunset Inn, La Jolla Resort and Conch Villa 4 are the most popular ones.

  • How can travelers reach Islamorada, FL?

    The easiest way to get to Islamorada is by car, driving down the Overseas Highway, also known as US-1. You can also fly into Key West International Airport (EYW) and drive up, which takes about 2 hours. If you're looking for a more scenic option, you can take the Florida Keys Shuttle, a bus service that runs along the Overseas Highway.
  • What are the best accommodations with a pool in Islamorada, FL?

    Sunset Inn, La Jolla Resort and Conch Villa 4 are the best accommodations with a pool in Islamorada, FL.

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

    Islamorada is a paradise for outdoor enthusiasts. You can go fishing, kayaking, paddleboarding, diving, or snorkeling in the crystal-clear waters. If you're feeling adventurous, you can even rent a boat and explore the nearby islands. For a more laid-back experience, you can go for a walk or bike ride on the Overseas Highway, enjoying the stunning views of the ocean.
  • What are the best accommodations with a jacuzzi 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-May) and autumn (September-November) when the weather is pleasant and there are fewer crowds. The summer months can be hot and humid, while the winter months can be cool and windy.
  • 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 are the best walking or cycling routes in Islamorada, FL?

    For a scenic walk or bike ride, you can take the Overseas Highway, which offers breathtaking views of the ocean. You can also explore the many parks and nature trails in Islamorada, such as the Anne's Beach Park and the Windley Key State Park. There's also a dedicated bike path that runs along the Overseas Highway, making it a safe and enjoyable experience.
  • What are the best pet friendly accommodations in Islamorada, FL?

    The best pet friendly accommodations in Islamorada, FL are Sunset Inn, Conch Villa 4 and Sands Of Islamorada.

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

    From Islamorada, you can easily explore other towns and cities in the Florida Keys. Key Largo, the northernmost key, is just a short drive away and is known for its diving and snorkeling opportunities. Marathon, another popular destination, is famous for its Seven Mile Bridge. And of course, you can't miss Key West, the southernmost point of the United States, known for its vibrant nightlife and historical sites.
  • What are the best accommodations with parking in Islamorada, FL?

    Sunset Inn, La Jolla Resort and Conch Villa 4 are the best accommodations with parking in Islamorada, FL.

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

    Islamorada offers a wide variety of accommodation options, from budget-friendly motels to luxurious resorts. Most accommodations offer amenities such as swimming pools, restaurants, and bars. Some also offer water sports equipment rentals, boat docks, and other facilities for outdoor enthusiasts. You can find accommodations that cater to families, couples, and solo travelers.

Popular destinations

Best Islamorada, FL accommodations with a balcony

Little Bay Upper - Islamorada, FL
No reviews

Little Bay Upper

apartment, Islamorada, Village of Islands
This two-bedroom holiday flat in Islamorada, Village of Islands, is located in Little Bay Upper, a 13-minute walk from Upper Matecumbe Key and 3.4 kilometres from the Theater of the Sea.
This non-smoking apartment sleeps up to six guests and offers air conditioning, Wi-Fi, a kitchen with a fridge, microwave, and dishwasher, a balcony, and access to a spa centre and water park.
139 M² House ∙ 3 Bedrooms ∙ 8 Guests - Islamorada, FL
No reviews

139 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Islamorada, Village of Islands
Book this Holiday rental for up to 8 people. You will be in Islamorada, Village of Islands.
Facilities and services: a kitchen, a fridge and a washing machine.
Condo ∙ 3 Bedrooms ∙ 8 Guests - Islamorada, FL
No reviews

Condo ∙ 3 Bedrooms ∙ 8 Guests

apartment, Islamorada, Village of Islands
This bayfront flat, located at Mile Marker 83 in Islamorada, Village of Islands, offers direct water access and sunset views, placing you near the 'Sportfishing Capital of the World' for exceptional fishing and boating.
Accommodating up to eight guests, this three-bedroom property boasts a private pool, a well-equipped kitchen with stainless steel appliances, a master balcony, and an outdoor kitchen, ideal for enjoying the Florida climate and water activities.
Paradise Retreat - Islamorada, FL
10 1 review

Paradise Retreat

apartment, Islamorada, Village of Islands
This Islamorada holiday home is situated near Sunset Drive Beach (0.6 km), Anne's Beach (4.8 km), and Robbie's of Islamorada (9.7 km), offering easy access to local attractions.
The three-bedroom, three-bathroom property sleeps eight guests and boasts a fully equipped kitchen, Wi-Fi, a private garden, spa, and barbecue facilities; pets are welcome.

Best Islamorada, FL accommodations with a kitchen

Marlin House @ Tarpon Point - Islamorada, FL
10 6 reviews

Marlin House @ Tarpon Point

apartment, Islamorada, Village of Islands
Marlin House, an oceanfront property in the exclusive Tarpon Point community of Islamorada, offers direct access to the beach and is conveniently located near local attractions.
This four-bedroom, four-bathroom dwelling boasts a chef's kitchen, private pool access, smart TVs, and sleeps up to eight guests, perfect for families seeking a luxurious Islamorada getaway.
Coastal Comfort In Ocean Pointe Suites. - Islamorada, FL
9.7 127 reviews

Coastal Comfort In Ocean Pointe Suites.

apartment, Tavernier
This Tavernier apartment is situated just a short walk from the end of the pier, offering stunning views of the Atlantic Ocean and Florida Keys mangroves. It has received excellent ratings for location, cleanliness, and user experience.
The two-bedroom, two-bathroom apartment spans 91 square metres and can comfortably accommodate up to six guests. Amenities include a swimming pool, jacuzzi, tennis courts, a marina, a cafe, and a beach area, providing a range of activities and features for a relaxing getaway.
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.
Ragged Edge Resort & Marina - Islamorada, FL
9.3 377 reviews

Ragged Edge Resort & Marina

resort, Islamorada, Village of Islands
Ragged Edge Resort & Marina is located in Islamorada, just a short drive from Windley Key and Upper Matecumbe Key, offering easy access to the area's natural beauty. The resort has consistently received excellent ratings for location, cleanliness, and overall experience.
The accommodation features a mix of rooms and suites, some with balconies offering sea views. Guests can enjoy amenities such as a swimming pool, terrace, free bikes, a communal grill, and free Wi-Fi.
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