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Islamorada, FL accommodation
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2091 Best accommodations in Islamorada, FL

Best Islamorada, FL accommodations with a pool

Among the 2091 accommodations in the area, here is the list of the 4 best ones with a pool

Islamorada Bungalow #5 - Islamorada, FL
9.7 36 reviews

Islamorada Bungalow #5

apartment, Islamorada, Village of Islands
This Islamorada bungalow, ideally situated near pristine beaches and world-class fishing opportunities in the Village of Islands, offers easy access to various attractions.
The two-bedroom, one-bathroom house sleeps four, boasting a fully equipped kitchen, in-unit laundry, a private porch, and access to a community heated swimming pool; on-site bicycles are available for exploring the area.
Ideal Location! Pets Allowed, Pool, Free Breakfast - Islamorada, FL
8.0 4 reviews

Ideal Location! Pets Allowed, Pool, Free Breakfast

resort, Islamorada, Village of Islands
This resort in Islamorada, Village of Islands, is located approximately 160 kilometres south of Miami, offering a prime spot for fishing, boating, and enjoying local cuisine with bay and ocean vistas.
This pet-friendly hotel, offering the "Ideal Location! Pets Allowed, Onsite Pool" package, provides 2-bedroom accommodation for up to four guests, featuring air conditioning, internet, a swimming pool, and daily cleaning services within its 51.5 square metre rooms.
Keys Waterfront Condo: Beach, Pool & Sunset Views! - Islamorada, FL
9.7 233 reviews

Keys Waterfront Condo: Beach, Pool & Sunset Views!

apartment, Tavernier
This waterfront apartment in Tavernier is located a short 2.4 km walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful waters and the local area. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 84 square metres and comfortably accommodates up to 6 guests, with 2 bedrooms and 2 bathrooms. You'll enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, spa, tennis court, and parking, as well as a fully equipped kitchen and air conditioning.
Second Floor Ocean View Studio  Gorgeous Waterfront Escape - Islamorada, FL
9.6 46 reviews

Second Floor Ocean View Studio Gorgeous Waterfront Escape

studio, Islamorada, Village of Islands
This smoke-free apartment is situated in Lower Matecumbe Beach, a short 4.3 kilometre walk from Sunset Drive Beach and Anne's Beach, with San Pedro Underwater Archaeological Preserve State Park being 4.3 kilometres away. The property has received excellent user ratings, making it a popular choice for travellers. This apartment features one bedroom and can accommodate up to three guests. Amenities include a fully equipped kitchen, two bathrooms, a washing machine, free Wi-Fi, a private balcony, parking, games, a library of books, and a swimming pool.

Best family friendly Islamorada, FL accommodations

Among the 2091 accommodations in the area, here is the list of the 4 best family friendly ones

Condo ∙ 2 Bedrooms ∙ 6 Guests - Islamorada, FL
No reviews

Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Islamorada, Village of Islands
This two-bedroom flat is located in Angler's Reef, a secure oceanfront community in Islamorada, offering direct beach access and a heated oceanfront swimming pool.
This family-friendly accommodation sleeps up to six guests and features a kitchen with a fridge, microwave, and dishwasher, along with air conditioning, a terrace/balcony, garden, and parking.
2402 Ocean Pointe - 2 Bedroom Condo Upgraded With Clean Lines And Coastal Colors - Islamorada, FL
9.2 30 reviews

2402 Ocean Pointe - 2 Bedroom Condo Upgraded With Clean Lines And Coastal Colors

apartment, Tavernier
This Tavernier apartment is situated near Harry Harris Park (0.97 km), Mariners Hospital (under 5 km), and Pigeon Key (5 km), offering easy access to local amenities and attractions.
The 79-square-metre property boasts two bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, swimming pool, jacuzzi, terrace, parking, and free Wi-Fi; barbecue facilities are also available on-site.
Beachfront Estate - Two Villas / Heated Pools - Islamorada, FL
No reviews

Beachfront Estate - Two Villas / Heated Pools

apartment, Islamorada, Village of Islands
This beachfront estate in Islamorada, Village of Islands, offers direct ocean access on a secluded shoreline, placing guests close to the area's renowned fishing and dining scene.
Accommodating up to 16 guests across two villas, Dolphin Key and Mahi Key, this seven-bedroom, eight-bathroom residence features direct access to a private sandy beach, two heated private pools, private docks, kayaks, and Gigabit Wi-Fi, with optional chef services available.
Ferienwohnung ∙ 3 Schlafzimmer ∙ 6 Gäste - Islamorada, FL
No reviews

Ferienwohnung ∙ 3 Schlafzimmer ∙ 6 Gäste

apartment, Islamorada, Village of Islands
This Islamorada condo, situated bayside at MM 77.5, offers direct ocean views and is located within 1.6 kilometres of Anne's Beach, with a beach accessible for watersports just across the street.
This family-friendly three-bedroom accommodation for six features a screened terrace, a gourmet kitchen with stainless steel appliances, a private 9.45-metre deep water dock with a lift, and access to a communal swimming pool and spa.

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 watersports, but you should also check out the Theater of the Sea, a marine park with dolphin shows and sea lion encounters. If you're into fishing, the Islamorada Fishing Museum is a must-visit. For a taste of local history, head to the History of Islamorada Museum.
  • 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, as it's located on the Overseas Highway (US-1), which connects the Florida Keys. You can also fly into Key West International Airport (EYW) and drive about 100 km north. If you're arriving by boat, there are several marinas in Islamorada.
  • 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 water sports enthusiasts! You can go diving, snorkeling, fishing, kayaking, paddleboarding, and even jet skiing. If you prefer to stay on land, there are plenty of hiking trails and biking paths, including the scenic Overseas Highway itself.
  • 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 shoulder seasons, from April to May or September to October, when the weather is still pleasant and the crowds are smaller. You can expect average temperatures between 21-27 degrees Celsius. The summer months are hot and humid, while winter can bring cooler temperatures and the occasional cold front.
  • 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 leisurely stroll, try the Anne's Beach Walk, a paved path that runs along the beach. If you're up for a longer ride, the Overseas Highway is a great option for cycling, offering stunning views of the ocean. You can also explore the many backroads and trails in the surrounding areas.
  • 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 visit the charming town of Marathon, located about 20 km to the south. It's known for its historic district and the Seven Mile Bridge, a scenic drive that connects Marathon to the rest of the Keys. If you're looking for a bigger city, Key West is about 100 km south, offering vibrant nightlife and cultural attractions.
  • 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?

    Accommodation options in Islamorada range from budget-friendly motels to luxurious resorts. Most places offer amenities like swimming pools, restaurants, and bars. Some also have private beaches, fishing docks, and boat rentals. You can find accommodation options to suit every taste and budget.

Popular destinations

Best Islamorada, FL accommodations with a balcony

Ocean View Overlooking Marina Ocean Pointe 5305 - Islamorada, FL
10 27 reviews

Ocean View Overlooking Marina Ocean Pointe 5305

apartment, Tavernier
This Tavernier waterfront apartment, situated 0.8 km from Harry Harris Park and within 4.8 km of Mariners Hospital and the Florida Keys Dive Centre, offers stunning views.
The 77-square-metre property boasts three bedrooms, two bathrooms, sleeps five guests, and includes a fully equipped kitchen, private balcony, swimming pool, jacuzzi, and parking; on-site hot tub and barbecue facilities are also available.
Everything You Need For The Perfect Vacation! 3 Convenient Units, Free Breakfast - Islamorada, FL
No reviews

Everything You Need For The Perfect Vacation! 3 Convenient Units, Free Breakfast

apartment, Islamorada, Village of Islands
This Islamorada apartment offers direct access to a private, pet-friendly beach with ocean views, situated in the city centre and within 1 kilometre of the History of Diving Museum and Keys History & Discovery Centre.
This three-bedroom, three-bathroom flat accommodates up to twelve guests, featuring air conditioning, Wi-Fi, a heated outdoor pool, and complimentary daily continental breakfast, with on-site bike, kayak, and paddleboard rentals available.
Gulf View Retreat @ Bay Harbor - Islamorada, FL
10 15 reviews

Gulf View Retreat @ Bay Harbor

apartment, Islamorada, Village of Islands
This two-bedroom apartment is situated in Matecumbe, just 3.5 kilometres from Sunset Drive Beach and Anne's Beach, and 3.5 kilometres from San Pedro Underwater Archaeological Preserve State Park. This highly rated property offers a comfortable and convenient stay for travellers seeking a relaxing getaway in the Florida Keys.
The apartment can accommodate up to four guests and features a fully equipped kitchen, a washing machine, a terrace, a garden, a swimming pool, a jacuzzi and a fitness centre. Guests can enjoy a range of amenities and activities, including relaxing by the pool, exploring the nearby beaches, and enjoying the beautiful surroundings.
3 Relaxing Units! Free Breakfast, Free Parking, Onsite Pool, Pets Allowed! - Islamorada, FL
No reviews

3 Relaxing Units! Free Breakfast, Free Parking, Onsite Pool, Pets Allowed!

apartment, Islamorada, Village of Islands
This Islamorada, Florida aparthotel enjoys a central location, offering easy access to beaches and attractions such as Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park.
The self-catering property boasts 84 square metres of space, sleeping up to 12 guests in three bedrooms and three bathrooms, and includes a private balcony, swimming pool, and complimentary continental breakfast.

Best Islamorada, FL accommodations with a kitchen

Islamorada Bungalow 2 Bed & Pool - Islamorada, FL
9.9 102 reviews

Islamorada Bungalow 2 Bed & Pool

apartment, Islamorada, Village of Islands
Bungalow Blue is located in the Shady Palms community of Islamorada, at mile marker 76, just a short walk from the community pool and a short bike ride from Robbie's Marina. The cottage has consistently received excellent ratings for its location, cleanliness, and overall experience.
This charming two-bedroom property can comfortably accommodate up to four guests. The cottage offers a private backyard, a fully equipped kitchen with modern appliances, air conditioning, and a private heated pool, making it ideal for a relaxing and enjoyable stay in the Florida Keys.
Sunrise Breeze On The Marina [Ocean Pointe 5302] - Islamorada, FL
9.8 175 reviews

Sunrise Breeze On The Marina [Ocean Pointe 5302]

apartment, Tavernier
This Tavernier beach apartment is conveniently located within a 10-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The apartment offers 85 square metres of space, comfortably accommodating up to 6 guests in its two bedrooms and two bathrooms. This family-friendly apartment includes a range of amenities such as a swimming pool, Jacuzzi, tennis court, and a garden, ensuring a comfortable and enjoyable stay.
Spectacular  Ocean Views From This Modern Beach Condo - Islamorada, FL
9.0 10 reviews

Spectacular Ocean Views From This Modern Beach Condo

apartment, Tavernier
This oceanfront apartment in Tavernier, Florida, is situated 1.1 kilometres from Harry Harris Park and within 5 kilometres of Mariners Hospital and the Florida Keys Dive Centre.
The one-bedroom, one-bathroom flat sleeps four guests and boasts a fully equipped kitchen, in-unit laundry, a private balcony, free Wi-Fi, and access to a swimming pool, jacuzzi, and tennis court.
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.
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