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Islamorada, FL apartments
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1210 Best apartments in Islamorada, FL

Best family friendly Islamorada, FL Holiday Apartments and Self Catering Accommodations

Among the 1210 accommodations in Islamorada, FL, here are the 4 best family friendly holiday apartments

2306 Ocean Pointe Suites - Quality Decor With Ocean Views - Islamorada, FL
8.6 61 reviews

2306 Ocean Pointe Suites - Quality Decor With Ocean Views

apartment, Tavernier
This Tavernier condo is conveniently located near Harry Harris Park (1.1 km) and Mariners Hospital (4.8 km), offering easy access to local amenities and healthcare.
The two-bedroom, two-bathroom apartment sleeps four, boasting a fully equipped kitchen, private balcony, swimming pool, jacuzzi, and free Wi-Fi; nearby attractions include the park and various points of interest within a 9.6 km radius.
Condo ∙ 2 Bedrooms ∙ 4 Guests - Islamorada, FL
8.0 1 review

Condo ∙ 2 Bedrooms ∙ 4 Guests

apartment, Islamorada, Village of Islands
Beacon Reef #406, an oceanfront condo in Islamorada, Village of Islands, is situated at Mile Marker 83.2, offering easy access to local restaurants and fishing charters.
This two-bedroom apartment sleeps four, boasting a private balcony overlooking the ocean, a fully equipped kitchen, and access to a swimming pool, jacuzzi, fitness centre, and boat dockage; on-site amenities include a heated pool, hot tub, and BBQ grills.
188 M² Condo ∙ 3 Bedrooms ∙ 6 Guests - Islamorada, FL
10 3 reviews

188 M² Condo ∙ 3 Bedrooms ∙ 6 Guests

apartment, Islamorada, Village of Islands
This luxury condominium is located in Lower Matecumbe Key, Islamorada, offering direct views of a boat basin and the Atlantic Ocean, placing you in the "Sport Fishing Capital of the World."
This 188 square metre, 3-bedroom, 2.5-bathroom apartment accommodates up to 6 guests and features a Tommy Bahama style interior, a private 30-foot boat slip with amenities, a screened lanai, access to a heated pool, spa, fitness centre, tennis and basketball courts, and a garage storage area with a freezer.
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
This Islamorada oceanfront apartment offers direct beach access, situated near the Hurricane Monument and Indian Key Historic State Park, providing convenient access to the Diving Museum and Keys History & Discovery Centre.
The 186 square metre (1991 square feet) property boasts three bedrooms, three bathrooms, sleeps eight guests, and includes a fully equipped kitchen, swimming pool, fitness centre, and terrace, with high-speed Wi-Fi and smart TVs.

Best Holiday Apartments and Self Catering Accommodations in Islamorada, FL with a pool

Among the 1210 accommodations in Islamorada, FL, here are the 4 best apartments with a pool

Islamorada Bungalow 3 - Islamorada, FL
9.6 85 reviews

Islamorada Bungalow 3

bungalow, Islamorada, Village of Islands
This charming cottage is situated in Islamorada, just a short distance from the Village of Islands' centre, offering easy access to fishing piers and the lively downtown area. It has received excellent ratings for location, cleanliness, and user experience, making it a great choice for a relaxing getaway.
The cottage comfortably sleeps four guests in two bedrooms and one bathroom. Guests can enjoy a range of amenities, including a private backyard, a community pool, a fully equipped kitchen, a washer and dryer, a private porch, and bikes for exploring the area.
Anglers Reef Islamorada, Bikes,kayak,paddle Boards Dock Available-pool - Islamorada, FL
9.8 113 reviews

Anglers Reef Islamorada, Bikes,kayak,paddle Boards Dock Available-pool

apartment, Islamorada, Village of Islands
This two-bedroom apartment is located in the Anglers Reef community in Islamorada, just a short distance from local shops, bars, and restaurants, and within easy reach of the famous Islamorada "sandbar" and Alligator Reef. The apartment has received excellent ratings from previous guests and offers a peaceful, gated oasis with minimal traffic and stunning ocean views.
The 128 square metre apartment can accommodate up to six guests and features a spacious open layout, granite countertops, updated appliances, and a comfortable king-size bed in the master bedroom. Guests can enjoy a range of amenities, including a private swimming pool, boat docks, private beaches, three flat-screen TVs with Hulu and Netflix, complimentary wireless internet, a Keurig coffee pot, a full-size washer and dryer, and a fully equipped kitchen.
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.
Islamorada Oceanfront Luxury Living - Islamorada, FL
No reviews

Islamorada Oceanfront Luxury Living

apartment, Islamorada, Village of Islands
This Islamorada holiday flat offers direct beachfront access and ocean views, situated 4.3 kilometres from Windley Key and 5 kilometres from the Theatre of the Sea Islamorada.
This spacious three-bedroom, two-bathroom property accommodates up to eleven guests and features a fully equipped kitchen, air conditioning, a private balcony, and on-site spa facilities including a hot tub and fitness room, with complimentary private parking available.

Frequently asked questions about apartment rentals in Islamorada, FL

  • What is Islamorada, FL best known for?

    Islamorada is often called the 'Sportfishing Capital of the World', so it's no surprise that fishing is a big draw. It's also a great place to enjoy the beautiful Florida Keys, with its stunning beaches, clear waters, and diverse marine life.
  • What are the best ways to relax in Islamorada, FL?

    Islamorada is all about slowing down and enjoying the laid-back atmosphere. Spend some time lounging on the beach, take a dip in the ocean, or enjoy a sunset cruise. You can also treat yourself to a massage at one of the many spas in the area.
  • What are the advantages of choosing an apartment for your stay in Islamorada, FL?

    Apartments offer more space and privacy than a hotel room, and you can often find great deals, especially if you're travelling with a family or group. Many apartments also come with kitchens, so you can save money by cooking some of your own meals.

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Best Islamorada, FL holiday apartments with air conditioning

Premium Units W/ Ocean Views & Balcony! Marina, Pets Allowed, Free Breakfast - Islamorada, FL
No reviews

Premium Units W/ Ocean Views & Balcony! Marina, Pets Allowed, Free Breakfast

apartment, Islamorada, Village of Islands
This one-bedroom flat is located in the centre of Islamorada, Village of Islands, directly on the beach, offering ocean views and convenient access to the History of Diving Museum and Keys History & Discovery Centre.
This pet-friendly accommodation for up to four guests provides air conditioning, Wi-Fi, a swimming pool, and parking, with complimentary continental breakfast and on-site kayaks and paddleboards available for exploring the surrounding waters.
Charming Waterfront Oceanside Canal Home-large Protected Dockage-wifi-smart Tvs. - Islamorada, FL
9.6 92 reviews

Charming Waterfront Oceanside Canal Home-large Protected Dockage-wifi-smart Tvs.

apartment, Islamorada, Village of Islands
This waterfront apartment is situated in Lower Matecumbe, on the Atlantic side canal in Islamorada, at mile marker 76.5, just a short distance from Robbie's Marina, Bud and Mary's Marina, and World Wide Sportsman. This property has received excellent reviews from previous guests.
The apartment is spacious, covering 130 square metres and accommodating up to six guests, with three bedrooms and three bathrooms. You'll enjoy the convenience of a fully equipped kitchen, air conditioning, a terrace, a garden, a spa, parking, and access to high-speed internet.
Exceptional Vaca In Angler's Reef Islamorada - Islamorada, FL
10 68 reviews

Exceptional Vaca In Angler's Reef Islamorada

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.
Just What You Were Looking For! Free Breakfast, Onsite Pool, Free Parking - Islamorada, FL
8.0 1 review

Just What You Were Looking For! Free Breakfast, Onsite Pool, Free Parking

apartment, Islamorada, Village of Islands
This pet-friendly apartment in Islamorada, centrally located in the Village of Islands, offers easy access to attractions such as the History of Diving Museum and Keys History & Discovery Centre.
The 35-square-metre (377-square-foot) self-catering flat features one bedroom, one bathroom, sleeps four guests, and includes a kitchenette, swimming pool access, and complimentary continental breakfast.

Best pet-friendly Islamorada, FL holiday apartments

Among the 1210 accommodations in Islamorada, FL, here are the 4 best pet friendly holiday apartments

Oceanfront Estate With Private 350 Foot Pier, Heated Pool, Pet Friendly - Islamorada, FL
9.4 112 reviews

Oceanfront Estate With Private 350 Foot Pier, Heated Pool, Pet Friendly

apartment, Islamorada, Village of Islands
This holiday home is located on Millionaire's Row in Tavernier, Islamorada, just a short distance from Jimmy Johnson's Big Chill and Florida Keys Dive Center. It is rated excellent by previous guests and is perfect for families and groups looking for a relaxing and enjoyable stay.
The property has four bedrooms and three bathrooms, comfortably accommodating up to ten guests. It features a private heated pool, a 350-metre pier, a covered patio with a ping pong table, a gas BBQ, a charcoal BBQ, a bait freezer, kayaks and life jackets.
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
This Islamorada duplex penthouse, situated in Matecumbe, offers easy walking access to Sunset Drive Beach and Anne's Beach, and is conveniently located near Robbie's of Islamorada and Bud n' Mary's Dive Center.
This spacious 300 square metre property boasts a grand, open-plan layout with five bedrooms, four bathrooms, sleeping up to fourteen guests, and features a gourmet kitchen, rooftop terrace, private beach access, heated pool, and gym.
2-room Group Package: 4 Queen Beds, Breakfast & Pool Included - Islamorada, FL
No reviews

2-room Group Package: 4 Queen Beds, Breakfast & Pool Included

apartment, Islamorada, Village of Islands
This two-bedroom, two-bathroom apartment in Islamorada, Village of Islands, is located in the town centre directly on the beach, offering convenient access to Windley Key Fossil Reef Geological State Park and Indian Key Historic State Park.
This pet-friendly accommodation for up to eight guests features air conditioning, Wi-Fi, a heated swimming pool with ocean views, daily continental breakfast, bike and kayak rentals, and outdoor BBQ facilities, with complimentary self-parking available.
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.
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