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Islamorada, FL accommodation
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1677 Best accommodations in Islamorada, FL

Islamorada, FL: Best accommodations with a pool

Among the 1677 accommodations in the area, here is the list of the 4 best ones with a pool

Ocean View Anglers Reef - Pool, Beach. Walk Or Bike To Local Food + Bars - Islamorada, FL
10 1 review
Islamorada, FL
25/07 – 01/08
A$748/nighttotal: A$5236 (7 )

Ocean View Anglers Reef - Pool, Beach. Walk Or Bike To Local Food + Bars

2 5
apartment , Islamorada, Village of Islands
This two-bedroom, two-bathroom holiday flat is situated at Mile Marker 85 in Islamorada, Village of Islands, offering direct access to the ocean and proximity to Windley Key Geological Site and Snake Creek Marina.
This bright and airy holiday home sleeps up to five guests and boasts resort-style amenities including a heated and chilled swimming pool, two private sandy beaches, a deep-water marina, fast WiFi, and is just 3.2 kilometres from Islamorada Founders Park.
Sunshine & Sandbars 2 Br Suite - Islamorada, FL
9.4 34 reviews
Islamorada, FL
03/07 – 05/07
A$805/nighttotal: A$1610 (2 )

Sunshine & Sandbars 2 Br Suite

2 5
apartment , Tavernier
This family-friendly apartment is situated in Tavernier, just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, with Mariners Hospital and Florida Keys Dive Center within a 3-mile radius. The property has received excellent user ratings, making it a popular choice for travellers.
The two-bedroom apartment spans 93 square metres and comfortably accommodates up to six guests. You'll enjoy a range of amenities including a swimming pool, jacuzzi, terrace, spa, bar, tennis court, parking, internet access, and a fully equipped kitchen.
Anglers Reef Islamorada, Bikes,kayak,paddle Boards Dock Available-pool - Islamorada, FL
9.8 111 reviews
Islamorada, FL
17/10 – 26/10
A$657/nighttotal: A$5913 (9 )

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

2 6
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.
Modern And Coastal Ocean Pointe 2307 - Islamorada, FL
10 132 reviews
Islamorada, FL
02/07 – 05/07
A$724/nighttotal: A$2172 (3 )

Modern And Coastal Ocean Pointe 2307

2 5
apartment , Tavernier
This oceanfront apartment is located in Tavernier, Florida Keys, approximately 97 kilometres from Miami International Airport and 145 kilometres from Fort Lauderdale International Airport, offering a tranquil escape in a stunning natural setting. The property has received excellent guest reviews and is highly recommended for a relaxing holiday.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to six guests. It features a range of amenities including a swimming pool, a jacuzzi, a terrace, a garden, and parking, as well as a fully equipped kitchen and air conditioning, ensuring a comfortable and enjoyable stay.

Islamorada, FL: Best family friendly accommodations

Among the 1677 accommodations in the area, here is the list of the 4 best family friendly ones

Serenity By The Sea!!  Anglers Reef With Boat Slip Available!! - Islamorada, FL
10 123 reviews
Islamorada, FL
17/10 – 26/10
A$607/nighttotal: A$5463 (9 )

Serenity By The Sea!! Anglers Reef With Boat Slip Available!!

2 6
house , Islamorada, Village of Islands
This two-bedroom villa is located in the gated community of Angler's Reef in Islamorada, just a short drive from the best restaurants and attractions in the Keys. The property has received excellent user ratings, reflecting its desirable location and amenities.
The villa offers 128 square metres of living space, accommodating up to six guests comfortably. Guests can enjoy a private boat slip, a heated pool, two private beaches, and a range of water activities, including kayaking, paddleboarding, fishing, and boating.
Keys Deal W/cafe & Pool Bar! Up To 20% Off Beachfront 1bd Sleeps 4. - Islamorada, FL
9.7 127 reviews
Islamorada, FL
18/07 – 22/07
A$435/nighttotal: A$1740 (4 )

Keys Deal W/cafe & Pool Bar! Up To 20% Off Beachfront 1bd Sleeps 4.

1 4
apartment , Tavernier
This Tavernier apartment is located just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, both offering a relaxed beach atmosphere, and is within 5 kilometres of Mariners Hospital and Florida Keys Dive Center. It has received excellent ratings for location, cleanliness, and overall user experience.
The one-bedroom apartment spans 60 square metres and comfortably accommodates up to four guests. It offers a range of amenities including a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a tennis court, and a garden, ensuring a relaxing and enjoyable stay.
Paradise Palms 2 Bedroom Condo Ocean Pointe 1206 - Islamorada, FL
9.8 6 reviews
Islamorada, FL
18/07 – 22/07
A$482/nighttotal: A$1928 (4 )

Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

2 4
apartment , Tavernier
This Tavernier seaside apartment, situated 0.8 km from Harry Harris Park and within 5 km of Mariners Hospital and the Florida Keys Dive Centre, offers stunning ocean views.
The 77 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, swimming pool, jacuzzi, terrace, and parking; nearby attractions include Old Road Gallery and Bluefin Rock Harbor Marina (within 10 km).
Bungalow #4 - 2 Bed/1 Bath & Pool In Islamorada - Islamorada, FL
9.7 89 reviews
Islamorada, FL
09/08 – 14/08
A$598/nighttotal: A$2990 (5 )

Bungalow #4 - 2 Bed/1 Bath & Pool In Islamorada

2 2
apartment , Islamorada, Village of Islands
This charming bungalow is situated just a short distance from the lively downtown area of Islamorada, offering easy access to the renowned fishing piers and the scenic Overseas Highway. The property has consistently received excellent ratings for location, cleanliness, and overall guest experience.
The cottage comfortably accommodates up to four guests across two bedrooms and one bathroom, spanning 88 square metres. Guests can enjoy a private backyard and porch, a community heated pool, a fully equipped kitchen with modern appliances, a washer and dryer, complimentary bicycles, and a security camera for added peace of mind.

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.

Destinations nearby

Best Islamorada, FL accommodations with a balcony

2br - Key Largo Sunshine Getaway - Islamorada, FL
9.8 178 reviews
Islamorada, FL
28/06 – 01/07
A$496/nighttotal: A$1488 (3 )

2br - Key Largo Sunshine Getaway

2 5
apartment , Tavernier
This two-bedroom apartment is located in Tavernier, Florida, within the Ocean Pointe Suites resort, just 69 miles south of Miami International Airport and 98 miles from Fort Lauderdale Airport. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The 80 square metre apartment comfortably accommodates up to six guests and features a fully equipped kitchen, two bathrooms, and a terrace or balcony. Guests can enjoy access to a swimming pool, jacuzzi, garden, and parking, as well as a range of activities including fishing, boating, and dining at nearby seafood restaurants.
2br - Ocean View, Pool & Near Founders Park - Islamorada, FL
9.4 8 reviews
Islamorada, FL
02/07 – 05/07
A$648/nighttotal: A$1944 (3 )

2br - Ocean View, Pool & Near Founders Park

2 5
apartment , Tavernier
This Tavernier oceanfront condo, near Key Largo and Islamorada, offers direct beach access and proximity to John Pennekamp Coral Reef State Park and Indian Key Historic State Park, though precise distances aren't specified.
This 79 square metre (850 square foot) apartment sleeps six, boasting two bedrooms with flexible bedding, two bathrooms, a fully equipped kitchen including a dishwasher, air conditioning, a swimming pool, parking, and internet access; on-site resort amenities include a junior Olympic-sized swimming pool, hot tub, and tennis courts.
Ocean View Condo With Balcony/marina View - Islamorada, FL
9.2 358 reviews
Islamorada, FL
09/08 – 14/08
A$462/nighttotal: A$2310 (5 )

Ocean View Condo With Balcony/marina View

2 2
apartment , Tavernier
This two-bedroom apartment in Tavernier is conveniently located within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful sands and turquoise waters of the Florida Keys. It has received excellent ratings for location, cleanliness, and user experience.
The 80 square metre property can accommodate up to six guests and features a fully equipped kitchen, a private balcony, a swimming pool, a Jacuzzi, a sauna, a tennis court, and free parking. Guests can also enjoy the outdoor barbecue grills and relax in the spa tub after a day exploring the Keys.
Oceanfront Cottage In Islamorada! Swimming Pool, Pets Allowed, Free Parking! - Islamorada, FL
Islamorada, FL
21/06 – 26/06
A$1275/nighttotal: A$6375 (5 )

Oceanfront Cottage In Islamorada! Swimming Pool, Pets Allowed, Free Parking!

1 2
cottage , Islamorada, Village of Islands
This pet-friendly cottage in Islamorada's Matecumbe district is conveniently located less than 1km from Bud n' Mary's Dive Center and Indian Key Historic State Park.
Sleeping up to four guests, this one-bedroom, one-bathroom self-catering property offers a private balcony, shared swimming pool, free Wi-Fi, and access to kayaks and bicycles, ideal for exploring the surrounding area.

Best Islamorada, FL accommodations with a kitchen

At The Sandbar: Partial Ocean View, Htd Pool, Free Dockage, Gameroom, Ev Charger - Islamorada, FL
10 11 reviews
Islamorada, FL
20/06 – 27/06
A$740/nighttotal: A$5180 (7 )

At The Sandbar: Partial Ocean View, Htd Pool, Free Dockage, Gameroom, Ev Charger

3 6
apartment , Islamorada, Village of Islands
This Islamorada holiday home, situated in the Peaceful Palms community, is minutes from the Islamorada Sandbar and within walking distance of restaurants and shops, offering easy access to attractions such as the History of Diving Museum (approximately 0.8km away).
The 163 square metre property boasts three bedrooms, three bathrooms, sleeping up to six guests, and features a private boat dock (dockage fee applies), a heated community pool, a game room, and a modern kitchen; electric vehicle charging is also available.
Isla Honeydew-3 Ensuite Bedrooms,pool, Dock - Islamorada, FL
9.9 16 reviews
Islamorada, FL
17/10 – 26/10
A$754/nighttotal: A$6786 (9 )

Isla Honeydew-3 Ensuite Bedrooms,pool, Dock

3 6
house , Islamorada, Village of Islands
This luxurious villa is located in the Art District of Islamorada, a short walk from the Morada Way Arts & Cultural District and Islamorada Library Beach Park, and within a few kilometres of the Theater of the Sea, Robbie's Marina, and the History of Diving Museum. The villa is part of an upscale community with a private heated pool, a bayside boat dock, and BBQ facilities.
The three-bedroom villa can accommodate up to six guests, with each bedroom featuring its own ensuite bathroom. The villa offers a fully equipped kitchen, a private deck, a top balcony with waterfront views, and a garden, all within a short distance of restaurants, shops, and other attractions.
Aqua Lodge Houseboat "Tarpon" - Islamorada, FL
9.8 34 reviews
Islamorada, FL
03/07 – 05/07
A$738/nighttotal: A$1476 (2 )

Aqua Lodge Houseboat "Tarpon"

1 5
houseboat , Tavernier
This houseboat is located on the waterfront in Tavernier, just a 15-minute walk from Baker's Cay Resort Beach and Mariners Hospital and within 3 miles of the Florida Keys Dive Center and Harry Harris Park. The property has received excellent ratings for location, cleanliness, and user experience.
The houseboat features one bedroom and one bathroom, making it ideal for a couple or small family. Amenities include a kitchen with a fridge and microwave, air conditioning, a swimming pool, a terrace, a garden, parking, and internet access. Guests can also enjoy the unique experience of living on the water, with direct access to the beautiful Florida Keys scenery and potential water activities.
Double The Views: Florida Keys 1br With 2 Balconies & Pool Access - Islamorada, FL
9.6 18 reviews
Islamorada, FL
24/12 – 02/01
A$983/nighttotal: A$8847 (9 )

Double The Views: Florida Keys 1br With 2 Balconies & Pool Access

1 2
apartment , Islamorada, Village of Islands
This one-bedroom condo is located in Lower Matecumbe Beach, a short 10-minute walk from Sunset Drive Beach and Anne's Beach, and a 4.3 km drive from the San Pedro Underwater Archaeological Preserve State Park. The property has received excellent user ratings and is a popular choice for travellers seeking a relaxing and convenient stay.
The 74 square metre apartment comfortably accommodates up to 6 guests and features a fully equipped kitchen, two bathrooms, a washing machine, free Wi-Fi, a balcony, games, and books. Guests can enjoy the convenience of self-catering, relax in the private outdoor space, and explore the nearby beaches and attractions.
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