Places to stay in Islamorada, FL

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Islamorada, FL place to stay
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1677 Best places to stay in Islamorada, FL

Best Islamorada, FL lodgings with a pool

Among the 1677 accommodations in Islamorada, FL, here are the 4 best ones with a pool

Fl Keys Ocean Front Escape - Islamorada, FL
10 8 reviews
Islamorada, FL
22/06 – 02/07
480 €/nighttotal: 4800 € (10 )

Fl Keys Ocean Front Escape

1 2
apartment , Islamorada, Village of Islands
This oceanfront apartment in Islamorada, Village of Islands, offers direct sea access and is located within 500 meters of the oceanfront beach.
This two-bedroom, three-bathroom property accommodates four guests and features a private rooftop deck, a new 10-meter boat dock, a heated community pool, and on-site peacock viewing.
Sunset Crush- Bayfront Property For The Perfect Sunset, Tavernier - Islamorada, FL
9.6 10 reviews
Islamorada, FL
03/07 – 10/07
662 €/nighttotal: 4634 € (7 )

Sunset Crush- Bayfront Property For The Perfect Sunset, Tavernier

3 8
apartment , Tavernier
This Tavernier waterfront property, three miles (4.8km) from Mariners Hospital and within six miles (9.7km) of Harry Harris Park and the Florida Keys Dive Centre, offers stunning views and easy access to local attractions.
This three-bedroom house boasts 223 square metres of living space, sleeps ten guests, includes a fully equipped kitchen, laundry facilities, 2.5 bathrooms, barbecue grills, and free internet access.
Whispering Palms | Sea Gulls 210 ~ Weekly Rental - Islamorada, FL
9.7 43 reviews
Islamorada, FL
24/12 – 02/01
619 €/nighttotal: 5571 € (9 )

Whispering Palms | Sea Gulls 210 ~ Weekly Rental

2 2
apartment , Islamorada, Village of Islands
This apartment is located in Islamorada, Village of Islands, offering stunning ocean views and is just a short distance from the beach, providing easy access to the Florida Keys' natural beauty. The apartment has received excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
This two-bedroom, two-bathroom apartment comfortably accommodates up to four guests. The apartment offers a range of amenities and features, including a swimming pool, a fitness center, and a terrace with panoramic ocean views, as well as covered parking and an elevator.
Islamorada Oceanfront Home With Ocean View, Dock, Comm Pool & Beach, Plus Den - Islamorada, FL
10 105 reviews
Islamorada, FL
20/06 – 27/06
560 €/nighttotal: 3920 € (7 )

Islamorada Oceanfront Home With Ocean View, Dock, Comm Pool & Beach, Plus Den

2 6
apartment , Islamorada, Village of Islands
This beachfront property in Islamorada is ideally situated within easy reach of Windley Key Fossil Reef Geological State Park, Founders Park, and the History of Diving Museum, offering a peaceful escape from the bustle of everyday life. The property has received excellent user ratings, highlighting its appeal to travellers.
This two-bedroom, three-bathroom house spans 158 square metres and comfortably accommodates up to six guests. The property features a fully equipped kitchen, a private swimming pool, a terrace, a garden, and barbecue grills, ensuring a comfortable and enjoyable stay.

Best family friendly Islamorada, FL lodging

Among the 1677 accommodations in Islamorada, FL, here are the 4 best for families

Charming Waterfront Oceanside Canal Home-large Protected Dockage-wifi-smart Tvs. - Islamorada, FL
9.6 90 reviews
Islamorada, FL
20/06 – 27/06
395 €/nighttotal: 2765 € (7 )

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

3 2
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.
Reel Key Largo Escape Ocean Pointe 5209 - Islamorada, FL
9.6 8 reviews
Islamorada, FL
18/07 – 22/07
287 €/nighttotal: 1148 € (4 )

Reel Key Largo Escape Ocean Pointe 5209

2 4
apartment , Tavernier
This Tavernier waterfront apartment is situated a 2.4km walk from Baker's Cay Resort Beach and Harry Harris Park, and within 5km of Mariners Hospital and the Florida Keys Dive Centre.
The 79-square-metre property offers two bedrooms, two bathrooms, a sofa bed, and sleeps four, boasting a private pool, balcony, fully equipped kitchen, and access to shared amenities including an indoor pool and barbecue grills.
93 M² Condo ∙ 2 Bedrooms ∙ 4 Guests - Islamorada, FL
9.0 6 reviews
Islamorada, FL
22/06 – 02/07
179 €/nighttotal: 1790 € (10 )

93 M² Condo ∙ 2 Bedrooms ∙ 4 Guests

2 2
apartment , Islamorada, Village of Islands
This tropically furnished condominium offers prime waterfront living on the Gulf of Mexico within the gated Futura Yacht Club, Islamorada, Village of Islands, providing direct sea views and convenient access to local restaurants and shops.
This 93 square meter, two-bedroom, two-bathroom apartment for four guests boasts a newly renovated kitchen, a fifth-floor balcony with sunset views, air conditioning, and access to on-site amenities including a heated swimming pool, marina, beach area with picnic tables and BBQ grills, and tennis and pickleball courts.
Oceanfront Keys Escape | Private Beach & Pool | 3 Acres - Islamorada, FL
10 52 reviews
Islamorada, FL
22/06 – 02/07
1038 €/nighttotal: 10380 € (10 )

Oceanfront Keys Escape | Private Beach & Pool | 3 Acres

3 2
apartment , Islamorada, Village of Islands
This luxurious oceanfront villa in Islamorada, Village of Islands boasts 200 feet (approximately 61 metres) of private Atlantic beachfront and is conveniently located near other Islamorada attractions, although precise distances are not provided.
This Ready Player One-themed property offers 186 square metres of living space, sleeping up to eight guests across three bedrooms, and includes a private pool, spa, fitness centre, and extensive gardens.

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.

Destinations nearby

Best Islamorada, FL accommodations with a balcony

Oceanfront, 2 Bedroom Unit At Ocean Pointe Condominium - Islamorada, FL
9.7 92 reviews
Islamorada, FL
09/08 – 14/08
333 €/nighttotal: 1665 € (5 )

Oceanfront, 2 Bedroom Unit At Ocean Pointe Condominium

2 2
apartment , Tavernier
This waterfront apartment in Tavernier is ideally located within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's main attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The two-bedroom apartment spans 79 square metres and comfortably accommodates up to four guests. Enjoy a range of amenities including a private pool, fenced yard, and a fully equipped kitchen, as well as access to a shared swimming pool, jacuzzi, garden, tennis court, and parking.
Marlin House @ Tarpon Point - Islamorada, FL
9.6 19 reviews
Islamorada, FL
03/07 – 10/07
1065 €/nighttotal: 7455 € (7 )

Marlin House @ Tarpon Point

4 8
apartment , Islamorada, Village of Islands
This four-bedroom house is located in the peaceful Matecumbe area of Islamorada, just a short drive from Indian Key Historic State Park and Bud n' Mary's Dive Center. The property has received excellent ratings from previous guests.
This spacious holiday home can accommodate up to eight guests and features a fully equipped kitchen, a private garden, a balcony, and a swimming pool. Guests can enjoy direct beach access, a peaceful location, and a range of activities nearby, including diving, snorkeling, and fishing.
1 Bedroom Suite W/kitchenette, Pool View, Free Parking & Pet Friendly - Islamorada, FL
8.0 1 review
Islamorada, FL
21/06 – 26/06
519 €/nighttotal: 2595 € (5 )

1 Bedroom Suite W/kitchenette, Pool View, Free Parking & Pet Friendly

1 2
resort , Islamorada, Village of Islands
This beachfront suite, ‘Beachside Retreat In Islamorada - Suite W/ Pool View Queen | Family Ready’, is situated in Matecumbe, Islamorada, within a 2.4km walk of Indian Key Historic State Park and Bud n' Mary's Dive Centre, and under 1.6km from the Hurricane Monument and Florida Keys Brewing Co.
The 42 square metre self-catering apartment offers a queen-size bed, one bathroom, sleeps six, and includes a pool, terrace, and concierge service, providing easy access to Islamorada's attractions.
Ocean Front Studio W/kitchenette, Pool, Free Parking & Pet Friendly - Islamorada, FL
Islamorada, FL
03/07 – 05/07
936 €/nighttotal: 1872 € (2 )

Ocean Front Studio W/kitchenette, Pool, Free Parking & Pet Friendly

1 2
studio , Islamorada, Village of Islands
This Islamorada studio apartment is conveniently located in the Matecumbe district, offering easy access to beaches, parks, and attractions such as Indian Key Historic State Park and the Hurricane Monument.
The self-catering unit sleeps four guests and features a balcony, free Wi-Fi, and amenities including a refrigerator, microwave, and coffee maker, with nearby attractions such as Bud n' Mary's Dive Center and Florida Keys Brewing Co.

Best Islamorada, FL accommodations with a kitchen

Islamorada Reef Canal & Pool Home Off Tav Creek- - Islamorada, FL
10 27 reviews
Islamorada, FL
02/07 – 05/07
1201 €/nighttotal: 3603 € (3 )

Islamorada Reef Canal & Pool Home Off Tav Creek-

1 5
apartment , Islamorada, Village of Islands
This Islamorada canal-front property, moments from Tavernier Creek Marina and restaurants, offers direct bay and ocean access, with the reef approximately 1.6 kilometres away.
This two-bathroom apartment sleeps five, boasting a private pool, patio, boat dockage, large loft with Netflix, outdoor shower, bait freezer, BBQ, and full kitchen including dishwasher, fridge, freezer and microwave.
Waterfront Islamorada Condo  Heated Pool, Marina & Deeded Boat Slip - Islamorada, FL
10 67 reviews
Islamorada, FL
22/06 – 02/07
263 €/nighttotal: 2630 € (10 )

Waterfront Islamorada Condo Heated Pool, Marina & Deeded Boat Slip

2 2
apartment , Islamorada, Village of Islands
This Islamorada condominium is situated at mile marker 88.5, offering convenient access to Robbie's Marina and the Theater of the Sea, with Miami located 108 kilometres to the north.
This family-friendly apartment, measuring 88 square metres and accommodating up to six guests, features two bedrooms and two bathrooms, a fully equipped kitchen with granite countertops, a private balcony with pool views, direct access to a deeded boat slip (#49), and resort-style amenities including a heated swimming pool and pickleball courts.
Just Relisted! Discounts On Longer Stays ~ Heart Of Islamorada ~ Boat Dockage - Islamorada, FL
10 50 reviews
Islamorada, FL
03/07 – 10/07
846 €/nighttotal: 5922 € (7 )

Just Relisted! Discounts On Longer Stays ~ Heart Of Islamorada ~ Boat Dockage

3 8
apartment , Islamorada, Village of Islands
This apartment is situated in the Matecumbe district of Islamorada, less than 1.6 kilometres from restaurants, bars, and shops, and just 60 metres from a 24-hour grocery store. It has received excellent user ratings, making it a popular choice for travellers. This four-bedroom home spans 172 square metres and comfortably accommodates up to eight guests. It offers a private heated plunge pool, complimentary water sports, a fully equipped kitchen, and access to a community pool, boat dockage, and a private slip for watercraft.
Tavernier Oceanfront Resort Condo-pool, Dockage, Kayaks, Onsite Restaurant & Bar - Islamorada, FL
9.1 74 reviews
Islamorada, FL
09/07 – 12/07
335 €/nighttotal: 1005 € (3 )

Tavernier Oceanfront Resort Condo-pool, Dockage, Kayaks, Onsite Restaurant & Bar

2 5
apartment , Tavernier
This two-bedroom apartment is situated in Tavernier, just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful beaches of the Florida Keys. The property has received excellent ratings for location, cleanliness, and user experience.
The 77 square metre apartment can comfortably accommodate up to six guests and features a well-equipped kitchen, two bathrooms, and a private pool. Guests can enjoy a range of amenities including a washing machine, air conditioning, and a garden.
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