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Islamorada, FL accommodations
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2091 Lodgings in Islamorada, FL

Search Coastal Lodgings near Islamorada, FL

Enjoy a relaxing coastal vacation at these seaside accommodations in Islamorada, FL, located near the shoreline for easy beach-town exploration.

Charming Angler's Reef Home With Pool, Beach, Dock - Islamorada, FL
10 3 reviews

Charming Angler's Reef Home With Pool, Beach, Dock

apartment, Islamorada, Village of Islands
This oceanfront villa, located in the Angler's Reef community on Windley Key in Islamorada, offers direct beach access and proximity to Islamorada's fishing spots and the Islamorada Sandbar.
The two-bedroom, two-bathroom Key West-style house sleeps six, features a fully equipped kitchen, private balconies, a heated pool, kayaks, and access to two beaches.

Best family friendly Islamorada, FL lodging

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

Ocean View Penthouse | Retreat Amenities: Tennis Court, Heated Pool | Vista Key Two - Islamorada, FL
10 2 reviews

Ocean View Penthouse | Retreat Amenities: Tennis Court, Heated Pool | Vista Key Two

apartment, Islamorada, Village of Islands
This Islamorada, Florida duplex penthouse in Matecumbe offers stunning ocean views and is a short walk from the beach and Morada Way Arts & Cultural District.
The 2,020-square-foot rental boasts three bedrooms, three bathrooms, sleeps up to ten guests (six adults maximum), and includes a rooftop terrace, private beach access, heated pool, and access to resort amenities.
Condo ∙ 3 Bedrooms ∙ 8 Guests - Islamorada, FL
No reviews

Condo ∙ 3 Bedrooms ∙ 8 Guests

apartment, Islamorada, Village of Islands
This bayfront condo at Mile Marker 83 in Islamorada offers direct water access and spectacular sunset views from its prime location in the Village of Islands.
This family-friendly condo sleeps 8 guests and features 3 bedrooms, 4 bathrooms, a full kitchen, air conditioning, a swimming pool, a private balcony, a garden, a fitness center, and parking, with a private boat basin ideal for fishing and boating enthusiasts.
Keys Escape | Oceanfront Resort Condo | Sleeps 6 - Islamorada, FL
No reviews

Keys Escape | Oceanfront Resort Condo | Sleeps 6

apartment, Tavernier
This non-smoking waterfront condo in Tavernier offers easy access to fishing and maritime activities, is a 12-minute walk from Harry Harris Park, and a 6-minute drive from Florida Keys Dive Center.
This 840 sq ft vacation rental sleeps 6 guests and features 2 bedrooms, 2 bathrooms, a full kitchen, air conditioning, Wi-Fi, a communal pool, hot tub, and a private balcony.
Ocean Pointe 2309 - Islamorada, FL
8.8 10 reviews

Ocean Pointe 2309

house, Tavernier
Ocean Pointe 2309, a Tavernier vacation home, is a 14-minute walk from Harry Harris Park Beach and 3 miles from Pigeon Key.
This 910-square-foot property boasts two bedrooms, two bathrooms, sleeps eleven guests, and includes a private pool, bar, free Wi-Fi, and free parking.

Frequently Asked Questions about accommodations in Islamorada, FL

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

    Islamorada is known for its fishing, so you can charter a boat and go deep-sea fishing or head out to the flats for some bonefishing. You can also kayak or paddleboard through the mangroves, or take a boat tour to see the dolphins and manatees.
  • 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.

  • When is the ideal time to plan a trip to Islamorada, FL?

    The best time to visit Islamorada is during the spring (March-May) or fall (September-November) when the weather is warm and sunny, and the crowds are smaller. Summer can be hot and humid, and the hurricane season runs from June to November.
  • 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.

  • What are the best walking or cycling routes in Islamorada, FL?

    There's a great walking and cycling path that runs along the Overseas Highway called the Florida Keys Overseas Heritage Trail. You can also explore the backroads of Islamorada on a bike. There are some great views of the water and the mangroves.
  • What are the best accommodations with a jacuzzi in Islamorada, FL?

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

    You can easily take a day trip to Key Largo, which is just north of Islamorada. It's home to John Pennekamp Coral Reef State Park, where you can go snorkeling or diving. You can also visit Marathon, which is about 30 miles south of Islamorada. It has a great historic district and some nice beaches.
  • 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 amenities can travelers expect from accommodations in Islamorada, FL?

    Islamorada has a variety of accommodations, from budget-friendly motels to luxury resorts. Most accommodations offer amenities like swimming pools, restaurants, and bars. Some also have private beaches, marinas, and spa services.
  • 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 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.

Popular destinations

Popular Lodgings with a Pool in Islamorada, FL

Choosing a lodging in Islamorada, FL with a pool means you’ll always have a swimming option to complement a day by the water.

Anglers Reef Islamorada  Home With Ocean Views, Private Marina, Beach & Pool - Islamorada, FL
10 88 reviews

Anglers Reef Islamorada Home With Ocean Views, Private Marina, Beach & Pool

apartment, Islamorada, Village of Islands
This Islamorada vacation home is located just a short distance from Windley Key Fossil Reef Geological State Park, Founders Park, and Islamorada County Park, all within 2 miles. This property boasts excellent user ratings, making it a popular choice for travelers.
This two-bedroom, three-bathroom house spans 1650 square feet and comfortably accommodates up to six guests. The house features a private pool, a spacious terrace, a well-equipped kitchen, and a variety of other amenities for a relaxing and enjoyable stay.
Peninsula Villa | Boat Dock | Heated Pool | Sunset - Islamorada, FL
10 4 reviews

Peninsula Villa | Boat Dock | Heated Pool | Sunset

apartment, Islamorada, Village of Islands
This Islamorada, Florida Bayfront home offers direct ocean access via a private canal, putting you minutes from the village's attractions and renowned fishing grounds.
The two-story house boasts five bedrooms, four bathrooms, and sleeps ten guests, featuring a heated pool, tiki bar, kayaks, bicycles, and smart TVs in every room, plus a chef's kitchen and expansive tropical garden.
Comfort And Convenience! Free Onsite Parking, Pets Allowed, Free Breakfast - Islamorada, FL
No reviews

Comfort And Convenience! Free Onsite Parking, Pets Allowed, Free Breakfast

apartment, Islamorada, Village of Islands
This beachfront studio apartment is located in the city center of Islamorada, Village of Islands, offering direct access to a pet-friendly private beach and proximity to Windley Key Fossil Reef Geological State Park and Indian Key Historic State Park.
This accommodation for two guests features air conditioning, internet, a swimming pool, concierge, and parking, with on-site bike rentals, kayaks, paddleboards, and BBQ facilities available, and is walking distance to the History of Diving Museum, Hog Heaven, and Lorelei Restaurant & Cabana Bar.
1 Bedroom Unit At The Palms - Ocean, Beach & Pool! - Islamorada, FL
No reviews

1 Bedroom Unit At The Palms - Ocean, Beach & Pool!

apartment, Islamorada, Village of Islands
This 1-bedroom, 1.5-bathroom condo is located in The Palms of Islamorada oceanfront community at Mile Marker 79.9, offering ocean views and proximity to the Alligator Reef Lighthouse.
This updated condominium accommodates two guests and features a full kitchen, air conditioning, a swimming pool, a private balcony, and ample storage, with easy access to the Atlantic.

Best Islamorada, FL accommodation with a kitchen

Starfish Seas Key Largo Ocean Pointe 1302 - Islamorada, FL
9.8 24 reviews

Starfish Seas Key Largo Ocean Pointe 1302

house, Tavernier
Starfish Seas Key Largo Ocean Pointe 1302, located in Key Largo, offers ocean views and is a short walk from Harry Harris Park Beach, with easy access to Pigeon Key and other attractions like John Pennekamp State Park.
This 830-square-foot Key Largo vacation home features two bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, swimming pool, Jacuzzi, and free Wi-Fi.
Ocean View Gem Ocean Pointe 3406 - Islamorada, FL
8.9 16 reviews

Ocean View Gem Ocean Pointe 3406

house, Tavernier
Ocean View Gem Ocean Pointe 3406, a Key Largo vacation home near Harry Harris Park Beach (a 13-minute walk away) and a short drive from Pigeon Key, Windley Key, and John Pennekamp State Park, offers stunning ocean views.
This 830-square-foot property features two bedrooms, two bathrooms, accommodates seven guests, and includes a private patio, swimming pool, Jacuzzi, and a fully equipped kitchen with a dishwasher.
Private Beach / Heated Pool / Volleyball / Orchid - Islamorada, FL
10 2 reviews

Private Beach / Heated Pool / Volleyball / Orchid

apartment, Islamorada, Village of Islands
This private tropical villa is located on Orchid Beach Key in Islamorada, Village of Islands, offering direct ocean access via a private beach and dock.
Accommodating up to 8 guests, this 4-bedroom, 4-bathroom residence features an infinity heated pool, hot tub, on-site Tiki Bar and grill, and Gigabit WI-FI, with provisioning services available.
Overseas Oasis - Islamorada, FL
No reviews

Overseas Oasis

apartment, Islamorada, Village of Islands
This Islamorada apartment is located off Overseas Highway, providing convenient access to the Village of Islands' attractions.
This fully furnished 2-bedroom, 2-bathroom unit accommodates up to 4 guests and features a full kitchen, in-unit laundry, and off-street parking, ideal for extended stays with a minimum 28-day requirement.

Best Islamorada, FL accommodation with a balcony

Dive Into Your Dream Vacation! 3 Spacious Units, Onsite Pool, Free Breakfast! - Islamorada, FL
No reviews

Dive Into Your Dream Vacation! 3 Spacious Units, Onsite Pool, Free Breakfast!

apartment, Islamorada, Village of Islands
Stay Beachside: Ground Floor Studio With Gorgeous Ocean Views - Islamorada, FL
9.6 46 reviews

Stay Beachside: Ground Floor Studio With Gorgeous Ocean Views

studio, Islamorada, Village of Islands
Paradise Shores - Islamorada, FL
No reviews

Paradise Shores

apartment, Islamorada, Village of Islands
2 Bedroom Suite In Islamorada! Swimming Pool, Kitchenette, Pets Allowed! - Islamorada, FL
10 1 review

2 Bedroom Suite In Islamorada! Swimming Pool, Kitchenette, Pets Allowed!

resort, Islamorada, Village of Islands

Search Luxury Lodgings in Islamorada, FL

There is a lot to be said for a well-chosen luxury lodging in Islamorada, FL that blends high-end comfort with immediate access to the water.

Newly Updated Studio Apartment, Summer Sea 303 - Islamorada, FL
No reviews

Newly Updated Studio Apartment, Summer Sea 303

apartment, Islamorada, Village of Islands

Top-Rated Pet-Friendly Lodgings in Islamorada, FL

Your dog is as welcome as you are; each pet-friendly lodging near the water of Islamorada, FL offers dog-friendly amenities.

Proximity Ats Its Best! 2 Units, Pool + Breakfast! - Islamorada, FL
10 3 reviews

Proximity Ats Its Best! 2 Units, Pool + Breakfast!

resort, Islamorada, Village of Islands
Seaside Sanctuary In Islamorada - Islamorada, FL
9.9 25 reviews

Seaside Sanctuary In Islamorada

apartment, Islamorada, Village of Islands
Thesandbar: Partial Ocean View,pool,free Dockage - Islamorada, FL
10 24 reviews

Thesandbar: Partial Ocean View,pool,free Dockage

apartment, Islamorada, Village of Islands
Keys New Estate W/ Pool, 100' Dock, Bay/ocean Acc - Islamorada, FL
9.7 6 reviews

Keys New Estate W/ Pool, 100' Dock, Bay/ocean Acc

apartment, Islamorada, Village of Islands

Discover Lodgings with On-Site Restaurants in Islamorada, FL

An on-site restaurant at your lodging in Islamorada, FL ensures fresh local food and coastal dishes are available every evening.

Relax And Unwind Near Robbie's Of Islamorada! Free Parking & Breakfast, Pool! - Islamorada, FL
No reviews

Relax And Unwind Near Robbie's Of Islamorada! Free Parking & Breakfast, Pool!

apartment, Islamorada, Village of Islands
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