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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.

Islamorada Home 5/3 Private Beach! Freshly Updated - Islamorada, FL
9.9 25 reviews

Islamorada Home 5/3 Private Beach! Freshly Updated

apartment, Islamorada, Village of Islands
This Islamorada vacation home, located in the Village of Islands, is a five-minute bike ride from the beach and offers convenient access to exploring the Florida Keys.
The five-bedroom, three-bathroom house sleeps ten guests and features a private boat dock (up to 40 feet), a swimming pool, jacuzzi, fitness center, and bikes for exploring the local area, plus private beach access for sunset viewing.

Best family friendly Islamorada, FL lodging

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

Keys  Kottage In Islamorada - Islamorada, FL
10 115 reviews

Keys Kottage In Islamorada

house, Islamorada, Village of Islands
This Islamorada house is located in Matecumbe, just a short distance from the History of Diving Museum, Matecumbe United Methodist Church, and Florida Keys Brewing Co. The property boasts excellent user, location, and cleanliness ratings. The two-bedroom villa offers 980 square feet of living space, making it a comfortable option for families or groups. Guests can enjoy a private garden, barbecue grills, free WiFi, and a fully equipped kitchen, as well as access to a tennis court and parking.
Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool - Islamorada, FL
9.5 2 reviews

Hooked On Islamorada Oceanfront Townhome, Private Dock, Pool

house, Islamorada, Village of Islands
This Islamorada oceanfront townhome offers direct water access and is conveniently located near Upper Matecumbe Key (3.1 miles), Pigeon Key (10 miles), and John Pennekamp State Park (18 miles).
The 1700-square-foot property features three bedrooms, three bathrooms, and accommodates up to eight guests, boasting a private pool, dock, and balcony with stunning sea views, plus a fully equipped kitchen and free Wi-Fi.
Light, Bright & Nautical Condo At Ocean Pointe - Islamorada, FL
9.9 175 reviews

Light, Bright & Nautical Condo At Ocean Pointe

apartment, Tavernier
This waterfront condo in Tavernier is located just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful Florida Keys. This rental has earned excellent ratings for its cleanliness, location, and overall user experience.
The 950-square-foot apartment comfortably sleeps four guests in its two bedrooms and two bathrooms. Enjoy swimming, relaxing in the Jacuzzi, grilling outdoors, and taking advantage of the tennis court, all while taking in the stunning waterfront views from your private balcony.
Island Time - Key Largo! Luxurious 2br/2ba! - Islamorada, FL
9.0 100 reviews

Island Time - Key Largo! Luxurious 2br/2ba!

apartment, Tavernier
This Tavernier apartment is a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to beautiful beaches and waterfront activities. The apartment has received excellent user and location ratings, and a very good cleanliness rating.
The apartment features two bedrooms and two bathrooms and can comfortably accommodate up to six guests. It offers a fully equipped kitchen, a swimming pool, a jacuzzi, a terrace, parking, and internet access, ensuring a comfortable and enjoyable stay.

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.

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 Islamorada beachfront vacation rental, centrally located in the Village of Islands, offers easy access to the History of Diving Museum and Keys History & Discovery Center.
The 380-square-foot unit features two queen beds sleeping four, a kitchenette with cooking utensils, daily housekeeping, and access to a heated pool, private boat ramp, kayaks, paddleboards, and bicycles at the pet-friendly resort.
Coastal Comfort In Ocean Point Suites - Islamorada, FL
9.7 127 reviews

Coastal Comfort In Ocean Point Suites

apartment, Tavernier
This Tavernier apartment is located within walking distance of Tavernier Creek Marina and Tavernier Pier, offering stunning views of the Atlantic Ocean and the Florida Keys mangroves. This accommodation has received excellent ratings for user experience, location, and cleanliness.
The apartment offers 980 square feet of living space, with two bedrooms, two bathrooms, and a capacity for six guests. It boasts a fully equipped kitchen, a private balcony, and access to a resort with a swimming pool, jacuzzi, tennis courts, and a barbecue area, making it an ideal choice for families and groups seeking a relaxing and enjoyable vacation.
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
This apartment in Islamorada Village of Islands is located downtown, directly on a private beach with ocean views and is within 1 mile of the History of Diving Museum and Keys History & Discovery Center.
This pet-friendly condo offers 1 bedroom and 1 bathroom for up to 4 guests, featuring air conditioning, internet, a swimming pool, concierge service, and complimentary daily continental breakfast.
Paradise In The Florida Keys - Islamorada, FL
No reviews

Paradise In The Florida Keys

apartment, Islamorada, Village of Islands
This Islamorada vacation rental is conveniently located in the Village of Islands, offering easy access to local restaurants and attractions.
The two-bedroom, three-bathroom apartment sleeps eight guests comfortably and features a full kitchen, in-unit laundry, a private patio with a BBQ, and high-speed internet.

Best Islamorada, FL accommodation with a kitchen

Matecumbe Resort - Islamorada, FL
8.7 553 reviews

Matecumbe Resort

resort, Islamorada, Village of Islands
The Matecumbe Resort is located in Islamorada, just a short drive from Upper Matecumbe Key and close to Sea Oats Beach. This 2-star aparthotel receives very good user ratings for location, cleanliness, and overall experience.
The resort offers spacious accommodations with fully equipped kitchens. Guests can enjoy a range of amenities, including a swimming pool, a children's playground, barbecue facilities, bike rentals, and allergy-friendly options.
Islamorada Bungalow 4 - Islamorada, FL
9.7 95 reviews

Islamorada Bungalow 4

bungalow, Islamorada, Village of Islands
This charming cottage is located in Islamorada, a village in the Florida Keys, close to the famous fishing spots and breathtaking sunsets of the area. The home has received excellent ratings for its location, cleanliness, and overall experience.
This cozy bungalow is 950 square feet and can accommodate up to four guests. Enjoy a private backyard, a community heated pool, a fully equipped kitchen, a washer and dryer, a private porch, and bikes to explore the area.
Sol & Sea Escape Ocean Pointe 1 Br 1ba 1204 - Islamorada, FL
9.0 1 review

Sol & Sea Escape Ocean Pointe 1 Br 1ba 1204

house, Tavernier
This vacation home in Tavernier is a 13-minute walk to Harry Harris Park Beach and a short drive from Pigeon Key.
This 580 sq ft rental accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring air conditioning, a fully equipped kitchen with a dishwasher and oven, a patio, an outdoor swimming pool, and complimentary private parking.
360 Degree Waterview Houseboat - Islamorada, FL
9.9 387 reviews

360 Degree Waterview Houseboat

boat, Islamorada, Village of Islands
This unique houseboat is moored a half-mile off the coast of Islamorada, providing a secluded and immersive experience. It has earned excellent ratings for user experience, location, and cleanliness.
The houseboat features one bedroom and one bathroom, accommodating up to two guests. It includes a full kitchen, outdoor grill, and a rooftop deck, plus a 12-foot skiff, kayak, paddleboard, and snorkeling gear for exploring the waters of Islamorada.

Best Islamorada, FL accommodation with a balcony

139 M² House ∙ 3 Bedrooms ∙ 8 Guests - Islamorada, FL
No reviews

139 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Islamorada, Village of Islands
Seaside Retreat: Unit With Onsite Marina, Private Beach & Near Marine Theater - Islamorada, FL
No reviews

Seaside Retreat: Unit With Onsite Marina, Private Beach & Near Marine Theater

apartment, Tavernier
Beachy Keen @ Ocean Point - Islamorada, FL
9.6 22 reviews

Beachy Keen @ Ocean Point

apartment, Tavernier
Bungalow #5 - 2 Bed/1 Bath & Pool In Islamorada - Islamorada, FL
9.6 20 reviews

Bungalow #5 - 2 Bed/1 Bath & Pool In Islamorada

apartment, 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.

Islamorada Spectacular Executive Bay Club 87200 - Islamorada, FL
No reviews

Islamorada Spectacular Executive Bay Club 87200

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.

Steps To Windley Key! Pet-friendly Villa! Marina, Free Parking, Breakfast, Pool! - Islamorada, FL
No reviews

Steps To Windley Key! Pet-friendly Villa! Marina, Free Parking, Breakfast, Pool!

apartment, Islamorada, Village of Islands
Suites Near Lignumvitae Key! Parking, Breakfast! - Islamorada, FL
10 1 review

Suites Near Lignumvitae Key! Parking, Breakfast!

resort, Islamorada, Village of Islands
Marina View Stay | 1 Unit | Breakfast Included! - Islamorada, FL
No reviews

Marina View Stay | 1 Unit | Breakfast Included!

resort, Islamorada, Village of Islands
Spacious Villa! Private Beach Access, Pets Allowed, Free Breakfast! - Islamorada, FL
No reviews

Spacious Villa! Private Beach Access, Pets Allowed, Free Breakfast!

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.

Canary Island Palm North Poolside,1 King Bed, 2 Queenbeds, 1 Pull Out - Islamorada, FL
10 174 reviews

Canary Island Palm North Poolside,1 King Bed, 2 Queenbeds, 1 Pull Out

apartment, Islamorada, Village of Islands
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