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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.

Cottage With Dock Space - Islamorada, FL
10 1 review

Cottage With Dock Space

cottage, Islamorada, Village of Islands
This Islamorada canal-front home, minutes from the Snake Creek Bridge and close to Theater of the Sea, Founders Park, restaurants, and shops, offers direct canal access with manatee sightings.
The two-bedroom, one-bathroom house sleeps four, features a private dock, BBQ grill, swimming pool, and all the comforts of home including internet access, a full kitchen, and air conditioning.

Best family friendly Islamorada, FL lodging

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

Luxury Condo With Boat Slip Overlooking The Bay - Islamorada, FL
10 100 reviews

Luxury Condo With Boat Slip Overlooking The Bay

apartment, Islamorada, Village of Islands
This family-friendly condo building is located on the waterfront in Islamorada, just a mile from Sunset Drive Beach and Anne's Beach, and a short drive from San Pedro Underwater Archaeological Preserve State Park. The apartment has received excellent ratings for user experience, location, and cleanliness.
This 3-bedroom, 2020 square foot apartment comfortably accommodates up to 6 guests. Enjoy amenities such as a private pool, a fenced yard, a fitness center, a spa tub, and barbecue grills, as well as a full kitchen and internet access.
Paradise Palms 2 Bedroom Condo Ocean Pointe 1206 - Islamorada, FL
9.8 7 reviews

Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

apartment, Tavernier
This Tavernier condo boasts an oceanfront location, half a mile from Harry Harris Park and within three miles of Mariners Hospital and the Florida Keys Dive Center.
The 830-square-foot apartment features three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, private balcony, swimming pool, hot tub, and parking.
Oceanfront  With Unbelievable Views - Islamorada, FL
9.3 42 reviews

Oceanfront With Unbelievable Views

apartment, Islamorada, Village of Islands
This 2-bedroom condo is located in Islamorada, just over an hour from Miami, and is close to shops, restaurants, and a grocery store. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
The 1190 square foot apartment comfortably accommodates up to 4 guests. Amenities include a swimming pool, a jacuzzi, a fitness center, and a terrace, ensuring a relaxing and enjoyable stay.
Pines & Palms Resort - Islamorada, FL
9.2 2303 reviews

Pines & Palms Resort

resort, Islamorada, Village of Islands
Pines & Palms Resort is located in Islamorada, Florida Keys, just a short distance from Miss Islamorada Fishing Charters and a 30-minute drive from John Pennekamp Coral Reef State Park. This resort has received very good user ratings and excellent location ratings, with guests praising its cleanliness.
The resort offers a variety of accommodations, including rooms with full kitchens and private terraces. Guests can enjoy amenities like a swimming pool, Tiki Bar, and a covered cabana with a barbecue grill, as well as activities like kayaking, biking, and fishing.

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.

Nauti Hideaway Ocean Pointe 2314 - Islamorada, FL
8.6 13 reviews

Nauti Hideaway Ocean Pointe 2314

house, Tavernier
Nauti Hideaway Ocean Pointe 2314, located in Key Largo, offers a 2-bedroom, 2-bathroom house near Harry Harris Park Beach, with easy access to Pigeon Key, Windley Key, and John Pennekamp Coral Reef State Park.
This 830-square-foot vacation rental boasts a private pool, Jacuzzi, and patio with ocean views, accommodating up to 7 guests and including amenities such as a fully equipped kitchen, free Wi-Fi, and a washer/dryer.
Gulf View Retreat @ Bay Harbor - Islamorada, FL
No reviews

Gulf View Retreat @ Bay Harbor

apartment, Islamorada, Village of Islands
This 2-bedroom, 2-bathroom condo is located in Bay Harbor, offering expansive views of the marina and ocean, and is a short drive from Islamorada's attractions.
This accommodation provides a private retreat with a kitchen, air conditioning, a swimming pool, Jacuzzi, garden, and fitness center, accommodating up to 4 guests for watersports and fishing.
Classic Villa W/ Ocean View & Balcony! Beach Access, Free Parking & Breakfast - Islamorada, FL
No reviews

Classic Villa W/ Ocean View & Balcony! Beach Access, Free Parking & Breakfast

apartment, Islamorada, Village of Islands
This Islamorada condo is located in the city center, directly on a private beach with a boat ramp, and offers convenient access to the History of Diving Museum and Keys History & Discovery Center, both within 0.5 miles.
This pet-friendly rental accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring air conditioning, internet, a swimming pool with ocean views, and complimentary daily continental breakfast, with bike, kayak, and paddleboard rentals available.
Poolside Glow | First Floor Water View | Sleeps 6 - Islamorada, FL
No reviews

Poolside Glow | First Floor Water View | Sleeps 6

apartment, Islamorada, Village of Islands
This first-floor apartment in Islamorada, Village of Islands, offers direct access to a heated pool and ocean views, located just steps from the resort's amenities and within easy reach of Founders Park's sandy beaches and saltwater swimming area. This residence accommodates up to six guests with two bathrooms, a full-size kitchen, private balconies, and complimentary local transportation via the Caloosa app, with optional boat docking available at the on-site marina.

Best Islamorada, FL accommodation with a kitchen

Renovated Anglers Reef 2br + Sleeper + Ocean Views, Pool, Marina, Sleeps 8 - Islamorada, FL
10 72 reviews

Renovated Anglers Reef 2br + Sleeper + Ocean Views, Pool, Marina, Sleeps 8

apartment, Islamorada, Village of Islands
This Islamorada vacation home is located within 2-3 miles of Windley Key Fossil Reef Geological State Park, Rain Barrel Village, and Founders Park, with easy access to Islamorada County Park and the History of Diving Museum.
This 1630-square-foot house features two bedrooms, three bathrooms, and accommodates six guests, offering a private pool, barbecue grills, and a fully equipped kitchen including a refrigerator, microwave, dishwasher, and stovetop.
Aqua Lodge Houseboat "Sand Dollar" - Islamorada, FL
9.5 65 reviews

Aqua Lodge Houseboat "Sand Dollar"

apartment, Tavernier
The Sand Dollar houseboat is located in the Mangrove Marina Resorts in Tavernier, Florida, offering easy access to the Florida Keys' beautiful waters. It has received excellent ratings for its location, cleanliness, and overall user experience.
The houseboat features a master bedroom with a queen-sized bed, a loft with two twin beds, a queen-sized sleeper sofa in the living room, a full bathroom with a stand-up shower, and a full kitchen with a 4-burner stove. Guests can enjoy amenities like a swimming pool, Tiki huts, BBQ area, and access to various water activities, including fishing, snorkeling, diving, kayaking, and boating.
Amazing Ocean View Condo - Islamorada, FL
9.6 52 reviews

Amazing Ocean View Condo

apartment, Tavernier
This Tavernier condo is located just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful beaches and nature of the area. It's also within a short drive of Mariners Hospital and the Florida Keys Dive Center. The apartment has consistently received excellent ratings from previous guests, making it a popular choice for travelers.
This one-bedroom, one-bathroom rental comfortably accommodates up to four guests. Amenities include a private pool, a jacuzzi, a terrace, a tennis court, and a fully equipped kitchen with a dishwasher and a microwave. You can also enjoy the convenience of free Wi-Fi, a washing machine, and a Smart TV.
Islamorada Getaway Bayfront Home With Dock - Islamorada, FL
9.8 8 reviews

Islamorada Getaway Bayfront Home With Dock

apartment, Islamorada, Village of Islands
This Islamorada apartment is situated in a peaceful residential neighborhood, just a short drive from Founder's Park and a 1.5-hour drive from Miami. The property boasts excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment comfortably accommodates up to six guests and offers two bathrooms. Guests can enjoy a private dock with a tiki hut, a spacious yard, complimentary access to bicycles, kayaks, and paddleboards, and a private beach with a patio and grill.

Best Islamorada, FL accommodation with a balcony

Idyllic Tropical Paradise Overlooking The Fabulous Florida Bay. - Islamorada, FL
9.8 29 reviews

Idyllic Tropical Paradise Overlooking The Fabulous Florida Bay.

apartment, Islamorada, Village of Islands
Oceanside Getaway: Beautiful Home With Boat Slip, Pool & Beach - Gated Community - Islamorada, FL
9.8 178 reviews

Oceanside Getaway: Beautiful Home With Boat Slip, Pool & Beach - Gated Community

apartment, Islamorada, Village of Islands
Coastal Room With Full Kitchen, Private Beach Access & Heated Outdoor Pool - Islamorada, FL
No reviews

Coastal Room With Full Kitchen, Private Beach Access & Heated Outdoor Pool

apartment, Tavernier
Charming Bayside 2 Bed, 2 Bath Condo At Futura In Islamorada Wifi, Pool, Dockage - Islamorada, FL
9.8 11 reviews

Charming Bayside 2 Bed, 2 Bath Condo At Futura In Islamorada Wifi, Pool, Dockage

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.

188 M² Condo ∙ 3 Bedrooms ∙ 6 Guests - Islamorada, FL
10 3 reviews

188 M² Condo ∙ 3 Bedrooms ∙ 6 Guests

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.

Spacious 3-bedroom Condo In Lovely Key Largo With Golfcart And Kayaks - Islamorada, FL
No reviews

Spacious 3-bedroom Condo In Lovely Key Largo With Golfcart And Kayaks

apartment, Key Largo
La Casa Hmh - Islamorada, FL
9.9 57 reviews

La Casa Hmh

apartment, Islamorada, Village of Islands
Brand New Oceanside Paradise Waterfront With Pool And Hot Tub - Islamorada, FL
10 1 review

Brand New Oceanside Paradise Waterfront With Pool And Hot Tub

house, Key Largo
Castaway Island - Pool, Spa, Tiki Bar, Kyaks,sups - Islamorada, FL
10 182 reviews

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,sups

bungalow, 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.

A Piece Of Paradise In The Keys. - Islamorada, FL
No reviews

A Piece Of Paradise In The Keys.

apartment, Islamorada, Village of Islands
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