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Islamorada, FL accommodation
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2091 Best accommodations in Islamorada, FL

Find Accommodations by the Sea in Islamorada, FL, United States

Step straight out of your front door directly onto the powdery white sand at seashore accommodation in Islamorada, FL, United States.

Ocean Front Cottage - Islamorada, FL
9.7 6 reviews

Ocean Front Cottage

apartment, Islamorada, Village of Islands
This oceanfront holiday home in Islamorada, Village of Islands, boasts direct beach access and is conveniently located near numerous bars and restaurants, though precise distances aren't specified.
The two-bedroom, one-bathroom property sleeps four, includes a kitchen with a fridge and microwave, air conditioning, parking, internet access, and offers exclusive use of the one-acre grounds and private beach; a 25% discount applies from August to November.

Find City Centre Accommodations in Islamorada, FL, United States

Stay right where the coastal dining meets the local nightlife strips at accommodation in the heart of Islamorada, FL, United States.

360 Degree Waterview Houseboat - Islamorada, FL
9.9 387 reviews

360 Degree Waterview Houseboat

boat, Islamorada, Village of Islands
This solar and wind-powered houseboat is located in Islamorada, half a mile from the shore and a short distance from restaurants, bars, and music venues. The houseboat has received excellent ratings for location, cleanliness, and user experience.
The houseboat offers one bedroom and one bathroom, sleeping up to two guests. You can enjoy a fully equipped kitchen, a bathroom with a compost toilet and shower, a queen-sized bed, and a roof deck for enjoying cocktails. The houseboat also comes with a 12-foot skiff, a kayak, a stand-up paddleboard, and snorkeling gear, encouraging guests to explore the surrounding waters.
Villa Located On The Water Free Marina, And Trailer Parking. - Islamorada, FL
9.8 62 reviews

Villa Located On The Water Free Marina, And Trailer Parking.

apartment, Islamorada, Village of Islands
This holiday home is located in Matecumbe, within 1.6 kilometres of the History of Diving Museum, Matecumbe United Methodist Church, and Florida Keys Brewing Co., and within 4.8 kilometres of the Hurricane Monument and Indian Key Historic State Park. It has received excellent user ratings.
The property is a 74 square metre, one-bedroom, one-bathroom home that can accommodate up to 4 guests. It features a fully equipped kitchen, a swimming pool, a garden, a spa, a fitness centre, and a water park, providing a range of amenities and activities for a comfortable and enjoyable stay.
Isla Kiwi: Free Boat Dockage Sep-oct Only! - Islamorada, FL
9.8 10 reviews

Isla Kiwi: Free Boat Dockage Sep-oct Only!

house, Islamorada, Village of Islands
Isla Kiwi Villa #2, a three-bedroom upscale villa, is located in Islamorada's Art District, within walking distance of shops and restaurants, and a short drive (approximately 1.3 km) from Robbie's Marina and the Theatre of the Sea.
This luxury holiday home sleeps six guests, boasting three ensuite bathrooms, a private deck with partial water views, access to a heated communal pool and BBQ area, and is fully equipped with top-of-the-line appliances.
Isla Mirabelle: Free Boat Dockage Sep-oct Only! - Islamorada, FL
9.7 7 reviews

Isla Mirabelle: Free Boat Dockage Sep-oct Only!

house, Islamorada, Village of Islands
This upscale villa is situated in the Art District of Islamorada, a short walk from shops, restaurants, and parks. It offers a convenient location for exploring the Florida Keys.
The three-bedroom property comfortably accommodates six guests. It features a private boat dock, a heated pool, a BBQ area, and a modern kitchen with top-of-the-line appliances.

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.

Popular destinations

Your Guide to the Finest High-End Stays in Islamorada, FL, United States

Find luxury beach accommodation in Islamorada, FL, United States for an indulgent tropical escape.

Two Bedrooms Suite W/ocean View, Pool, Free Parking & Pet Friendly - Islamorada, FL
No reviews

Two Bedrooms Suite W/ocean View, Pool, Free Parking & Pet Friendly

resort, Islamorada, Village of Islands
This pet-friendly beachside apartment, offering the 'Two Bedrooms Suite W/ocean View, Pool, Free Parking & Pet Friendly', is situated in Islamorada's Matecumbe district, close to parks and easily accessible to the Morada Way Arts & Cultural District and Keys History & Discovery Centre.
The two-bedroom suite boasts an ocean view, private balcony, and accommodates up to eight guests, with amenities including Wi-Fi, a pool, and proximity to water sports such as jet skiing and scuba diving at Bud n' Mary's Dive Center.

Find the Best Accommodations with a Swimming Pool in Islamorada, FL, United States

Swim lines in total seclusion surrounded by coastal beauty at beach accommodation with a pool in Islamorada, FL, United States.

Family Escape In Islamorada! Seaside Unit W/ Balcony! Water Sports Equipment - Islamorada, FL
No reviews

Family Escape In Islamorada! Seaside Unit W/ Balcony! Water Sports Equipment

apartment, Islamorada, Village of Islands
This beachfront flat is located in Islamorada's city centre, 200 metres from Hurricane Monument and Indian Key Historic State Park.
This one-bedroom, one-bathroom residence accommodates up to four guests and offers direct beach access, a heated pool with ocean views, complimentary continental breakfast, on-site water sports equipment hire including kayaks and paddleboards, and pet-friendly facilities, with nearby attractions such as Windley Key Fossil Reef Geological State Park and local nightlife at Hog Heaven.
Island Getaway In Islamorada! Parking! Breakfast! - Islamorada, FL
9.3 51 reviews

Island Getaway In Islamorada! Parking! Breakfast!

resort, Islamorada, Village of Islands
This apartment is located in Islamorada, a charming seaside village known for its stunning coral reefs, and is just a short walk from the Theater of the Sea and nearby tropical forests like Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. This property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. Guests can enjoy a range of amenities, including a private beach, a heated pool with ocean views, a private boat ramp, kayaks, stand-up paddleboards, bicycles, and a daily continental breakfast.
Single Family Home In Angler's Reef Gated Community, Beaches,marina,heated Pool - Islamorada, FL
9.8 102 reviews

Single Family Home In Angler's Reef Gated Community, Beaches,marina,heated Pool

apartment, Islamorada, Village of Islands
This beachfront property is located in Islamorada, just under 5 kilometres from Windley Key Fossil Reef Geological State Park, Founders Park, and Islamorada County Park, and 3.5 kilometres from the History of Diving Museum. The home has received excellent ratings for location, cleanliness and user experience.
The house is spread over 149 square metres and can accommodate up to 6 guests. It features 2 bedrooms, 3 bathrooms, a fully equipped kitchen, a spacious balcony, a swimming pool, a jacuzzi, a garden, a spa and parking.
Sportfishing In Florida Keys! Large Unit W/ Private Beach Access! Free Breakfast - Islamorada, FL
No reviews

Sportfishing In Florida Keys! Large Unit W/ Private Beach Access! Free Breakfast

apartment, Islamorada, Village of Islands
This beachfront flat in Islamorada's city centre offers direct access to a private beach resort and is located within 1 kilometre of Windley Key Fossil Reef Geological State Park and Indian Key Historic State Park.
This pet-friendly accommodation for up to four guests features a heated swimming pool with ocean views, an on-site boat ramp, complimentary Wi-Fi, and daily continental breakfast, with bike rentals, kayaks, and paddleboards available for water activities.

The Best Family-Rated Stays in Islamorada, FL, United States

Browse family beach accommodation in Islamorada, FL, United States with space and facilities for all ages.

Ocean Pointe 2br Retreat Ocean View, Pool, Marina & Resort Amenities - Islamorada, FL
9.5 81 reviews

Ocean Pointe 2br Retreat Ocean View, Pool, Marina & Resort Amenities

apartment, Tavernier
Heavenly Hideaway Ocean Pointe 3306 - Islamorada, FL
10 3 reviews

Heavenly Hideaway Ocean Pointe 3306

apartment, Tavernier
4 Bedroom Oceanfront Accessible Villa  Capacity 8 - Islamorada, FL
10 5 reviews

4 Bedroom Oceanfront Accessible Villa Capacity 8

house, Islamorada, Village of Islands
Oceanfront Views At Ocean Pointe + Pool + Beach & Marina Access, Updated 2br - Islamorada, FL
9.4 129 reviews

Oceanfront Views At Ocean Pointe + Pool + Beach & Marina Access, Updated 2br

apartment, Tavernier

Leading Dog-Friendly Accommodations in Islamorada, FL, United States

Let your dog run wild through the sand and surf at these pet-friendly beach accommodations in Islamorada, FL, United States.

2 Suites W/queen Beds, Kitchenette, Outdoor Pool, Free Parking & Pet Friendly - Islamorada, FL
No reviews

2 Suites W/queen Beds, Kitchenette, Outdoor Pool, Free Parking & Pet Friendly

resort, Islamorada, Village of Islands
Swim With Dolphins In The Florida Keys! Free Breakfast & Parking, Marina, Pool! - Islamorada, FL
No reviews

Swim With Dolphins In The Florida Keys! Free Breakfast & Parking, Marina, Pool!

apartment, Islamorada, Village of Islands
Florida Keys Tour! Private Beach Access W/ Marina! Pets Allowed, Free Breakfast - Islamorada, FL
No reviews

Florida Keys Tour! Private Beach Access W/ Marina! Pets Allowed, Free Breakfast

apartment, Islamorada, Village of Islands
Your Home Away From Home! Onsite Pool, Free Breakfast, Free Parking - Islamorada, FL
No reviews

Your Home Away From Home! Onsite Pool, Free Breakfast, Free Parking

apartment, Islamorada, Village of Islands

Find the Best Accommodations with Balconies in Islamorada, FL, United States

Take in breathtaking, uninterrupted ocean sunsets directly from your personal balcony at beach accommodation in Islamorada, FL, United States.

Welcome To Your Island Escape! Min 28-day Reservation Required - Islamorada, FL
10 1 review

Welcome To Your Island Escape! Min 28-day Reservation Required

apartment, Islamorada, Village of Islands
Sea Gulls Oceanfront Condo With Large Heated Oceanfront Pool - Islamorada, FL
9.3 42 reviews

Sea Gulls Oceanfront Condo With Large Heated Oceanfront Pool

apartment, Islamorada, Village of Islands
Bright & Sunny Suite W/ Magnificent Ocean Views - Islamorada, FL
9.8 102 reviews

Bright & Sunny Suite W/ Magnificent Ocean Views

apartment, Tavernier
Idyllic Tropical Paradise Overlooking The Fabulous Florida Bay. - Islamorada, FL
9.8 28 reviews

Idyllic Tropical Paradise Overlooking The Fabulous Florida Bay.

apartment, Islamorada, Village of Islands

Best Islamorada, FL accommodations with a kitchen

Luxury Floating Cottage  Marina, Dining & Fun! - Islamorada, FL
10 4 reviews

Luxury Floating Cottage Marina, Dining & Fun!

apartment, Islamorada, Village of Islands
Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable - Islamorada, FL
10 2 reviews

Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

house, Islamorada, Village of Islands
Waterfront Sunset View Aqua Villa At Conch Shell @ Mangrove Resort Llc - Islamorada, FL
9.3 42 reviews

Waterfront Sunset View Aqua Villa At Conch Shell @ Mangrove Resort Llc

house, Tavernier
Ocean View, Remodeled Conch Cottage & Tiki - Islamorada, FL
No reviews

Ocean View, Remodeled Conch Cottage & Tiki

apartment, Islamorada, Village of Islands
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