Places to stay in Islamorada, FL

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Islamorada, FL place to stay
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2091 Best places to stay in Islamorada, FL

Best Islamorada, FL lodgings with a pool

Among the 2091 accommodations in Islamorada, FL, here are the 4 best ones with a pool

Bayview Isle Place - Islamorada, FL
No reviews

Bayview Isle Place

apartment, Islamorada, Village of Islands
This Islamorada apartment, situated on Snake Creek approximately 1.6 kilometres south of Founders Park, offers stunning waterfront views.
The four-bedroom, three-bathroom property sleeps six guests and boasts a swimming pool, wrap-around porch, and proximity to Islamorada's attractions including the Theatre of the Sea and various state and national parks.
Houseboat 2bd, Private Keys Cottage Loggerhead - Islamorada, FL
9.4 611 reviews

Houseboat 2bd, Private Keys Cottage Loggerhead

boat, Islamorada, Village of Islands
This boat is situated in Islamorada, close to the village centre and within easy reach of the famous bridges and fishing spots. It boasts excellent ratings for location, cleanliness, and overall user experience.
The accommodation comes with two bedrooms and one bathroom, offering comfortable living space for a small group. Amenities include air conditioning, a kitchen, a garden, and parking, ensuring a pleasant and convenient stay.
Sportfishing In Florida Keys! Free Parking, Pets Allowed, Pool, Bike Rentals! - Islamorada, FL
10 2 reviews

Sportfishing In Florida Keys! Free Parking, Pets Allowed, Pool, Bike Rentals!

apartment, Islamorada, Village of Islands
This Islamorada beachfront apartment, part of a pet-friendly resort, offers direct beach access and is within easy reach of the Islamorada Brewery & Distillery and Florida Keys Brewing Co., both a short drive or walk away.
The 27-square-metre (290 sq ft) self-catering flat features two queen beds, sleeping up to four guests, and includes a refrigerator, microwave, and Keurig coffee maker; on-site amenities comprise a heated pool, kayak and paddleboard rentals, plus a daily continental breakfast.
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location - Islamorada, FL
9.5 2 reviews

Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

house, Islamorada, Village of Islands
This Isla Key Guava Boutique Resort villa in Islamorada, Florida Keys, boasts a prime waterfront location, a 12-minute walk from Upper Matecumbe Key and 4.3km from Windley Key.
The 156 square metre, three-bedroom property sleeps nine guests and features a fully equipped kitchen, swimming pool, fitness centre, and balcony with stunning views; free Wi-Fi and parking are also provided.

Best family friendly Islamorada, FL lodging

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

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 townhouse boasts an oceanfront location with direct water access, situated 5km from Upper Matecumbe Key, 16km from Pigeon Key, and 29km from John Pennekamp Coral Reef State Park.
The 158 square metre property offers three bedrooms, three bathrooms, sleeping up to eight guests, and features a private pool, dock, fully equipped kitchen, and free Wi-Fi, with a balcony providing stunning sea views.
️Oceanfront Paradise Awaits You️ - Islamorada, FL
8.6 4 reviews

️Oceanfront Paradise Awaits You️

apartment, Tavernier
This beachfront condo in Tavernier, Florida Keys, is ideally situated between Key Largo and Islamorada, approximately 1.6km from Harry Harris Park and 18km from John Pennekamp Coral Reef State Park.
This two-bedroom, two-bathroom apartment sleeps four guests and boasts a private sandy beach, a heated swimming pool, jacuzzi, and access to on-site amenities including tennis courts, a restaurant, and a marina; free parking for two cars is provided within a secure community.
Charming House Boat With 2 Bedrooms And Wifi, Ac In Wonderful Islamorada - Islamorada, FL
10 5 reviews

Charming House Boat With 2 Bedrooms And Wifi, Ac In Wonderful Islamorada

houseboat, Islamorada, Village of Islands
This Islamorada houseboat, situated in the Matecumbe district, offers easy walking access to the Florida Keys Brewing Co. and the Hurricane Monument.
The two-bedroom, one-bathroom floating home sleeps four guests and features a fully equipped kitchen, air conditioning, Wi-Fi, and a barbecue; nearby attractions include Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park.
House ∙ 3 Bedrooms ∙ 6 Guests - Islamorada, FL
No reviews

House ∙ 3 Bedrooms ∙ 6 Guests

house, Islamorada, Village of Islands
This Keys-style detached house in Delray Beach offers direct ocean-access canal frontage with a private dock, ideal for boating and fishing enthusiasts exploring the waterfront.
This family-friendly property accommodates ten guests across three bedrooms and three bathrooms, featuring an expansive outdoor living space with a heated pool, a fully equipped kitchen, and high-speed Gigabit Wi-Fi.

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.

Popular destinations

Best Islamorada, FL accommodations with a balcony

Starfish Seas Ocean Pointe 1302 King/queen 2ba 2br - Islamorada, FL
9.8 29 reviews

Starfish Seas Ocean Pointe 1302 King/queen 2ba 2br

apartment, Tavernier
This two-bedroom apartment is situated in Tavernier, Florida, just halfway between Key Largo and Islamorada, offering easy access to the area's top attractions. The property has received excellent reviews from previous guests, highlighting its comfortable and convenient features.
The apartment comfortably sleeps four guests and boasts a modern design with updated kitchens and bathrooms. Guests have access to a range of amenities, including a swimming pool, hot tub, tennis courts, and a private sandy beach, providing ample opportunities for relaxation and recreation.
Anglers Reef Islamorada, Bikes,kayak,paddle Boards Dock Available-pool - Islamorada, FL
9.8 113 reviews

Anglers Reef Islamorada, Bikes,kayak,paddle Boards Dock Available-pool

apartment, Islamorada, Village of Islands
This two-bedroom apartment is located in the Anglers Reef community in Islamorada, just a short distance from local shops, bars, and restaurants, and within easy reach of the famous Islamorada "sandbar" and Alligator Reef. The apartment has received excellent ratings from previous guests and offers a peaceful, gated oasis with minimal traffic and stunning ocean views.
The 128 square metre apartment can accommodate up to six guests and features a spacious open layout, granite countertops, updated appliances, and a comfortable king-size bed in the master bedroom. Guests can enjoy a range of amenities, including a private swimming pool, boat docks, private beaches, three flat-screen TVs with Hulu and Netflix, complimentary wireless internet, a Keurig coffee pot, a full-size washer and dryer, and a fully equipped kitchen.
Drop Anchor Resort & Marina - Islamorada, FL
8.7 1701 reviews

Drop Anchor Resort & Marina

glamping, Islamorada, Village of Islands
This mobile home is located in Islamorada, just a short walk from Theater of the Sea and a short drive from Indian Key Historic Park, offering a convenient base for exploring the area. The mobile home has received very good ratings for cleanliness and user experience, and the location itself is rated excellent.
The mobile home features a kitchen with a fridge and microwave, air conditioning, and a terrace or balcony. Guests have access to a range of amenities, including a swimming pool, a bar, a tennis court, and a garden, as well as kayaks, paddleboards and Wi-Fi.
Oceanfront! Oceanfront! Oceanfront! - Islamorada, FL
9.4 79 reviews

Oceanfront! Oceanfront! Oceanfront!

apartment, Islamorada, Village of Islands
This apartment is situated in Islamorada, just a short distance from the Florida Keys Dive Center and Mariners Hospital, offering easy access to the area's attractions. With excellent user ratings, this property promises a comfortable and enjoyable stay.
The apartment spans 111 square metres and comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, a private pool, a fitness centre, and a spa, ensuring a relaxing and enjoyable stay for all.

Best Islamorada, FL accommodations with a kitchen

Beautiful Ocean Access Islamorada Condo. Mm 76.5 Bring Your Boat - Islamorada, FL
8.8 5 reviews

Beautiful Ocean Access Islamorada Condo. Mm 76.5 Bring Your Boat

apartment, Islamorada, Village of Islands
This one-bedroom apartment, located in the Matecumbe district of Islamorada, is just a short walk from Anne's Beach and Sunset Drive Beach, and within a 3.2 km drive of San Pedro Underwater Archaeological Preserve State Park and Robbie's of Islamorada. The 46 square metre property features a fully equipped kitchen, a balcony, a swimming pool, a Jacuzzi, and a tennis court, and can accommodate up to five guests.
Wake Up Every Day To The Sunrise From The Deck Of This Waterfront Home 2bed Home - Islamorada, FL
10 2 reviews

Wake Up Every Day To The Sunrise From The Deck Of This Waterfront Home 2bed Home

apartment, Islamorada, Village of Islands
Brand New! 2-bedroom House In Resort is situated in Seabreeze Trailer Park, Islamorada, directly opposite Founders Park, offering beach access and conveniently located a short drive from Islamorada's restaurants and fishing attractions.
This two-bedroom, two-bathroom house sleeps six, boasting full access to Sun Outdoors Islamorada resort amenities including a heated pool, clubhouse, and oceanfront boardwalk, plus proximity to John Pennekamp Coral Reef State Park.
Toes In The Sand - 2 Bedroom Condo Sleeps 4 - Islamorada, FL
9.9 76 reviews

Toes In The Sand - 2 Bedroom Condo Sleeps 4

apartment, Tavernier
This oceanfront apartment in Tavernier, Florida, is situated 1.1 km from Harry Harris Park and within 5 km of Mariners Hospital and the Florida Keys Dive Centre.
The 86-square-metre property sleeps four guests and boasts a full kitchen, two bathrooms, in-unit laundry, a private balcony, and access to a swimming pool, Jacuzzi, tennis court, and barbecue grills; making it ideal for families.
Private 3-bedroom Brand New Apartment In Tavernier, Key Largo - Islamorada, FL
10 5 reviews

Private 3-bedroom Brand New Apartment In Tavernier, Key Largo

apartment, Tavernier
This Tavernier flat is ideally situated for exploring the Florida Keys, offering proximity to historical sites such as the Hurricane Monument and Indian Key Historic State Park, and is a short drive from John Pennekamp Coral Reef State Park.
Spanning 84 square meters, this three-bedroom flat accommodates up to six guests with a fully equipped kitchen, air conditioning, WiFi, and parking, making it suitable for families and groups seeking a comfortable base for activities around Tavernier.
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