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Islamorada, FL resorts
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89 Best resorts in Islamorada, FL

Best Islamorada, FL resorts with a jacuzzi

Among the 89 accommodations in Islamorada, FL, here are the 1 best resorts with a jacuzzi

Chesapeake Beach Resort - Islamorada, FL
9.0 2604 reviews

Chesapeake Beach Resort

resort, Islamorada, Village of Islands
Chesapeake Beach Resort is located in Islamorada, Florida, just two miles from Windley Key Fossil Reef Geological State Park and directly on the oceanfront, offering stunning ocean views and easy access to the beach. The resort has received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of rooms and suites, all featuring a 37-inch flat-screen cable TV and a small refrigerator. Guests can enjoy an outdoor pool with ocean views, a Jacuzzi, a terrace or balcony, a garden, and a restaurant and bar on-site.

Best Islamorada, FL resorts with a pool

Among the 89 accommodations in Islamorada, FL, here are the 4 best resorts with a pool

Proximity Ats Its Best! 2 Units, Pool + Breakfast! - Islamorada, FL
10 5 reviews

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

resort, Islamorada, Village of Islands
This Islamorada apartment rental is situated on a private beach, within walking distance of the Theatre of the Sea and close to Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks.
The 606 sq ft property comprises two bedrooms, two bathrooms, sleeps eight guests, and offers amenities including a heated pool, kayaks, paddleboards, bicycles, and complimentary continental breakfast.
King Balcony Room W/ Breakfast & Pool - Islamorada, FL
No reviews

King Balcony Room W/ Breakfast & Pool

resort, Islamorada, Village of Islands
This hotel offers the "King Balcony Room W/ Breakfast & Pool" package and is situated on a private beach in Islamorada, within walking distance of the History of Diving Museum and the Theater of the Sea, and a short distance from Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park.
This accommodation provides air conditioning, Wi-Fi, and on-site parking, with direct access to a swimming pool and garden, ideal for two guests seeking proximity to world-renowned coral reefs for snorkelling and scuba diving.
Ragged Edge Resort & Marina - Islamorada, FL
9.5 382 reviews

Ragged Edge Resort & Marina

resort, Islamorada, Village of Islands
Ragged Edge Resort & Marina is located in Islamorada, just a short drive from Windley Key and Upper Matecumbe Key, offering easy access to the area's natural beauty. The resort has consistently received excellent ratings for location, cleanliness, and overall experience.
The accommodation features a mix of rooms and suites, some with balconies offering sea views. Guests can enjoy amenities such as a swimming pool, terrace, free bikes, a communal grill, and free Wi-Fi.
Dual 2-queen Room Suite W/ Breakfast & Pool - Islamorada, FL
No reviews

Dual 2-queen Room Suite W/ Breakfast & Pool

resort, Islamorada, Village of Islands
This resort in Islamorada, Village of Islands, offers direct access to a private beach and is situated near world-class coral reefs for snorkeling and diving, as well as Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park.
The Dual 2-queen Room Suite, accommodating up to eight guests, features two bedrooms and two bathrooms, includes breakfast and pool access, and is within walking distance of the History of Diving Museum and the Theater of the Sea, with amenities such as air conditioning, internet, and parking.

Frequently Asked Questions about resorts in Islamorada, FL

  • How easy is it to get to Islamorada, FL?

    Getting to Islamorada is pretty straightforward. You can fly into Key West International Airport (EYW) and drive about 100km, or fly into Miami International Airport (MIA) and drive about 200km. You can also take the Florida Keys Overseas Highway, which is a scenic drive that takes you over the water.
  • What are the best resorts with a swimming pool in Islamorada, FL?

    Chesapeake Beach Resort, La Jolla Resort and Pines & Palms Resort are among the best resorts with a swimming pool in Islamorada, FL.

  • What time of year is best to stay in a resort in Islamorada, FL?

    The best time to visit Islamorada is during the shoulder seasons, from April to June and September to November. The weather is still warm and sunny, but the crowds are smaller and the prices are lower.
  • What are the best resorts with jacuzzi in Islamorada, FL?

    The Caribbean Resort, Topsider Resort and Cheeca Lodge & Spa are the best resorts with a jacuzzi in Islamorada, FL.

  • What are the best daytrips from Islamorada, FL?

    You can easily take a day trip to Key West, which is about 160km from Islamorada. You can also visit the John Pennekamp Coral Reef State Park, which is a great place to go snorkeling or diving. If you're looking for something a little different, you can check out the Dolphin Research Center in Marathon.
  • What are the best family friendly resorts in Islamorada, FL?

    The best family friendly resorts in Islamorada, FL are Chesapeake Beach Resort, La Jolla Resort and Pines & Palms Resort.

  • What are the most romantic activities in and around Islamorada, FL?

    Islamorada is a great place for a romantic getaway. You can take a sunset cruise, go for a walk on the beach, or have a romantic dinner at one of the many restaurants overlooking the water. For a truly special experience, you can book a private fishing charter or a sunset sail.
  • What are the best pet friendly resorts in Islamorada, FL?

    The best pet friendly resorts in Islamorada, FL are Chesapeake Beach Resort, Pines & Palms Resort and Islander Resort.

  • What are the nearest cities to explore when you are in Islamorada, FL?

    The nearest city to Islamorada is Marathon, which is about 30km away. You can also visit Key West, which is about 160km away. If you're looking for a bigger city, you can drive to Miami, which is about 200km away.
  • What are the most requested amenities in resorts in Islamorada, FL?

    Most resorts in Islamorada offer swimming pools, private beaches, and water sports activities. You can also find resorts with restaurants, bars, and spas. If you're looking for a more luxurious experience, you can book a resort with a private balcony or a beachfront villa.

Popular destinations

Best Islamorada, FL resorts with air conditioning

2 Separate Unites W/ 2 Bedrooms, Kitchenette, Pool, Free Parking & Pool - Islamorada, FL
No reviews

2 Separate Unites W/ 2 Bedrooms, Kitchenette, Pool, Free Parking & Pool

resort, Islamorada, Village of Islands
This four-bedroom, two-bathroom holiday property, offering '2 Separate Units W/ 2 Bedrooms, Kitchenette, Pool, Free Parking & Pool', is located in Islamorada's Matecumbe district, near Indian Key Historic State Park and the Hurricane Monument.
The self-catering villa, sleeping up to 16 guests, boasts a pool, free Wi-Fi, and balconies with views, plus easy access to watersports such as jet skiing and kayaking in the nearby waters.
Islamorada Stay! Free Breakfast | Pool & Parking! - Islamorada, FL
No reviews

Islamorada Stay! Free Breakfast | Pool & Parking!

resort, Islamorada, Village of Islands
This Islamorada resort offers a prime location in the Village of Islands, approximately 160 kilometres south of Miami, known for its upscale, small-town atmosphere and natural beauty.
The accommodation provides a 2-bedroom, 1-bathroom unit for up to 4 guests, featuring air conditioning, free Wi-Fi, a swimming pool, complimentary breakfast and parking, and welcomes pets for an additional nightly charge under the "Islamorada Stay! Free Breakfast | Pool & Parking!" offer.
Aqua Lodge Houseboat "Calypso" - Islamorada, FL
9.7 74 reviews

Aqua Lodge Houseboat "Calypso"

resort, Tavernier
This houseboat is situated on the waterfront in Tavernier, just a short walk from Baker's Cay Resort Beach and Mariners Hospital, offering easy access to the Florida Keys Dive Center and Harry Harris Park. The property has consistently received excellent ratings for its location, cleanliness and overall experience.
The houseboat features three bedrooms and two bathrooms, providing comfortable accommodation for a family or group of friends. The spacious living area, complete with a fully equipped kitchen, air conditioning, and a private swimming pool, offers a relaxing retreat with stunning waterfront views.
Bayside Villas By Islander Resort - Islamorada, FL
8.9 899 reviews

Bayside Villas By Islander Resort

resort, Islamorada, Village of Islands
Islander Bayside Villas & Boatslips is located in Islamorada, Florida, just a short walk from the beach and a short drive from Windley Key Fossil Reef Park. The resort has received very good ratings for user experience, location, and cleanliness.
The villas offer a comfortable and convenient stay with fully equipped kitchens, flat-screen TVs, free WiFi, and laundry facilities. Guests can enjoy a refreshing dip in the outdoor pool, rent bicycles, and explore the nearby water sports activities.

Best Islamorada, FL resorts with a gym

Islander Resort - Islamorada, FL
9.1 3918 reviews

Islander Resort

resort, Islamorada, Village of Islands
Islander Resort is situated directly on the beach in Islamorada, offering easy access to the beautiful waters of the Florida Keys and the area's attractions. The resort has received very good ratings for its overall experience, with excellent marks for its location and cleanliness.
The resort provides spacious rooms with private porches or lanais, perfect for enjoying the tropical ambiance. Guests can enjoy a range of amenities including swimming pools, a bar and restaurant, a spa, a fitness centre, and a concierge service.
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort - Islamorada, FL
8.8 510 reviews

Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort

resort, Islamorada, Village of Islands
The Postcard Inn Beach Resort & Marina is located on an island in the Florida Keys, just 3 km from Windley Key Fossil Reef Geological Park and 34 km from Key Largo. The resort has received very good ratings for user experience, location, and cleanliness.
The resort offers a range of amenities and activities, including a swimming pool, a terrace, a garden, a restaurant, a bar, and a marina. Guests can enjoy fresh seafood at the Raw Bar, charter fishing trips, or explore the surrounding area by jet ski.
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