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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 2 best resorts with a jacuzzi

Cheeca Lodge & Spa - Islamorada, FL
9.0 1953 reviews

Cheeca Lodge & Spa

resort, Islamorada, Village of Islands
Cheeca Lodge & Spa is situated on a 27-acre stretch of waterfront in Islamorada, just a 20-minute drive from downtown Key Largo and 13.7 miles from Long Key State Park. The resort has received very good user ratings, with excellent scores for location and cleanliness.
The property features spacious rooms with balconies and resort views. Guests can enjoy a range of amenities, including a 9-hole golf course, spa, fishing pier, swimming pools, fitness centre, tennis courts, and watersports facilities.
Chesapeake Beach Resort - Islamorada, FL
9.0 2586 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

Suites Near Lignumvitae Key! Parking, Breakfast! - Islamorada, FL
10 1 review

Suites Near Lignumvitae Key! Parking, Breakfast!

resort, Islamorada, Village of Islands
The "Large Suites Near Lignumvitae Key! Parking, Pool" accommodation offers direct access to a private beach in Islamorada, Village of Islands, placing guests within 5 kilometres of renowned coral reefs for snorkelling and diving, and a short distance from Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park.
This pet-friendly resort provides air-conditioned rooms with complimentary toiletries and basic kitchen amenities for up to two guests, featuring an on-site outdoor heated swimming pool and convenient parking, with walking distance to the History of Diving Museum and Theatre of the Sea.
Look No Further! 4 Units, Onsite Pool + Breakfast! - Islamorada, FL
No reviews

Look No Further! 4 Units, Onsite Pool + Breakfast!

resort, Islamorada, Village of Islands
This Islamorada resort, situated on a private beach within walking distance of the Theatre of the Sea and close to Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park, offers direct beach access.
This four-bedroom, four-bathroom property provides 120 square metres of space, sleeping up to 16 guests across four separate rooms, each with a balcony and amenities including a private fridge and Keurig coffee machine; on-site facilities comprise a heated pool, complimentary continental breakfast, and kayak and paddleboard rentals.
Large Unit W/ Private Beach Access! Free Breakfast - Islamorada, FL
10 1 review

Large Unit W/ Private Beach Access! Free Breakfast

resort, Islamorada, Village of Islands
This Islamorada apartment, situated on a private beach within walking distance of the Theatre of the Sea and close to Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park, offers convenient access to local attractions.
The 37 square metre self-catering flat features two queen beds and a sofa bed, sleeping up to four guests, and includes a kitchenette, daily housekeeping, complimentary continental breakfast, and access to resort amenities such as a heated pool, kayaks, paddleboards, and bicycles.
Two Balcony Rooms W/ Breakfast & Pool Access - Islamorada, FL
No reviews

Two Balcony Rooms W/ Breakfast & Pool Access

resort, Islamorada, Village of Islands
This Islamorada resort offers two-balcony rooms with breakfast and pool access, situated on a private beach within easy reach of coral reefs, Windley Key Fossil Reef Geological State Park, and Lignumvitae Key Botanical State Park, just 700 metres from the History of Diving Museum and a short walk to the Theater of the Sea. This accommodation provides private beach access, swimming pool, garden, air conditioning, internet, and parking for up to eight guests across two bedrooms and two bathrooms, with nearby opportunities for snorkelling and scuba diving.

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

Beachside Unit With Free Breakfast - Islamorada, FL
10 1 review

Beachside Unit With Free Breakfast

resort, Islamorada, Village of Islands
This Islamorada beachfront apartment offers direct beach access, a short walk (less than 1 km) from the Theatre of the Sea and near Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks.
The 37 square metre self-catering flat sleeps four guests, boasting two queen beds, a sofa bed, a kitchenette, a balcony, and access to an on-site heated pool, kayaks, paddleboards, bike rentals, daily continental breakfast and housekeeping.
Best Place To Unwind! 2 Units, Pool & Breakfast! - Islamorada, FL
No reviews

Best Place To Unwind! 2 Units, Pool & Breakfast!

resort, Islamorada, Village of Islands
This Islamorada apartment complex boasts private beach access and is within walking distance of the Theatre of the Sea, and close to Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks.
Offering two separate 290 sq ft (approx. 27 sq m) units, each with two queen-size beds, this pet-friendly property sleeps eight, and includes a heated pool, kayaks, paddleboards, bike rentals, daily continental breakfast, and complimentary parking for one car.
2 Bedroom Suite W/ Kitchenette, Outdoor Pool, Free Parking & Pet Friendly! - Islamorada, FL
8.8 3 reviews

2 Bedroom Suite W/ Kitchenette, Outdoor Pool, Free Parking & Pet Friendly!

resort, Islamorada, Village of Islands
This beachfront villa in Matecumbe, Islamorada, enjoys a central location, less than 2km from Hurricane Monument and the Florida Keys Brewing Company, and a 15-minute walk from Indian Key Historic State Park and Bud n' Mary's Dive Centre.
The 125 square metre property offers two bedrooms, one bathroom, sleeps eight guests, and includes a swimming pool, terrace, and concierge service, alongside amenities such as Wi-Fi and parking.
Aqua Lodge Houseboat "Calypso" - Islamorada, FL
9.7 73 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.

Best Islamorada, FL resorts with a gym

Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort - Islamorada, FL
8.9 455 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.
Islander Resort - Islamorada, FL
9.1 3917 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.
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