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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 3 best resorts with a jacuzzi

Cheeca Lodge & Spa - Islamorada, FL
8.8 219 reviews

Cheeca Lodge & Spa

resort, Islamorada, Village of Islands
Cheeca Lodge & Spa, a resort in Islamorada, Village of Islands, offers direct access to a nearby beach, ideal for exploring the coastal beauty of the Florida Keys.
This establishment provides a comprehensive range of amenities including an on-site spa, swimming pool with a poolside bar, fitness centre, and convenient parking, with express check-in/check-out services available.
Chesapeake Beach Resort - Islamorada, FL
9.0 2602 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.
Cheeca Lodge & Spa - Islamorada, FL
9.0 2014 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.

Best Islamorada, FL resorts with a pool

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

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.
King Room W/ Balcony, Breakfast & Pool - Islamorada, FL
No reviews

King Room W/ Balcony, Breakfast & Pool

resort, Islamorada, Village of Islands
This Islamorada resort offers private beach access and is situated close to renowned coral reefs, Windley Key Fossil Reef Geological State Park, Lignumvitae Key Botanical State Park, the History of Diving Museum, and the Theater of the Sea.
The "King Room W/ Balcony, Breakfast & Pool" accommodation accommodates two guests and features air conditioning, internet, parking, a swimming pool, and is pet-friendly.
Ragged Edge Resort & Marina - Islamorada, FL
9.5 378 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.
Bayside Villas By Islander Resort - Islamorada, FL
8.9 900 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.

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 an hour and a half, or fly into Miami International Airport (MIA) and drive about four hours. If you're driving, you'll be taking the Overseas Highway (US 1), which is a scenic drive with plenty of stops along the way.
  • What are the best resorts with a swimming pool in Islamorada, FL?

    Pines & Palms Resort, Cheeca Lodge & Spa and Chesapeake Beach 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 May and September to October. The weather is still pleasant, the crowds are smaller, and the prices are often lower.
  • What are the best resorts with jacuzzi in Islamorada, FL?

  • What are the best daytrips from Islamorada, FL?

    From Islamorada, you can easily take day trips to nearby destinations. Key West is a popular choice, known for its vibrant nightlife and historic architecture. You can also visit Dry Tortugas National Park, a remote island with a 19th-century fort and stunning coral reefs. For a more laid-back day, head to Marathon, a charming town with a variety of restaurants and shops.
  • What are the best family friendly resorts in Islamorada, FL?

    The best family friendly resorts in Islamorada, FL are Pines & Palms Resort, Cheeca Lodge & Spa and Chesapeake Beach Resort.

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

    Islamorada is a great place for a romantic getaway. Take a sunset cruise on a sailboat or catamaran, enjoy a private picnic on Anne's Beach, or go kayaking at Indian Key Historic State Park. You can also indulge in a couples massage at one of the many spas in the area.
  • What are the best pet friendly resorts in Islamorada, FL?

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

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

    Islamorada is located in the heart of the Florida Keys, so you'll be close to a variety of cities. Key West is about an hour and a half drive south, while Marathon is about 30 minutes north. If you're looking for a bigger city, Miami is about a four-hour drive.
  • What are the most requested amenities in resorts in Islamorada, FL?

    Resorts in Islamorada are known for their beautiful beaches, so you'll find many offer private beach access, swimming pools, and water sports like kayaking and paddleboarding. Other popular amenities include restaurants, bars, and spas.

Popular destinations

Best Islamorada, FL resorts with air conditioning

Seaside Villas, Ocean Views, Pool, Free Breakfast! - Islamorada, FL
No reviews

Seaside Villas, Ocean Views, Pool, Free Breakfast!

resort, Islamorada, Village of Islands
The Seaside Villas W/ Ocean Views & Front Porch! Pool is located on a private beach in Islamorada, Village of Islands, offering direct access to coral reefs for diving and proximity to Windley Key Fossil Reef Geological State Park and the History of Diving Museum.
This pet-friendly accommodation sleeps four guests in a 35-square-metre room featuring air conditioning, complimentary toiletries, and a TV, with a heated outdoor swimming pool and free parking available.
Matecumbe Resort - Islamorada, FL
8.7 551 reviews

Matecumbe Resort

aparthotel, Islamorada, Village of Islands
The Matecumbe Resort is situated in Islamorada, a short distance from Sea Oats Beach, Upper Matecumbe Key, and Windley Key, offering a convenient base to explore the beautiful Florida Keys. This 2-star aparthotel consistently receives very good user ratings for its cleanliness, location, and overall experience.
Each self-catering apartment comes equipped with a kitchen, including a fridge, microwave, and other essentials. Guests can enjoy a range of amenities, including a swimming pool, a terrace, a garden, free parking, and Wi-Fi, as well as access to a private beach.
2 Bedroom Suite In Islamorada! Swimming Pool, Kitchenette, Pets Allowed! - Islamorada, FL
10 1 review

2 Bedroom Suite In Islamorada! Swimming Pool, Kitchenette, Pets Allowed!

resort, Islamorada, Village of Islands
This beachfront villa in Matecumbe, Islamorada, is situated a 15-minute walk from Indian Key Historic State Park and Bud n' Mary's Dive Centre, and under 2 km from the Hurricane Monument and Florida Keys Brewing Co.
The 99 square metre property boasts two bedrooms, two bathrooms, sleeps eight guests, and includes a swimming pool, terrace, and fully equipped kitchen; concierge services are also available.
Islander Resort - Islamorada, FL
9.1 3923 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.

Best Islamorada, FL resorts with a gym

Islander Resort - Islamorada, FL
9.1 3923 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.
Bayside Villas By Islander Resort - Islamorada, FL
8.9 900 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.
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort - Islamorada, FL
8.8 495 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.
Cheeca Lodge & Spa - Islamorada, FL
9.0 2014 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.
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