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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

Chesapeake Beach Resort - Islamorada, FL
9.0 2595 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
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.
Cheeca Lodge & Spa - Islamorada, FL
9.0 2001 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

Proximity Ats Its Best! 2 Units, Pool + Breakfast! - Islamorada, FL
10 4 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.
Rare Gem! Free Parking, Breakfast, Onsite Pool - Islamorada, FL
No reviews

Rare Gem! Free Parking, Breakfast, Onsite Pool

resort, Islamorada, Village of Islands
This Islamorada resort offers direct access to a private beach and is situated conveniently close to renowned coral reefs for snorkelling and diving, Windley Key Fossil Reef Geological State Park, Lignumvitae Key Botanical State Park, the History of Diving Museum, and the Theatre of the Sea.
The "Rare Gem! Free Parking, Breakfast, Onsite Pool" offer includes accommodation for two guests with one bathroom, featuring air conditioning, internet, a pet-friendly policy with additional charges, and an on-site outdoor heated swimming pool.
Keys Escape Oceanfront Resort Condo Sleeps 6 - Islamorada, FL
No reviews

Keys Escape Oceanfront Resort Condo Sleeps 6

resort, Tavernier
Keys Escape Oceanfront Resort Condo Sleeps 6 offers direct beachfront accommodation in Tavernier, located within 5 kilometres of Harry Harris Park and Mangrove Marina, and 4.8 kilometres from Florida Keys Dive Centre.
This resort condo provides complimentary Wi-Fi in common areas, on-site barbecue facilities, and free parking, with a swimming pool available for guest use.
Premium Suites W/ Kitchenette! Pool, Breakfast! - Islamorada, FL
No reviews

Premium Suites W/ Kitchenette! Pool, Breakfast!

resort, Islamorada, Village of Islands
This resort in Islamorada, Village of Islands, offers premium suites with kitchenettes and is situated on a private beach, within 500 meters of the Theater of the Sea and close to Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park.
These pet-friendly lodgings provide 31 square meters of space for two guests, featuring air conditioning, internet, and access to a heated outdoor swimming pool and gardens, with complimentary parking available.

Frequently asked questions about resorts 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 spring (March - May) or autumn (September - November) when the weather is pleasant and there are fewer crowds. You can enjoy swimming, fishing, and other outdoor activities without the summer heat and humidity.
  • 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 are the best daytrips from Islamorada, FL?

    A popular day trip is to Key West to explore the historic Old Town, visit the Hemingway House, or relax on the beaches. You can also take a boat trip to Dry Tortugas National Park, where you can see the Fort Jefferson and snorkel in the crystal-clear waters.
  • What are the best resorts with jacuzzi in Islamorada, FL?

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

    For a romantic getaway, take a sunset cruise on a sailboat or catamaran. You can also enjoy a private dinner on the beach or have a picnic at Anne's Beach. Take a walk along the Islamorada Waterfront to watch the sunset over the ocean.
  • 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 nearest cities to explore when you are in Islamorada, FL?

    The nearest major city is Miami, about a four-hour drive from Islamorada. You can also visit Key West, which is about an hour and a half drive from Islamorada, and Marathon, which is about 30 minutes away.
  • 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 most requested amenities in resorts in Islamorada, FL?

    Most resorts in Islamorada offer amenities like swimming pools, private beaches, and on-site restaurants. Many also have water sports activities like kayaking, paddleboarding, and fishing. Some resorts even have spas and fitness centres.

Popular destinations

Best Islamorada, FL resorts with air conditioning

Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort - Islamorada, FL
8.8 489 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.
2 Spacious Garden Suite W/ Kitchenette | Outdoor Pool + Beach Access - Islamorada, FL
No reviews

2 Spacious Garden Suite W/ Kitchenette | Outdoor Pool + Beach Access

resort, Islamorada, Village of Islands
This beachfront property in Matecumbe, Islamorada, offers the '2 Spacious Garden Suites W/ Kitchenette | Outdoor Pool + Beach Access' option, situated within a 2.4km walk of Indian Key Historic State Park and Bud n' Mary's Dive Centre, and under 1.6km from the Hurricane Monument and Florida Keys Brewing Co.
The 57 square metre suites, each sleeping up to 12 guests, feature two bedrooms, two bathrooms, a kitchenette, a terrace/balcony, and access to an outdoor pool, plus concierge services and on-site parking.
Two Bedroom Ocean Front Suite W/kitchenette, Pool, Free Parking & Pet Friendly - Islamorada, FL
No reviews

Two Bedroom Ocean Front Suite W/kitchenette, Pool, Free Parking & Pet Friendly

resort, Islamorada, Village of Islands
This pet-friendly oceanfront suite, part of a non-smoking resort in Islamorada's Matecumbe district, offers convenient access to beaches, parks, and attractions such as the Morada Way Arts & Cultural District and Indian Key Historic State Park (distances unspecified).
The 'Two Bedroom Ocean Front Suite W/kitchenette, Pool, Free Parking & Pet Friendly' sleeps six, features a kitchenette, balcony access from each room, free Wi-Fi, and a shared pool; nearby water sports include jet skiing, kayaking, and scuba diving.
Suites Near Lignumvitae Key! Parking, Breakfast! - Islamorada, FL
10 2 reviews

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.

Best Islamorada, FL resorts with a gym

Bayside Villas By Islander Resort - Islamorada, FL
8.9 898 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.
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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