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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
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 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

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.
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.
King Balcony Room | 1 Mi To Theater Of The Sea - Islamorada, FL
No reviews

King Balcony Room | 1 Mi To Theater Of The Sea

resort, Islamorada, Village of Islands
This resort, offering a King Balcony Room with a 1.6 km proximity to the Theater of the Sea, is situated on a private beach in Islamorada, Village of Islands, providing direct ocean access and close proximity to world-renowned coral reefs, Windley Key Fossil Reef Geological State Park, and Lignumvitae Key Botanical State Park.
Guests can enjoy amenities such as air conditioning, Wi-Fi, a swimming pool, and parking, with the accommodation suitable for two people and offering family-friendly activities and access to the History of Diving Museum.
Aqua Lodge Houseboat "Calypso" - Islamorada, FL
9.7 74 reviews

Aqua Lodge Houseboat "Calypso"

houseboat, 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.

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

2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay - Islamorada, FL
No reviews

2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay

resort, Islamorada, Village of Islands
This beach bungalow, part of the "2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay" offer, is located in Matecumbe, Islamorada, within 2 kilometres of Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park, with MoradaWay Arts & Cultural District and Keys History & Discovery Center also nearby.
Each 2-bedroom, 2-bathroom unit accommodates up to six guests, featuring a full kitchen, private washer/dryer, complimentary use of kayaks and bicycles, and direct access to a private beach, alongside on-site amenities including a pool, hot tub, fishing pier, and boat ramp with a complimentary slip.
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.
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.
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 Islamorada, FL resorts with a gym

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.
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.
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.
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