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Islamorada, FL resorts
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69 Best resorts in Islamorada, FL

Best Islamorada, FL resorts with a jacuzzi

Among the 69 accommodations in Islamorada, FL, here are the 2 best resorts with a jacuzzi

Cheeca Lodge & Spa - Islamorada, FL
9.1 3677 reviews
Islamorada, FL
09/10 – 12/10
593 €/nighttotal: 1779 € (3 )

Cheeca Lodge & Spa

1 2
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 2591 reviews
Islamorada, FL
10/07 – 15/07
1049 €/nighttotal: 5245 € (5 )

Chesapeake Beach Resort

2 6
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 69 accommodations in Islamorada, FL, here are the 4 best resorts with a pool

Ideal Location! Pets Allowed, Onsite Pool - Islamorada, FL
8.0 4 reviews
Islamorada, FL
07/07 – 11/07
353 €/nighttotal: 1412 € (4 )

Ideal Location! Pets Allowed, Onsite Pool

2 4
resort , Islamorada, Village of Islands
This resort in Islamorada, Village of Islands, is located approximately 160 kilometres south of Miami, offering a prime spot for fishing, boating, and enjoying local cuisine with bay and ocean vistas.
This pet-friendly hotel, offering the "Ideal Location! Pets Allowed, Onsite Pool" package, provides 2-bedroom accommodation for up to four guests, featuring air conditioning, internet, a swimming pool, and daily cleaning services within its 51.5 square metre rooms.
2 Pet-friendly Units, Free Breakfast, Pool - Islamorada, FL
Islamorada, FL
03/08 – 05/08
337 €/nighttotal: 674 € (2 )

2 Pet-friendly Units, Free Breakfast, Pool

2 5
resort , Islamorada, Village of Islands
This resort offers two-bedroom, two-bathroom holiday accommodation for eight guests, situated on a private beach in Islamorada, Village of Islands, a short walk from the Theater of the Sea and near Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. Enjoy the "2 Pet-friendly Units, Free Breakfast, Pool" offer, which includes access to a heated outdoor swimming pool, complimentary toiletries, and on-site parking, with pet-friendly options available for an additional charge, whilst being close to coral reef snorkelling and scuba diving.
Large Unit W/ Private Beach Access! Free Breakfast - Islamorada, FL
10 1 review
Islamorada, FL
09/10 – 12/10
314 €/nighttotal: 942 € (3 )

Large Unit W/ Private Beach Access! Free Breakfast

1 2
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.
Perfect For Family Beach Vacation! Free Breakfast - Islamorada, FL
9.7 6 reviews
Islamorada, FL
30/07 – 06/08
254 €/nighttotal: 1778 € (7 )

Perfect For Family Beach Vacation! Free Breakfast

1 2
resort , Islamorada, Village of Islands
This Islamorada apartment, situated on a private beach within a pet-friendly resort, is a short walk (less than 1km) from the Theatre of the Sea and close to Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks.
The self-catering flat offers one bedroom, one bathroom, sleeps two guests, and includes a balcony, a swimming pool, fitness centre, free parking, and daily continental breakfast and housekeeping, plus access to kayaks, paddleboards and bikes.

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.

Destinations nearby

Best Islamorada, FL resorts with air conditioning

Pleasant Stay! 3 Classy Units, Onsite Pool - Islamorada, FL
Islamorada, FL
03/08 – 05/08
505 €/nighttotal: 1010 € (2 )

Pleasant Stay! 3 Classy Units, Onsite Pool

3 5
resort , Islamorada, Village of Islands
The "Pleasant Stay! 3 Classy Units, Onsite Pool" resort offers direct access to a private beach in Islamorada, Village of Islands, placing guests within easy reach of coral reefs for diving, and just a short walk from the History of Diving Museum.
This pet-friendly accommodation comprises three separate hotel rooms, each measuring 27.95 square meters, with a total capacity of 12 guests, and features an on-site heated outdoor swimming pool and complimentary parking.
One Bedroom Suite W/2 Queen Beds, Kitchenette, Pool, Free Parking & Pet Friendly - Islamorada, FL
Islamorada, FL
26/06 – 30/06
1108 €/nighttotal: 4432 € (4 )

One Bedroom Suite W/2 Queen Beds, Kitchenette, Pool, Free Parking & Pet Friendly

2 3
resort , Islamorada, Village of Islands
This pet-friendly resort, offering the 'One Bedroom Suite W/2 Queen Beds, Kitchenette, Pool, Free Parking & Pet Friendly' package, is located in Islamorada's Matecumbe district, directly on the beach and within easy reach of Indian Key Historic State Park and the Hurricane Monument.
The self-catering suite features two bedrooms, two bathrooms, sleeps up to twelve guests, and includes a kitchenette, balcony, free Wi-Fi, and access to on-site and nearby water sports.
2 Suites W/queen Beds, Kitchenette, Outdoor Pool, Free Parking & Pet Friendly - Islamorada, FL
Islamorada, FL
07/07 – 11/07
822 €/nighttotal: 3288 € (4 )

2 Suites W/queen Beds, Kitchenette, Outdoor Pool, Free Parking & Pet Friendly

2 4
resort , Islamorada, Village of Islands
This pet-friendly resort, offering '2 Suites W/queen Beds, Kitchenette, Outdoor Pool, Free Parking & Pet Friendly', is located in Islamorada's Matecumbe district, close to recreational parks and beaches, with convenient access to Indian Key Historic State Park and the Hurricane Monument, though precise distances aren't specified.
The two-suite property sleeps up to 12 guests, each suite featuring queen-size beds, a kitchenette, and a balcony; on-site or nearby activities include watersports such as jet skiing, kayaking, and scuba diving, plus cycling.
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort - Islamorada, FL
8.3 758 reviews
Islamorada, FL
10/07 – 15/07
938 €/nighttotal: 4690 € (5 )

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

3 6
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.

Best Islamorada, FL resorts with a gym

Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort - Islamorada, FL
8.7 83 reviews
Islamorada, FL
08/09 – 06/10
337 €/nighttotal: 9436 € (28 )

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

1 2
resort , Islamorada, Village of Islands
Three Waters Resort And Marina, a Tribute Portfolio Resort, is located in Islamorada, Florida, offering fifteen waterfront acres with convenient access to the village's attractions and the renowned sport fishing opportunities of the area.
This Islamorada resort boasts diverse lodging options, including rooms and cottages, a private beach lagoon at The Cove, nine restaurants ranging from casual to upscale dining (including the Kindler and Tiki Bar), a full-service marina, a fitness centre, and a swimming pool.
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