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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

Chesapeake Beach Resort - Islamorada, FL
9.0 2606 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.

Best Islamorada, FL resorts with a pool

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

Island Getaway In Islamorada! Parking! Breakfast! - Islamorada, FL
9.3 53 reviews

Island Getaway In Islamorada! Parking! Breakfast!

resort, Islamorada, Village of Islands
This apartment is located in Islamorada, a charming seaside village known for its stunning coral reefs, and is just a short walk from the Theater of the Sea and nearby tropical forests like Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. This property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. Guests can enjoy a range of amenities, including a private beach, a heated pool with ocean views, a private boat ramp, kayaks, stand-up paddleboards, bicycles, and a daily continental breakfast.
Private Beach Resort W/ Bicycle Rental + Breakfast - Islamorada, FL
8.6 23 reviews

Private Beach Resort W/ Bicycle Rental + Breakfast

resort, Islamorada, Village of Islands
This Islamorada apartment, part of a resort with private beach access, is a short walk from the Theatre of the Sea and near Windley Key and Lignum Vitae Key Botanical State Parks.
The one-bedroom, one-bathroom unit sleeps four, offering a balcony with partial ocean views, a kitchenette with fridge and microwave, plus on-site amenities including a heated pool, kayaks, paddleboards, bike rentals, daily continental breakfast and housekeeping.
Four Balcony Rooms | 1 Mile To Theater Of The Sea - Islamorada, FL
No reviews

Four Balcony Rooms | 1 Mile To Theater Of The Sea

resort, Islamorada, Village of Islands
This resort in Islamorada, Village of Islands, offers the "Four Balcony Rooms" package on a private beach, approximately 1.6 kilometres from the Theater of the Sea and close to the History of Diving Museum.
This property accommodates up to 16 guests across four bedrooms and four bathrooms, featuring air conditioning, Wi-Fi, a swimming pool, garden, and parking, with pets welcome and opportunities for snorkelling and scuba diving nearby.
Islamorada Stay! Free Breakfast | Pool & Parking! - Islamorada, FL
No reviews

Islamorada Stay! Free Breakfast | Pool & Parking!

resort, Islamorada, Village of Islands
This Islamorada resort offers a prime location in the Village of Islands, approximately 160 kilometres south of Miami, known for its upscale, small-town atmosphere and natural beauty.
The accommodation provides a 2-bedroom, 1-bathroom unit for up to 4 guests, featuring air conditioning, free Wi-Fi, a swimming pool, complimentary breakfast and parking, and welcomes pets for an additional nightly charge under the "Islamorada Stay! Free Breakfast | Pool & Parking!" offer.

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

Two Bedrooms Suite W/ocean View, Pool, Free Parking & Pet Friendly - Islamorada, FL
No reviews

Two Bedrooms Suite W/ocean View, Pool, Free Parking & Pet Friendly

resort, Islamorada, Village of Islands
This pet-friendly beachside apartment, offering the 'Two Bedrooms Suite W/ocean View, Pool, Free Parking & Pet Friendly', is situated in Islamorada's Matecumbe district, close to parks and easily accessible to the Morada Way Arts & Cultural District and Keys History & Discovery Centre.
The two-bedroom suite boasts an ocean view, private balcony, and accommodates up to eight guests, with amenities including Wi-Fi, a pool, and proximity to water sports such as jet skiing and scuba diving at Bud n' Mary's Dive Center.
Bayside Villas By Islander Resort - Islamorada, FL
8.9 897 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.
Spacious 1br Suite W/kitchenette, Outdoor Pool, Free Parking & Pet Friendly - Islamorada, FL
10 1 review

Spacious 1br Suite W/kitchenette, Outdoor Pool, Free Parking & Pet Friendly

resort, Islamorada, Village of Islands
This Islamorada resort, in the Matecumbe district, offers the 'Steps Away From The Beach | Spacious 1br Suite W\/ Kitchenette' option, conveniently located near Sea Oats Beach and a short drive from the Hurricane Monument and Indian Key Historic State Park.
The 57 square metre apartment features a one-bedroom suite sleeping up to six guests, boasting a kitchenette, balcony, and access to an on-site pool, restaurant, bar, boat slips, and complimentary water sports equipment; pet-friendly accommodation is also available.
One Bedroom Suite W/2 Queen Beds, Kitchenette, Pool, Free Parking & Pet Friendly - Islamorada, FL
No reviews

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

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.

Best Islamorada, FL resorts with a gym

Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort - Islamorada, FL
8.8 497 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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