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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
9.0 1953 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.
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 2586 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.

Best Islamorada, FL resorts with a pool

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

Rare Gem! 4 Units, Free Parking, Pool + Breakfast! - Islamorada, FL
9.5 4 reviews

Rare Gem! 4 Units, Free Parking, Pool + Breakfast!

resort, Islamorada, Village of Islands
This Islamorada resort, offering four self-contained units, boasts private beach access with a boat ramp and is 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.
Each 93 square metre (301 sq ft) unit features two queen-size beds, a balcony with partial ocean views, and the property includes a heated pool, kayaks, paddleboards, bicycles, barbecue facilities, and accommodates up to sixteen guests.
Island Getaway In Islamorada! Parking! Breakfast! - Islamorada, FL
9.3 51 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.
Aqua Lodge Houseboat "Calypso" - Islamorada, FL
9.7 74 reviews

Aqua Lodge Houseboat "Calypso"

resort, 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.
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.

Frequently asked questions about resorts in Islamorada, FL

  • How easy is it to get to Islamorada, FL?

    It's pretty straightforward. You can fly into Key West International Airport (EYW) and then drive about an hour and a half north. Or you can fly into Miami International Airport (MIA) and drive down the Overseas Highway, which is a scenic drive that takes about four hours.
  • What time of year is best to stay in a resort in Islamorada, FL?

    The best time to visit is during the shoulder seasons, from April to May or September to October. The weather is still good, but the crowds are smaller and the prices are lower.
  • What are the best daytrips from Islamorada, FL?

    You could take a day trip to Key West, which is about an hour and a half drive south. You can also visit the John Pennekamp Coral Reef State Park, which has great snorkeling and diving opportunities. Or you could head to the Dolphin Research Center in Marathon, where you can learn about and interact with dolphins.
  • What are the most romantic activities in and around Islamorada, FL?

    A sunset cruise on the water is always a winner. You can also take a private fishing charter and enjoy a romantic dinner at a restaurant on the water. For something a bit more adventurous, you could go kayaking or paddleboarding at sunset.
  • What are the nearest cities to explore when you are in Islamorada, FL?

    The closest city is Marathon, which is about 20 minutes away. You can also visit Key West, which is about an hour and a half drive away. And if you're looking for a bigger city, Miami is about four hours away.
  • What are the most requested amenities in resorts in Islamorada, FL?

    Most resorts offer private balconies or patios with views of the water, swimming pools, and restaurants. Some also offer spa services, fitness centres, and water sports activities.

Popular destinations

Best Islamorada, FL resorts with air conditioning

Proximity Ats Its Best! 2 Units, Pool + Breakfast! - Islamorada, FL
10 3 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.
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort - Islamorada, FL
8.9 455 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 Bedroom Suite W/ Kitchenette, Outdoor Pool, Free Parking & Pet Friendly! - Islamorada, FL
8.8 3 reviews

2 Bedroom Suite W/ Kitchenette, Outdoor Pool, Free Parking & Pet Friendly!

resort, Islamorada, Village of Islands
This beachfront villa in Matecumbe, Islamorada, enjoys a central location, less than 2km from Hurricane Monument and the Florida Keys Brewing Company, and a 15-minute walk from Indian Key Historic State Park and Bud n' Mary's Dive Centre.
The 125 square metre property offers two bedrooms, one bathroom, sleeps eight guests, and includes a swimming pool, terrace, and concierge service, alongside amenities such as Wi-Fi and parking.
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.

Best Islamorada, FL resorts with a gym

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.
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort - Islamorada, FL
8.9 455 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 1953 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.
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.