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Islamorada, FL resorts
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89 Best resorts in Islamorada, FL

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 2-bedroom, 2-bathroom beach bungalow, offered as the "2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay," is located in the Matecumbe neighborhood of Islamorada, putting it within 1 mile of Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park.
This resort features direct private beach access, a pool, hot tub, fishing pier, complimentary boat slip, and free use of kayaks and bicycles, accommodating up to 6 guests with a full kitchen and in-unit laundry.
2 Separate Unites W/ 2 Bedrooms, Kitchenette, Pool, Free Parking & Pool - Islamorada, FL
No reviews

2 Separate Unites W/ 2 Bedrooms, Kitchenette, Pool, Free Parking & Pool

resort, Islamorada, Village of Islands
Islamorada's Matecumbe district is home to this pet-friendly resort, offering easy access to Indian Key Historic State Park and the Hurricane Monument.
The "2 Separate Units W/ 2 Bedrooms, Kitchenette, Pool, Free Parking & Pool" rental boasts four bedrooms, two bathrooms, sleeps sixteen guests, and includes a terrace, Wi-Fi, and in-unit amenities like a refrigerator and microwave, plus nearby water sports.
Ideal Location! Pets Allowed, Pool, Free Breakfast - Islamorada, FL
8.0 4 reviews

Ideal Location! Pets Allowed, Pool, Free Breakfast

resort, Islamorada, Village of Islands
This Islamorada resort, offering the "Ideal Location! Pets Allowed, Onsite Pool" package, is located approximately 60 miles south of Miami and is known for its year-round sun and proximity to world-class fishing.
This two-bedroom, one-bathroom vacation rental accommodates up to four guests and features air conditioning, internet, an onsite swimming pool, and complimentary daily cleaning, with pets welcome for an additional nightly fee.
Cheeca Lodge & Spa - Islamorada, FL
9.0 1969 reviews

Cheeca Lodge & Spa

resort, Islamorada, Village of Islands
Cheeca Lodge & Spa is a luxurious hotel located in Islamorada, Florida, just a 20-minute drive from downtown Key Largo. The resort has consistently received excellent ratings for its location, cleanliness, and overall experience.
The hotel sits on 27 acres of lush gardens, offering a tranquil and secluded atmosphere. Guests can enjoy a variety of amenities and activities, including a 9-hole golf course, a fishing pier, swimming pools, a fitness center, tennis courts, and a full-service spa.

Check Out Resorts with a Gym in Islamorada, FL

Every resort in Islamorada, FL on this list includes an on-site gym, making it easy to fit a coastal workout into your daily vacation routine.

Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort - Islamorada, FL
8.9 447 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 a short drive from Windley Key Fossil Reef Geological Park and Key Largo. The resort is highly rated by travelers, with excellent location, very good cleanliness, and very good overall ratings.
This resort offers a unique tropical atmosphere with a marina for fishing, jet ski rentals, and water sports. Guests can enjoy the on-site Raw Bar, WiFi, parking, cable TV, private bathrooms, and safety deposit boxes in each room.
Islander Resort - Islamorada, FL
9.1 3929 reviews

Islander Resort

resort, Islamorada, Village of Islands
Islander Resort is located directly on the beach in Islamorada, Village of Islands, offering easy access to the area's many attractions and activities. The resort has received excellent ratings for location, cleanliness, and overall experience.
The resort offers spacious rooms with private porches and lanais, allowing guests to enjoy the beautiful views and relax in comfort. The resort features amenities such as two swimming pools, a spa, a fitness center, a restaurant, and a bar, providing plenty of opportunities for relaxation and entertainment.
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort - Islamorada, FL
8.9 102 reviews

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

resort, Islamorada, Village of Islands
Three Waters Resort And Marina, a Tribute Portfolio Resort, is located in Islamorada, Florida, on fifteen waterfront acres offering easy access to the village's attractions and the Sport Fishing Capital of the World.
This Islamorada resort boasts various accommodations including guest rooms and cottages, plus The Cove, an adults-only area with a private beach lagoon, nine dining options ranging from casual to upscale, a full-service marina, a fitness center, and a swimming pool.

Frequently Asked Questions about resorts in Islamorada, FL

  • What are the top attractions in and around Islamorada, FL?

    Islamorada is known for its beautiful beaches and watersports. You can't miss the Theater of the Sea, a marine park where you can see dolphins, sea lions, and other marine animals. For a taste of the local culture, visit the Islamorada History Museum. If you are looking for something more adventurous, you can go snorkeling or diving at the nearby reefs.
  • What are the best resorts with a swimming pool in Islamorada, FL?

    Pines & Palms Resort, Chesapeake Beach Resort and Islander Resort are among the best resorts with a swimming pool in Islamorada, FL.

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

    Islamorada is located on the Overseas Highway, which is easily accessible by car. The drive from Miami International Airport takes about 1 hour and 45 minutes. You can also fly into Key West International Airport, which is about a 1 hour and 30 minute drive from Islamorada.
  • What are the best resorts with jacuzzi in Islamorada, FL?

    Chesapeake Beach Resort, Cheeca Lodge & Spa and The Caribbean Resort Malayan Palm East 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 a 1 hour and 30 minute drive from Islamorada. You can also visit the John Pennekamp Coral Reef State Park, which is located just a short drive from Islamorada. This park offers opportunities for snorkeling, diving, and kayaking.
  • What are the best family friendly resorts in Islamorada, FL?

    The best family friendly resorts in Islamorada, FL are Pines & Palms Resort, Chesapeake Beach Resort and Islander 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 on the water, have dinner at a waterfront restaurant, or go for a walk on the beach. If you are looking for something more unique, you can take a private fishing charter or go on a dolphin watching tour.
  • 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 nearest cities to explore when you are in Islamorada, FL?

    The nearest major city to Islamorada is Miami, which is about a 1 hour and 45 minute drive. You can also visit Key West, which is about a 1 hour and 30 minute drive from Islamorada. Both cities offer a wide variety of attractions, restaurants, and nightlife.
  • What are the most requested amenities in resorts in Islamorada, FL?

    Resorts in Islamorada often offer a variety of amenities, including swimming pools, private beaches, restaurants, and bars. Many resorts also offer water sports activities, such as snorkeling, diving, and kayaking. If you are looking for a more luxurious experience, you can find resorts with spa services, fitness centers, and other amenities.

Popular destinations

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
9.1 1683 reviews

Cheeca Lodge & Spa

resort, Islamorada, Village of Islands
Cheeca Lodge & Spa is a resort located in Islamorada, Village of Islands, with direct access to a beach.
This establishment offers a swimming pool, a spa, a fitness center, and on-site dining, with accommodations featuring air conditioning and balconies.
Cheeca Lodge & Spa - Islamorada, FL
9.0 1969 reviews

Cheeca Lodge & Spa

resort, Islamorada, Village of Islands
Cheeca Lodge & Spa is a luxurious hotel located in Islamorada, Florida, just a 20-minute drive from downtown Key Largo. The resort has consistently received excellent ratings for its location, cleanliness, and overall experience.
The hotel sits on 27 acres of lush gardens, offering a tranquil and secluded atmosphere. Guests can enjoy a variety of amenities and activities, including a 9-hole golf course, a fishing pier, swimming pools, a fitness center, tennis courts, and a full-service spa.
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, offering easy access to both the beach and nearby attractions. The resort consistently receives very good ratings for its location, cleanliness, and overall experience.
The resort offers a variety of rooms and suites, all featuring comfortable furnishings and modern amenities. Guests can enjoy a refreshing swim in the outdoor pool, relax in the hot tub, or take advantage of the on-site restaurant, bar, and room service.

Best Islamorada, FL resorts with a pool

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

Marina View Stay | 1 Unit | Breakfast Included! - Islamorada, FL
No reviews

Marina View Stay | 1 Unit | Breakfast Included!

resort, Islamorada, Village of Islands
The "Strong Waves At Harry Harris Beach! Marina, Pool!" offer provides direct access to a private beach in Islamorada, Village of Islands, within walking distance of the History of Diving Museum and a short distance from the Theater of the Sea and Windley Key Fossil Reef Geological State Park.
This pet-friendly hotel offers 335 sq. ft. rooms with air conditioning and complimentary Wi-Fi for up to two guests, featuring a heated outdoor swimming pool, complimentary parking, and proximity to coral reefs for snorkeling and scuba diving.
Island Getaway In Islamorada! Parking! Breakfast! - Islamorada, FL
9.3 51 reviews

Island Getaway In Islamorada! Parking! Breakfast!

resort, Islamorada, Village of Islands
This Islamorada apartment is located on a private beach with direct ocean access, just a short walk from Theater of the Sea and close to Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. This rental has excellent ratings for location, cleanliness, and user experience.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy amenities such as a heated pool with ocean views, free Wi-Fi, daily continental breakfast, and on-site kayaks, stand-up paddleboards, and bicycles for exploring the surrounding area.
Beachside Unit With Free Breakfast - Islamorada, FL
10 1 review

Beachside Unit With Free Breakfast

resort, Islamorada, Village of Islands
This Islamorada oceanfront apartment rental boasts a private beach location, a short walk from Theater of the Sea and near Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park.
The one-bedroom, one-bathroom unit sleeps four with two queen beds, a sofa bed, kitchenette, balcony, ocean views, and includes daily continental breakfast, housekeeping, access to a heated pool, boat ramp, kayaks, paddleboards, bicycles, and barbecue facilities.
Pines & Palms Resort - Islamorada, FL
9.2 2319 reviews

Pines & Palms Resort

resort, Islamorada, Village of Islands
Pines & Palms Resort is located in Islamorada, Florida Keys, just a short distance from Miss Islamorada Fishing Charters and a 30-minute drive from John Pennekamp Coral Reef State Park. This resort has received very good user ratings and excellent location ratings, with guests praising its cleanliness.
The resort offers a variety of accommodations, including rooms with full kitchens and private terraces. Guests can enjoy amenities like a swimming pool, Tiki Bar, and a covered cabana with a barbecue grill, as well as activities like kayaking, biking, and fishing.

Search Coastal Resorts near Islamorada, FL

Experience relaxing maritime vibes at seaside resorts in Islamorada, FL, positioned short distances from the local beach towns.

2 Suites W/queen Beds, Kitchenette, Outdoor Pool, Free Parking & Pet Friendly - Islamorada, FL
No reviews

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

resort, Islamorada, Village of Islands

Explore 5-Star Resorts in Islamorada, FL

Experience the height of comfort in Islamorada, FL. These luxury resorts offer high-end service and a prime setting for your stay.

Suites Near Lignumvitae Key! Parking, Breakfast! - Islamorada, FL
10 1 review

Suites Near Lignumvitae Key! Parking, Breakfast!

resort, Islamorada, Village of Islands

Best Family Resorts in Islamorada, FL

Getting the resort right makes all the difference for a family trip to Islamorada, FL, with every option offering beach access and room to spread out.

Ragged Edge Resort & Marina - Islamorada, FL
9.3 377 reviews

Ragged Edge Resort & Marina

resort, Islamorada, Village of Islands

Search Pet-Friendly Resorts in Islamorada, FL

Your dog is just as welcome as you are; every pet-friendly waterfront resort in Islamorada, FL features dog-friendly beaches and pet washing stations.

1 Bedroom Suite W/kitchenette, Pool View, Free Parking & Pet Friendly - Islamorada, FL
8.0 1 review

1 Bedroom Suite W/kitchenette, Pool View, Free Parking & Pet Friendly

resort, Islamorada, Village of Islands

Top-Rated Resorts with Wellness in Islamorada, FL

Spa access at every resort near the water in Islamorada, FL ensures that waterside wellness is a central part of your vacation.

Breezy Palms Resort - Islamorada, FL
8.4 101 reviews

Breezy Palms Resort

resort, Islamorada, Village of Islands
Aqua Lodge Houseboat "Calypso" - Islamorada, FL
9.7 73 reviews

Aqua Lodge Houseboat "Calypso"

resort, Tavernier
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