Find Romantic Hotels in Islamorada, FL from CA $141

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Top Islamorada Romantic Hotels

Our top choices for Islamorada romantic hotels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1184)
"amazing stay"
The price is CA $174
CA $289 total
includes taxes & fees
Sep 8 - Sep 9
Cheeca Lodge & Spa

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1510)
"Great location, clean rooms, great amenities and the staff is very friendly. "
The price is CA $169
CA $268 total
includes taxes & fees
Sep 7 - Sep 8
Chesapeake Beach Resort

Large Screened Porch, Professional Cleaning, Wifi

9.4 out of 10, Exceptional, (96)
"We greatly enjoyed our time at Sea Gulls. While the condo could use a little refresh, the location and amenities were perfect for our escape from the cold. We hope to return next year."
Large Screened Porch, Professional Cleaning, Wifi

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1254)
"Excellent stay"
The price is CA $225
CA $345 total
includes taxes & fees
Sep 8 - Sep 9
Amara Cay Resort

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (409)
"The marina was clean and convenient."
The price is CA $222
CA $275 total
includes taxes & fees
Sep 8 - Sep 9
Casa Morada

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1022)
"Absolutely wonderful place, great view and staff was outstanding "
The price is CA $242
CA $366 total
includes taxes & fees
Sep 30 - Oct 1
Islander Resort

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1000)
"Beautiful property and the staff was amazing."
The price is CA $141
CA $207 total
includes taxes & fees
Sep 7 - Sep 8
Drop Anchor

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1002)
"Clean, nice beach and pool area we had a great time. Highly recommend it."
The price is CA $172
CA $269 total
includes taxes & fees
Sep 7 - Sep 8
Pines & Palms Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 star property
9.2 out of 10, Wonderful, (73)
"The tiki bar and the peacefulness of the resort."
The price is CA $245
CA $367 total
includes taxes & fees
Sep 7 - Sep 8
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1003)
"perfect family hotel with a keys flare."
The price is CA $165
CA $278 total
includes taxes & fees
Sep 29 - Sep 30
La Siesta Resort & Villas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Islamorada

Find out more about Islamorada

Islamorada attractions for couples

Islamorada, the enchanting village of islands, offers a wealth of activities and experiences that cater perfectly to adventurous families seeking quality and convenience. For marine enthusiasts, the Theatre of the Sea provides a unique chance to interact with dolphins, sea lions, and tropical birds in a stunning oceanfront setting. Fishing aficionados will relish the world-renowned waters of the Florida Keys, where deep-sea fishing charters promise exhilarating catches, from marlin to mahi-mahi. For a taste of local culture, the History of Diving Museum showcases fascinating exhibits on underwater exploration, making it an engaging stop for both kids and adults alike. Nature lovers can explore the tranquil beauty of the Florida Keys National Marine Sanctuary, where snorkelling and diving unveil vibrant coral reefs and diverse marine life. After a day of exploration, consider staying at one of the charming resorts in the Morada Bay area, where you can unwind in luxe accommodations with breathtaking sunset views over the water. With attentive service and a relaxed atmosphere, these hotels provide the perfect base for your family’s adventures, ensuring a memorable experience that balances comfort and excitement.

Find the best romantic hotels in Islamorada

For couples seeking a romantic retreat in the enchanting Islamorada, these hotels offer a perfect blend of intimacy, luxury, and beautiful surroundings. Each hotel provides unique amenities that elevate the romantic experience.

Sunset Inn

  • Why it's great for a couples retreat: Sunset Inn provides a charming and intimate atmosphere, reflected in its stellar review rating of 9.4. Located in the Matecumbe area, this quaint retreat offers travelers a refreshing outdoor pool and a lovely garden space, perfect for romantic picnics or quiet moments under the stars.
  • Other amenities: Beyond its enchanting setting, travelers can take advantage of complimentary bicycles for scenic rides along the coast. The inn features daily housekeeping, a kitchenette for those who prefer to prepare a candlelit dinner, and free toiletries to ensure a comfortable stay. The inviting pool cabanas add an extra layer of relaxation, making it a wonderful option for couples looking to unwind together.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.9 km, Keys History & Discovery Center - 0.7 km, Islamorada Brewery & Distillery - 0.4 km

Chesapeake Beach Resort

  • Why it's great for a couples retreat: Chesapeake Beach Resort is an idyllic choice for romantic getaways, earning an impressive traveler review rating of 9.2. Nestled in the beautiful Matecumbe neighbourhood, this resort boasts an inviting outdoor pool and a beach area perfect for sunset strolls, setting the stage for unforgettable moments with your loved one.
  • Other amenities: In addition to its romantic allure, travelers will enjoy a range of amenities including complimentary breakfast, daily housekeeping, and a serene poolside atmosphere with sun loungers. The resort features designer toiletries for an added touch of luxury and offers beach towels for those lazy days by the shore. With kayak rentals onsite and nearby snorkeling opportunities, couples can indulge in thrilling adventures together while soaking up the sun.
  • Neighborhood: Matecumbe
  • Nearby attractions: History of Diving Museum - 0.9 km, Theater of the Sea - 1.7 km, Windley Key Fossil Reef Geological State Park - 1.8 km

Islander Resort

  • Why it's great for a couples retreat: Islander Resort is a delightful haven for couples seeking a romantic getaway, with a stellar traveler review rating of 9.2. This beautiful resort is situated right on the beach, offering stunning ocean views and a tranquil atmosphere ideal for romantic walks along the shore or sunset views from the private beach area.
  • Other amenities: Guests can enjoy a range of amenities such as poolside cabanas, complimentary bicycles, and a beachfront restaurant for intimate dining experiences. The resort features a heated outdoor pool, concierge services, and the option for champagne service, adding a touch of elegance to the stay. With opportunities for water sports and nearby attractions, couples can create lasting memories together in this serene setting.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.9 km, Keys History & Discovery Center - 0.1 km, Islamorada Brewery & Distillery - 0.8 km

Pines & Palms Resort

  • Why it's great for a couples retreat: Pines & Palms Resort is a charming and intimate retreat that delights couples with its romantic ambiance and excellent review rating of 9.2. Located in the enchanting Matecumbe neighbourhood, this resort features a stunning outdoor pool and beautiful gardens, offering the perfect backdrop for romantic moments together.
  • Other amenities: In addition to its picturesque setting, travelers can enjoy a range of amenities including beach access, a poolside bar for refreshing cocktails, and complimentary beach towels. The resort also offers easy access to nearby water activities such as snorkeling and kayaking, ensuring that couples can create unforgettable shared experiences. With spacious rooms featuring kitchenettes, it’s easy to enjoy a romantic meal in the comfort of your suite.
  • Neighborhood: Matecumbe
  • Nearby attractions: Bud n' Mary's Dive Center - 1 km, Indian Key Historic State Park - 0.4 km, Hurricane Monument - 1.6 km

Cheeca Lodge & Spa

  • Why it's great for a couples retreat: For those seeking a more luxurious romantic escape, Cheeca Lodge & Spa shines with a remarkable review rating of 9.0. This upscale resort offers couples a chance to indulge in massages on the beach, couples' treatment rooms, and a dedicated dining experience designed for two, ensuring an unforgettable stay immersed in romance and relaxation.
  • Other amenities: Additional amenities include a full-service spa with body treatments and massage options, a hot tub, and an outdoor pool that invites leisurely afternoons. Guests can enjoy 24-hour room service, premium bedding for a restful night, and breathtaking ocean views from the restaurant. The hotel also features various water sports, including kayaking and sailing, perfect for adventurous couples.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.1 km, Florida Keys Brewing Co. - 0.4 km, MoradaWay Arts & Cultural District - 0.6 km

Popular romantic getaways

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