Find Romantic Hotels in Islamorada, FL

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Check availability on Islamorada Romantic Hotels

Our top choices for Islamorada romantic hotels

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,012 reviews)
"Very friendly staff, clean room, great location. "
United States
Duane
The Pelican Key Largo Cottages

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,001 reviews)
"Loved the drift it was spotless great room and grounds wonderful "
United States
ruth
Drift Hotel

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,004 reviews)
"I enjoyed staying here, very cute hotel on the beach "
United States
Emi
The price is NT$5,977
NT$6,724 total
includes taxes & fees
Jan 28 - Jan 29
Sunset Cove Beach Resort

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.6 out of 10, Good, (1,005 reviews)
"Staff was courteous, room was clean & ready when we arrived. "
United States
Kathy
The price is NT$5,014
NT$6,644 total
includes taxes & fees
Jan 27 - Jan 28
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,659 reviews)
"Spotless rooms, staff is so friendly and helpful! Amazing place to stay."
Canada
Jeannie
The price is NT$6,230
NT$7,799 total
includes taxes & fees
Feb 3 - Feb 4
Bayside Inn Key Largo

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,007 reviews)
"Great"
United States
Kelly
The price is NT$4,971
NT$6,699 total
includes taxes & fees
Jan 29 - Jan 30
Drop Anchor

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,273 reviews)
"Beautiful grounds, very comfortable beds, provided water taxi between their 3 resorts, pool area with tiki bar very nice. "
United States
Judith
The price is NT$6,809
NT$9,973 total
includes taxes & fees
Jan 26 - Jan 27
Amara Cay Resort

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,003 reviews)
"Great little seaside place."
United States
Patience
The price is NT$5,402
NT$7,110 total
includes taxes & fees
Jan 27 - Jan 28
Fisher Inn Resort & Marina

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,302 reviews)
"Nice resort "
United States
Danilo
The price is NT$10,720
NT$14,373 total
includes taxes & fees
Jan 28 - Jan 29
Cheeca Lodge & Spa

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,001 reviews)
"Everything about this place was perfect, location, staff, comfort, and amenities. Can’t wait to go back!"
United States
Fabiane
The price is NT$11,150
NT$14,287 total
includes taxes & fees
Feb 3 - Feb 4
Baker's Cay Resort Key Largo, Curio Collection by Hilton
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

Islamorada attractions for couples

Islamorada, nestled in the Florida Keys, is a haven for adventurous families seeking both thrilling activities and luxurious accommodation. Start your journey at the iconic Theater of the Sea, where you can swim with dolphins, interact with sea lions, and enjoy captivating marine shows, making it an unforgettable experience for both kids and adults. For a taste of the area's natural beauty, explore the stunning waters of the Florida Keys National Marine Sanctuary, perfect for snorkeling among vibrant coral reefs filled with tropical fish. If you’re looking to reel in some excitement, the world-renowned fishing charter services here, like Robbie's of Islamorada, offer family-friendly deep-sea fishing excursions that can create lasting memories. Don't miss the chance to visit the History of Diving Museum, which engages visitors with fascinating exhibits on underwater exploration—an educational and inspiring experience for the whole family. After a day filled with adventure, unwind in the picturesque area of Islamorada Village, where boutique hotels and waterfront resorts provide a blend of comfort and luxury. Many accommodations feature private balconies with ocean views, infinity pools, and on-site dining options that serve fresh local seafood. With attentive guest service and a focus on creating memorable experiences, your stay in Islamorada promises to be both relaxing and filled with excitement.

Find the best romantic hotels in Islamorada

For couples seeking a romantic escape in Islamorada, Florida, these hotels provide the perfect backdrop for love and relaxation. Each offers unique amenities tailored for romantic getaways.

Sunset Inn

  • Why it's great for a couples retreat: The Sunset Inn offers a charming and romantic atmosphere for couples, rated highly with a guest review score of 9.4. Set in the picturesque Matecumbe neighborhood, this intimate hotel features an inviting outdoor pool where guests can relax and reconnect while surrounded by lush gardens. The peaceful ambiance makes it a perfect retreat for lovebirds looking to escape the hustle and bustle of everyday life.
  • Other amenities: In addition to the beautiful setting, the hotel provides convenient amenities such as kitchenettes in the rooms, allowing couples to enjoy breakfast in bed or prepare a romantic dinner. Guests can also take advantage of bicycles available on-site for leisurely rides along the scenic coast. The hotel's self-parking and daily housekeeping ensure a stress-free stay, making it easy for couples to focus on each other and their time together.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.53 miles, Islamorada Brewery & Distillery - 0.24 miles, Keys History & Discovery Center - 0.47 miles

Chesapeake Beach Resort

  • Why it's great for a couples retreat: Chesapeake Beach Resort is an ideal choice for romantic travelers looking to unwind together in a serene setting. With an impressive guest review rating of 9.2, this beachfront resort offers stunning ocean views and a beautiful private beach where couples can enjoy peaceful moments together. The outdoor pool and poolside sun loungers provide a relaxing atmosphere to soak up the sun and enjoy each other's company.
  • Other amenities: Additional features include complimentary breakfast, a concierge service for personalized planning, and on-site boat tours for a day of adventure. Guests can also take advantage of kitchenette facilities for intimate in-room dining, while the nearby snorkeling opportunities allow couples to explore the vibrant underwater world together. Enjoy the gorgeous resort design and comfortable accommodations, perfect for creating lasting memories with your loved one.
  • Neighborhood: Matecumbe
  • Nearby attractions: History of Diving Museum - 0.56 miles, Theater of the Sea - 1.08 miles, Windley Key Fossil Reef Geological State Park - 1.11 miles

Islander Resort

  • Why it's great for a couples retreat: The Islander Resort is a romantic haven for couples looking to enjoy the beauty of Islamorada, receiving an impressive guest review rating of 9.2. Set against a stunning beachfront, this resort offers a relaxing atmosphere where couples can unwind together by the pool or on the sandy shores. The resort's charming setting, complete with a beachfront restaurant, allows guests to enjoy intimate meals with a view.
  • Other amenities: In addition to its picturesque location, the resort features amenities such as pool cabanas for added privacy, concierge services for personalized experiences, and complimentary beach towels. Guests can also explore local attractions, enjoy water sports like kayaking and scuba diving, or simply relax on the beach with sun loungers. The Islander Resort is designed to create unforgettable moments for couples looking to strengthen their bond in a beautiful setting.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.53 miles, Islamorada Brewery & Distillery - 0.51 miles, Keys History & Discovery Center - 0.09 miles

Pines & Palms Resort

  • Why it's great for a couples retreat: Pines & Palms Resort offers a charming and intimate atmosphere for romantic travelers, a solid guest review rating of 9.2. Nestled along the waterfront, this resort invites couples to enjoy breathtaking views and serene surroundings. The outdoor pool and beach access provide perfect settings for relaxation and connection, making it a fantastic choice for a romantic getaway in Islamorada.
  • Other amenities: The resort features a variety of amenities, including kitchenettes for in-room dining, complimentary beach towels, and water sports equipment for adventurous couples. Guests can indulge in relaxing yoga classes on the beach or enjoy a sunset picnic on the private beach area. With its beautiful accommodations and access to a range of outdoor activities, Pines & Palms Resort is a great choice for couples seeking both relaxation and adventure.
  • Neighborhood: Matecumbe
  • Nearby attractions: Bud n' Mary's Dive Center - 0.62 miles, Indian Key Historic State Park - 0.23 miles, Hurricane Monument - 1.0 miles

Cheeca Lodge & Spa

  • Why it's great for a couples retreat: Cheeca Lodge & Spa is the epitome of luxury for romantic travelers, a stellar review rating of 9.0. This upscale resort offers couples a variety of intimate experiences, including massages on the beach and private dining options. The tranquil spa features couples treatment rooms for ultimate relaxation and pampering, making it a perfect spot for a romantic getaway or special occasion.
  • Other amenities: Beyond its romantic offerings, the lodge provides an array of amenities such as a hot tub, poolside bar, and on-site dining with ocean views. Guests can indulge in water activities like snorkeling and kayaking, or enjoy a round of golf on the nearby course. With its luxurious accommodations, beautiful beachfront, and attentive service, Cheeca Lodge & Spa is a top choice for couples seeking romance and relaxation in Islamorada.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.06 miles, Florida Keys Brewing Co. - 0.28 miles, MoradaWay Arts & Cultural District - 0.34 miles

Top Islamorada Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Islamorada?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also love Islamorada for its top seafood restaurants, fishing, and beautiful ocean views. You might consider checking out some of the nearby sights and attractions such as Everglades National Park, Florida Keys Brewing Co., or Bud n' Mary's Dive Center. If you'd like to stay close to a particular destination, you can sort by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Islamorada?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Islamorada: The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.
What is there to do in Islamorada?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Islamorada. Couples looking for a little of everything will enjoy Islamorada for its opera houses, theater scene, and fishing. If you want to spend a day exploring, you might consider a stop at Everglades National Park, Florida Keys Brewing Co., or Bud n' Mary's Dive Center.
What's the best way to get to Islamorada and around town during my romantic getaway?
This information about transportation options in Islamorada might help your romantic trip get off to a smooth start: Make your way to Islamorada with a flight to Marathon, FL (MTH-Florida Keys Marathon), which is the closest major airport located 30 mi (48.2 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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