Find Romantic Hotels in Islamorada, FL

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Check availability on Islamorada Romantic Hotels

Our top choices for Islamorada romantic hotels

Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
8.8 out of 10, Excellent, (42 reviews)
"Rooms were spacious and a short drive to most of the attractions we wanted to do. Rooms and bathrooms were gorgeous!"
United States
Cindy
The price is £317
includes taxes & fees
28 Apr - 29 Apr
Ocean view condo with balcony/marina view

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
Tavernier
9.8 out of 10, Exceptional, (47 reviews)
"There was no staff but the apartment was spotless and very well appointed with amenities like coffee, etc. Everything was clean, neat and new feeling. The beds were very comfortable and the apartment was spacious and welcoming with great views."
United States
Sandra
The price is £348
includes taxes & fees
3 May - 4 May
4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

Ocean View 2BR Pool, Private Beach

Ocean View 2BR Pool, Private Beach
Tavernier
9.0 out of 10, Wonderful, (18 reviews)
"Apartment was bot cleaned properly prior to arrival. Otherwise very good location and cozy"
United States
Devin
The price is £334
includes taxes & fees
6 May - 7 May
Ocean View 2BR Pool, Private Beach

LICENSED MGER - MODERN 2/2 OCEANFRONT SUITE! OCEAN & MARINA VIEWS! 2 KING BEDS!

LICENSED MGER - MODERN 2/2 OCEANFRONT SUITE! OCEAN & MARINA VIEWS! 2 KING BEDS!
Key Largo
9.6 out of 10, Exceptional, (66 reviews)
"Absolutely wonderful. Clean, comfortable and lovely location. Best one so far we have stayed in, in this block."
United Kingdom
June T.
The price is £557
includes taxes & fees
19 Apr - 20 Apr
LICENSED MGER - MODERN 2/2 OCEANFRONT SUITE! OCEAN & MARINA VIEWS! 2 KING BEDS!

Oceanside Kawama Villa R5

Oceanside Kawama Villa R5
Key Largo
9.2 out of 10, Wonderful, (180 reviews)
"Very very nice villa in a superb location… Abcolutely loved the property!"
United States
Ricardo G.
Oceanside Kawama Villa R5

Beautiful Kawama Townhouse

Beautiful Kawama Townhouse
Key Largo
9.8 out of 10, Exceptional, (145 reviews)
"The host, house and amenities were perfect. all praises.."
United States
Pete S.
The price is £472
includes taxes & fees
3 May - 4 May
Beautiful Kawama Townhouse

Key largo Kawama Villa N2

Key largo Kawama Villa N2
Key Largo
9.6 out of 10, Exceptional, (134 reviews)
"The condo was perfectly appointed with everything we would want or need, including some snorkel masks, beach towels, bikes. Really a wonderful stay. Thanks."
United States
Wendy R.
The price is £479
includes taxes & fees
3 May - 4 May
Key largo Kawama Villa N2

Beachfront Hideaway in the heart of Key Largo! Your own private beach!

Beachfront Hideaway in the heart of Key Largo! Your own private beach!
Key Largo
9.0 out of 10, Wonderful, (11 reviews)
"we had a good experience!"
United States
Caroline C.
The price is £437
includes taxes & fees
30 Apr - 1 May
Beachfront Hideaway in the heart of Key Largo! Your own private beach!

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Key Largo
9.6 out of 10, Exceptional, (137 reviews)
"My family and I had a great time. The place was very comfortable. Location was great and we enjoyed all the amenities. Great experience over all."
United States
Raul e.
The price is £495
includes taxes & fees
29 Apr - 30 Apr
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Ohana Cay 2brm/2bth - Book your getaway!

Ohana Cay 2brm/2bth - Book your getaway!
Rock Harbor
10.0 out of 10, Exceptional, (96 reviews)
"Perfect location and great community. Easy docking at the marina and nice amenities. "
United States
Gene Z.
The price is £588
includes taxes & fees
27 Apr - 28 Apr
Ohana Cay 2brm/2bth - Book your getaway!
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, known as the "Sport Fishing Capital of the World," offers an array of thrilling activities for discerning travellers. You can embark on a deep-sea fishing charter to catch marlin or sailfish, making memories that will last a lifetime. For those who prefer to stay on land, the History of Diving Museum provides a fascinating insight into the underwater world, showcasing artefacts and interactive exhibits that will captivate both children and adults alike. Adventure seekers can also explore the stunning waters of the Florida Keys via kayaking or paddleboarding, with the protected mangroves of the Florida Keys National Marine Sanctuary offering a serene backdrop. If relaxation is on your agenda, the picturesque beaches, such as Anne’s Beach, provide the perfect spot for a family picnic or a peaceful day in the sun. When it comes to accommodation, the charming area of Islamorada boasts several boutique hotels and resorts that focus on personalised service, ensuring your family feels pampered throughout your stay. Many of these hotels feature private beach access and waterfront dining, allowing you to indulge in fresh seafood while enjoying breathtaking sunset views over the ocean.

Find the best romantic hotels in Islamorada

For couples seeking a romantic escape in Islamorada, these exquisite hotels provide the perfect backdrop for love and relaxation. Each hotel offers charming amenities designed to enhance your romantic getaway.

Sunset Inn

  • Why it's great for a couples retreat: Sunset Inn is a charming retreat for couples, featuring a high review rating of 9.4, making it a trusted choice for a romantic getaway. Guests can indulge in the beautiful garden area, perfect for intimate moments, or relax by the outdoor pool, enjoying the serene atmosphere that surrounds them.
  • Other amenities: Beyond its romantic appeal, the Inn provides several amenities that enhance the stay. Guests can expect daily housekeeping and free toiletries, ensuring comfort throughout their visit. The kitchenette facilities allow for in-room dining, while the bicycles available onsite offer a fun way to explore the picturesque surroundings together.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.9 km, Islamorada Brewery & Distillery - 0.4 km, Keys History & Discovery Center - 0.7 km

Chesapeake Beach Resort

  • Why it's great for a couples retreat: Chesapeake Beach Resort is an idyllic spot for couples looking to unwind together, a remarkable review rating of 9.2. Guests can enjoy romantic moments on their private balcony with stunning ocean views, or take a leisurely stroll along the pristine beach. With an outdoor pool and sun loungers, it's a great setting for relaxation after a day spent exploring the local area.
  • Other amenities: In addition to its romantic atmosphere, the resort offers various amenities to ensure a comfortable stay. Guests can enjoy complimentary breakfast daily, and the kitchenette in each room allows for private dining experiences. Other popular features include free off-street parking, daily housekeeping, and convenient access to boat tours, perfect for a day of adventure on the water.
  • 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 presents a charming escape for couples with an excellent review rating of 9.2. This romantic hideaway offers beachfront access, allowing guests to enjoy breathtaking sunsets and tranquil walks along the shore. The resort's inviting atmosphere is complemented by its heated outdoor pool, perfect for relaxation after a day of exploration.
  • Other amenities: Couples can also take advantage of various amenities that add to their romantic experience. The resort features poolside cabanas, a premium beach bar, and complimentary beach towels. With opportunities for kayaking and nearby scuba diving, couples can enjoy adventure together. The on-site restaurant offers ocean views, ideal for intimate dinners, while the garden area provides a peaceful retreat after a busy day.
  • Neighborhood: Matecumbe
  • Nearby attractions: Matecumbe United Methodist Church - 0.9 km, Islamorada Brewery & Distillery - 0.8 km, Keys History & Discovery Center - 0.1 km

Pines & Palms Resort

  • Why it's great for a couples retreat: Pines & Palms Resort is a delightful choice for couples seeking romance, with a stellar review rating of 9.2. Nestled by the waterfront, this resort provides a serene atmosphere ideal for intimate getaways. Guests can unwind on their private terrace or enjoy the outdoor pool, all while being surrounded by lush landscaping that enhances the romantic vibe.
  • Other amenities: The resort also offers a variety of amenities to elevate the experience. Couples can savour in-room dining with kitchenettes available, or enjoy leisurely strolls along the beach. Other features include complimentary beach towels, daily housekeeping, and access to boat tours for those looking to explore the beautiful waters of Islamorada together. With a focus on comfort and romance, Pines & Palms Resort is a perfect retreat.
  • 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: Cheeca Lodge & Spa is a luxurious destination for couples, featuring an impressive review rating of 9.0. This romantic paradise offers an array of couples-centric amenities including massages on the beach and intimate dining experiences tailored for two. The resort's stunning beachfront setting creates a perfect atmosphere for romance and relaxation.
  • Other amenities: In addition to its romantic offerings, Cheeca Lodge & Spa boasts an expansive range of amenities. Guests can enjoy a full-service spa, multiple dining options, and an outdoor pool with cabanas. The resort also provides complimentary bicycles for leisurely rides, and for those seeking adventure, kayaking and scuba diving are available nearby. With its elegant suites featuring private balconies, this resort ensures a memorable stay for every couple.
  • 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

Top Islamorada Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Islamorada?
If you and your partner need some romantic time away, 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, Bud n' Mary's Dive Center or Anne's Beach. If you're interested in staying near a particular destination, you can sort by neighbourhood or distance to top landmarks, 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, take a look at these details about year-round temperatures in Islamorada: The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.
What is there to do in Islamorada?
There's nothing better than experiencing 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, theatre scene and fishing. If you want to spend a day exploring, you might consider stopping at Everglades National Park, Bud n' Mary's Dive Center or Anne's Beach.
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 getaway go off without a hitch: 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 centre. If you'd like to venture out around the area, consider renting a car to explore more sights.

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