A beach with white lounge chairs, a covered pavilion, and palm trees.

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Check availability on Islamorada Romantic Hotels

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Islamorada romantic hotels

1. 4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
Tavernier
United States
Donna B.
£402
includes taxes & fees
18 Oct - 19 Oct
4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

2. Ocean View 2BR Pool, Private Beach

Ocean View 2BR Pool, Private Beach
Tavernier
United States
Len
£331
includes taxes & fees
18 Oct - 19 Oct
Ocean View 2BR Pool, Private Beach

3. Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
United States
Katy T.
£292
includes taxes & fees
14 Oct - 15 Oct
Ocean view condo with balcony/marina view

4. Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Tavernier
United States
Michelle P.
£329
includes taxes & fees
14 Oct - 15 Oct
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

5. Key Largo Kawama villa K1, 3/3

Key Largo Kawama villa K1, 3/3
Key Largo
United States
Diana
£443
includes taxes & fees
14 Oct - 15 Oct
Key Largo Kawama villa K1, 3/3

6. FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Key Largo
United States
Aaron G.
£466
includes taxes & fees
19 Oct - 20 Oct
FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

7. Key Largo Ocean Shore Villa 1 with pool & boat slip

Key Largo Ocean Shore Villa 1 with pool & boat slip
Key Largo
United States
Bonni K.
£410
includes taxes & fees
14 Oct - 15 Oct
Key Largo Ocean Shore Villa 1 with pool & boat slip

8. 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
£442
includes taxes & fees
14 Oct - 15 Oct
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

9. 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
United States
Caroline C.
£371
includes taxes & fees
15 Oct - 16 Oct
Beachfront Hideaway in the heart of Key Largo! Your own private beach!

10. Kawama L4 - Upscale Oceanside Villa with Marina

Kawama L4 - Upscale Oceanside Villa with Marina
Key Largo
United States
Teresa K.
£425
includes taxes & fees
14 Oct - 15 Oct
Kawama L4 - Upscale Oceanside Villa with Marina
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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

Amara Cay Resort

Amara Cay Resort

8/10 Good
"Hallways quite loud in the mornings by staff, like they forget people are on vacation and sleeping. Pool itself is nice. Sand is very rocky so must wear shoes."
Kristen 4-night trip
Posted 1 hour ago
Amara Cay Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"10/10 recommend!"
Jessica 3-night trip
Posted 2 hours ago
Chesapeake Beach Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

10/10 Excellent
"this was the nicest place i have ever stayed. the staff was so incredibly helpful and the amenities they provide are amazing. will definitely stay here again. 10/10"
Sadie 9-night trip
Posted 1 day ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"It was EXACTLY what I was looking for. Thank you! I wish I had more time to enjoy the super adorable room."
Lynille 1-night trip
Posted 1 day ago
Fisher Inn Resort & Marina
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"This was an absolute dream vacation for my husband and I. The amenities were fantastic and the property was immaculate. The staff were exceedingly concerned about our comfort and asking if we needed anything. The location couldn’t have been better. We will be back."
Steven Allen 3-night trip
Posted 3 days ago
Pines & Palms Resort
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Amazing gym, really cool pool with waterfall, beautiful view of the sunrise on a small beach. Overall was super nice."
Heidi 2-night trip
Posted 9 days ago
Coconut Cove Resort and Marina
Casa Morada

Casa Morada

10/10 Excellent
"always a favorite!"
robert 2-night trip
Posted 3 weeks ago
Casa Morada

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 Bud n' Mary's Dive Center, Robbie's of Islamorada 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 Bud n' Mary's Dive Center, Robbie's of Islamorada 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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