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

Find Romantic Hotels in Islamorada, FL

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Check availability on Islamorada Romantic Hotels

Tonight
Aug 8 - Aug 9
Tomorrow
Aug 9 - Aug 10
Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23
No exact matches found, but these alternatives could be just right

Recommended hotels in Islamorada

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
alicia
NT$4,871
NT$7,294 total
includes taxes & fees
Aug 11 - Aug 12
Chesapeake Beach Resort

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Yuniel
NT$5,450
NT$8,489 total
includes taxes & fees
Aug 16 - Aug 17
Cheeca Lodge & Spa

3. Islander Resort

Islander Resort
Matecumbe
United States
Sarah
NT$7,546
NT$10,666 total
includes taxes & fees
Aug 31 - Sep 1
Islander Resort

4. Drop Anchor

Drop Anchor
Islamorada
United States
Noel
NT$3,851
NT$5,463 total
includes taxes & fees
Aug 9 - Aug 10
Drop Anchor

5. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Estefani
NT$5,420
NT$8,456 total
includes taxes & fees
Aug 10 - Aug 11
Amara Cay Resort

6. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
NT$7,836
NT$10,993 total
includes taxes & fees
Aug 27 - Aug 28
Bayside Villas by Islander Resort

7. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
MARC
NT$3,536
NT$5,030 total
includes taxes & fees
Aug 23 - Aug 24
Fisher Inn Resort & Marina

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Ana
NT$6,682
NT$9,875 total
includes taxes & fees
Aug 17 - Aug 18
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

9. La Jolla Resort

La Jolla Resort
Matecumbe
United States
adrian
NT$3,586
NT$4,941 total
includes taxes & fees
Aug 19 - Aug 20
La Jolla Resort

10. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Lisa C
NT$4,805
NT$5,406 total
includes taxes & fees
Aug 30 - Aug 31
Coconut Cove Resort and Marina
View all properties

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

Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"The ocean view suite had a spectacular view of the basin and ocean. The location is in the middle of everything. The grounds have many private spots right on the ocean. The on site Tiki bar was enjoyable and on Sat there was a live entertainer who was very good. The pools were nice but would be better if cooled. They are remodeling and it was very loud when we arrived on Fri. The associate at the front desk, Jasmine, was professional, responsive, and friendly. She investigated and texted us to let us know it would stop by 5p and not continue until Monday. The room didn't have towel rods or hooks and no wall art. Felt recently remodeled without final touches. These are the only reasons I didn't give it a 5. I would go back."
Theron 1-night trip
Posted 9 hours ago
Chesapeake Beach Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Lo único malo q tenía muchas algas en el lado de la marina no pesqué nada pero la pasé bien"
Angela 1-night trip
Posted 2 days ago
Fisher Inn Resort & Marina
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Wow! I stayed there for a week and I really felt like I was in my little slice of heaven! The resort is decorated beautifully. The room definitely has the Florida keys vibe and the staff were so awesome. I would have loved to stay there forever. I can't wait to go back!!!"
Kevin 7-night trip
Posted 3 days ago
Coconut Cove Resort and Marina
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"El lugar es excelente ,bien limpio y renovado"
Jesus 2-night trip
Posted 4 days ago
Pines & Palms Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"The check in staff was amazing and helpful. There was a lot of included things to do that were really nice and easy to access. There was a strong fish smell, but that was likely because people catch/clean their fish at the dock and there was a bit of sea grass along the shore that likely contributed. We'd stay there again for sure!"
Melissa 2-night trip
Posted 5 days ago
La Siesta Resort & Villas

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 Bud n' Mary's Dive Center, Islamorada County Park, or Founders Park. 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 Bud n' Mary's Dive Center, Islamorada County Park, or Founders Park.
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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