The Best Romantic Hotels for Couples in Islamorada

Where to Stay for your Anniversary, Honeymoon, or Proposal Trip in Islamorada

Islamorada, Florida Islamorada, Florida

Are you looking for a hotel for a romantic getaway in Islamorada, Florida? You're in the right place because we've analyzed all of the hotels here based on key criteria for a couples trip to Islamorada. Based on amenities, price, location, guest ratings, and more, below you'll find plenty of romantic options. Whether you're planning a couple's get away, a wedding night, a honeymoon, or a romantic staycation, Islamorada is home to some amzing luxurious romantic hotels and resorts, perfect for couples seeking a romantic escape. Maybe you're celebrating an anniversary? Whether you're celebrating your 1st anniversary, your 5th, 10th, 25th, or even your 50th anniversary, these hotels have plenty of romantic amenities. Or, perhaps you're just looking for a break from the kids? Or maybe you're looking for a great hotel for Valentine's Day or New Year's Eve? Islamorada has plenty of options for a romantic experience. From luxury hotels with honeymoon suites to cozy boutique hotels or B&B's offering romance packages, you'll find everything you need here. Indulge in a relaxing hot tub or jacuzzi, enjoy breakfast in bed, and spend quality time with your significant other surrounded by luxurious amenities. You might be looking for a romantic date hotel in Islamorada, or maybe you're planning a full-blown wedding night or honeymoon experience. Either way, below is a terrific range of romantic hotels to fit your needs, all within close proximity to fantastic restaurants and dining options along with fun activities and attractions. So, grab that special someone and start planning your romantic getaway in Islamorada.

Couples will enjoy the resorts, spas, beaches, and adventures in the area. Head to Little Palm Spa for a little relaxation or hit up Florida Keys Brewing Company for some live music. There's also snorkeling, diving, and some good restaurants nearby as well.

(Prices are listed in U.S. Dollars.)

Cheeca Lodge & Spa

4-star Resort with prices starting at $258 (before taxes) - See All Prices
A Nice Romantic Getaway Hotel
  • Great Value: the price is lower than average for couples hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Room service

Located at 81801 Overseas Highway, Mile Marker 82, Cheeca Lodge & Spa has great rooms from $258 (before taxes). It offers an outdoor pool, room service, a restaurant, a fitness center, and scuba diving. It has a terrific 8.40 rating out of 10 from previous guests who have stayed here. Only 0.7 miles from the city center, couples will especially love snorkeling, a bar, child care, laundry services, and golf at this terrific hotel. You'll love relaxing in the hot tub at the end of the day, too. The price of this hotel is less than average for couples hotels, which makes it a great value.

Couples Hotel Amenities
  • Room service
  • Restaurant
  • Snorkeling
  • Bar/Lounge
  • Hot tub
  • Spa and wellness center
  • Spa
  • Breakfast in the room
More Great Amenities
  • Outdoor pool
  • Fitness center
  • Free parking
  • Table tennis
  • Fishing
  • Tennis
  • Coffee shop
  • Microwave
  • Refrigerator
  • Wedding services
  • Kids' club
  • Beach


Pines & Palms Resort

3-star Resort with prices starting at $333 (before taxes) - See All Prices
Among the Best Places to Stay for a Romantic Trip to Islamorada
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Room service
  • Heated pool

A great place to stay is Pines & Palms Resort which has nice rooms starting at $333. Offering an outdoor pool, a pool bar, room service, snorkeling, and a bar, it also has a great guest rating of 8.90 out of 10 from many previous guests. It's located at 80401 Old Highway. This romantic hotel is also nice because it offers rooms with kitchens, rooms with kitchenettes, child care, free parking, and evening entertainment which honeymooners will enjoy. Also, it's just 2 miles from the city center. Don't forget to spend some time at the terrific pool bar where you can unwind and relax. It's also less than the average price for couples hotels, so it's a great value.

Couples Hotel Amenities
  • Room service
  • Snorkeling
  • Bar/Lounge
More Great Amenities
  • Outdoor pool
  • Pool bar
  • Kitchen
  • Kitchenette
  • Free parking
  • Bicycle rental
  • Fishing
  • Heated pool
  • Microwave
  • Refrigerator
  • Wedding services
  • Beach


Islander Resort

3-star Resort with prices starting at $267 (before taxes) - See All Prices
A Very Romantic Hotel in Islamorada
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Heated pool

We found Islander Resort to be a great place to stay, and the price starts at $267. We loved that is has an outdoor pool, a pool bar, a restaurant, snorkeling, and a bar, and it also has a terrific guest rating of 8.90 out of 10 from previous guests. It's located at 82100 Overseas Hwy. You'll also find rooms with kitchens, laundry services, a child pool, free parking, and kids meals which couples will love. And this relaxing hotel is just 0.3 miles from the center of town. And with the ability to cook your own meals in the kitchen, you can save money and time. It's a great value, too, because it's less than the average price for couples hotels.

Couples Hotel Amenities
  • Restaurant
  • Snorkeling
  • Bar/Lounge
More Great Amenities
  • Outdoor pool
  • Pool bar
  • Kitchen
  • Free parking
  • Table tennis
  • Bicycle rental
  • Fishing
  • Heated pool
  • Wedding services
  • Saltwater pool
  • Beach


Chesapeake Beach Resort

3-star Resort with prices starting at $249 (before taxes) - See All Prices
Great for a Honeymoon or a Quick Getaway
  • Great Value: the price is lower than average for 3-star hotels.
  • Beach
  • Room service
  • Heated pool

With terrific rooms from $249, Chesapeake Beach Resort, at 83409 Overseas Highway provides an outdoor pool, room service, parking, rooms with kitchenettes, and a free breakfast. Its terrific guest rating is 7.60 out of 10 from previous guests staying here. Couples will really like this fun hotel which also offers pet-friendly rooms, a hot tub, a spa, laundry facilities, and bicycle rental. It's located just 1.2 miles from the city center, too. Having a kitchenette is a nice way for you to have some meals in the room, too. It's a great value, as the price is less than the average for couples hotels.

Couples Hotel Amenities
  • Room service
  • Hot tub
  • Spa
More Great Amenities
  • Outdoor pool
  • Parking
  • Kitchenette
  • Free breakfast
  • Pets allowed
  • Bicycle rental
  • Fishing
  • Heated pool
  • Tennis
  • Microwave
  • Refrigerator
  • Beach


Amara Cay Resort

4-star Hotel with prices starting at $255 (before taxes) - See All Prices
A Perfect Hotel for an Anniversary celebration in Islamorada
  • Great Value: the price is lower than average for 4-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Heated pool

Amara Cay Resort has a great guest rating of 8.50 out of 10, and offers an outdoor pool, a pool bar, a restaurant, a fitness center, and snorkeling. The great rooms here start at $255 before taxes and depending on the season. It can be found at 80001 Overseas Highway. Furthermore, it also offers a bar, parking, pet-friendly rooms, kids meals, and laundry facilities, which is nice for couples. Just 2.4 miles from the city center, this charming hotel is a terrific choice. The service at the restaurant is terrific, and so is the food. We found the price of this hotel to be a great value because the price is less than average for couples hotels.

Couples Hotel Amenities
  • Restaurant
  • Snorkeling
  • Bar/Lounge
More Great Amenities
  • Outdoor pool
  • Pool bar
  • Fitness center
  • Parking
  • Pets allowed
  • Bicycle rental
  • Fishing
  • Heated pool
  • Microwave
  • Refrigerator
  • Wedding services
  • Beach


La Siesta Resort & Villas

3-star Resort with prices starting at $263 (before taxes) - See All Prices
A Nice Anniversary Trip Hotel
  • Great Value: the price is lower than average for 3-star hotels.
  • Beach
  • Heated pool

The great guest rating of La Siesta Resort & Villas is 8.10 out of 10. This place has an outdoor pool, a pool bar, a restaurant, a bar, and rooms with kitchens. Prices for the terrific rooms are from $263, and it's located at 80241 Overseas Highway. We also love the rooms with kitchenettes, pet-friendly rooms, free parking, table tennis, and laundry facilities which are great for honeymooners. And since it's just 2.2 miles from the center of the town, the location is great, too. The swimming pool is fantastic and lots of fun, too. The price of this hotel is less than average for couples hotels, which makes it a great value.

Couples Hotel Amenities
  • Restaurant
  • Bar/Lounge
More Great Amenities
  • Outdoor pool
  • Pool bar
  • Kitchen
  • Kitchenette
  • Pets allowed
  • Free parking
  • Table tennis
  • Bicycle rental
  • Fishing
  • Heated pool
  • Microwave
  • Refrigerator
  • Wedding services
  • Beach


Fisher Inn Resort & Marina

Motel with prices starting at $263 (before taxes) - See All Prices
A Great Hotel for A Couple's Getaway to Islamorada
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Room service
  • Heated pool

A cool place is Fisher Inn Resort & Marina because it has great rooms that start at $263. It has an outdoor pool, room service, scuba diving, snorkeling, and breakfast, it also earned a great guest rating of 8.40 out of 10 from people who have stayed here before. It's found at 84951 Overseas Highway. Only 2.5 miles from the city center, couples will especially love rooms with kitchens, rooms with kitchenettes, laundry services, pet-friendly rooms, and free parking at this terrific hotel. You'll love relaxing in the heated pool after a busy day exploring. It's also less than the average price for couples hotels, so it's a great value.

Couples Hotel Amenities
  • Room service
  • Snorkeling
More Great Amenities
  • Outdoor pool
  • Breakfast included
  • Kitchen
  • Kitchenette
  • Pets allowed
  • Free parking
  • Table tennis
  • Fishing
  • Heated pool
  • Microwave
  • Refrigerator
  • Wedding services
  • Beach


The Caribbean Resort

3-star Resort with prices starting at $1744 (before taxes) - See All Prices
A Nice Romantic Getaway Hotel
  • High Quality: guest ratings are higher than average.
  • Beach

The Caribbean Resort offers an outdoor pool, rooms with kitchens, laundry facilities, air-conditioning, and a 24-hour desk which we really like. The terrific rooms here start at $1744 (before taxes). It's located at 117 South Carroll Street and has earned a guest rating of 9.20/10. This romantic hotel is also nice because it offers wedding services, an EV charging station, eco tourism, and picnic areas which couples will enjoy. Also, it's just 0.4 miles from the city center.

Couples Hotel Amenities
More Great Amenities
  • Outdoor pool
  • Kitchen
  • Wedding services
  • Beach


Hadley House Islamorad

3-star Hotel with prices starting at $230 (before taxes) - See All Prices
Among the Best Places to Stay for a Romantic Trip to Islamorada
  • Great Value: the price is lower than average for 3-star hotels.
  • Beach

Located at 82749 Overseas Highway US 1 South & Mile Marker 82, Hadley House Islamorad has great rooms from $230 (before taxes). It offers an outdoor pool, snorkeling, breakfast, rooms with kitchenettes, and free parking. It has a terrific 7.60 rating out of 10 from previous guests who have stayed here. You'll also find table tennis, fishing, a multi-lingual staff, air-conditioning, and a 24-hour desk which couples will love. And this relaxing hotel is just 0.3 miles from the center of town. It's a great value, as the price is less than the average for couples hotels.

Couples Hotel Amenities
  • Snorkeling
More Great Amenities
  • Outdoor pool
  • Breakfast included
  • Kitchenette
  • Free parking
  • Table tennis
  • Fishing
  • Microwave
  • Refrigerator
  • Wedding services
  • Beach


Also, take a look at the Couples hotels in nearby destinations: Key Largo and Marathon.

For more terrific hotel ideas in Islamorada, make sure you also see Best Family-Friendly Hotels in Islamorada, Best Beach Hotels in Islamorada, Best Pet-Friendly Hotels in Islamorada, Best Hotels for First Time Visitors in Islamorada, Best Hotels for a Weekend Getaway in Islamorada, Best Hotels for One Week in Islamorada, or Best Hotels for One Night in Islamorada.


How much do romantic hotels for couples cost in Islamorada?

Islamorada Average Couples Hotel Price
$429

Visitors will find a large range of terrific couples hotel choices when planning a visit to Islamorada, Florida. The price of these couples hotels can vary according to location, type, and amenities. The average couples hotel price in Islamorada, Florida based on data from 9 hotels is an affordable $429. If you're interested in more information about hotels here, see our guide to hotel prices in Islamorada.

The average prices of our suggested couples hotels by star rating:

  • 4-star hotels: $257
  • 3-star hotels: $478


Budget Your Trip
Budget Your Trip is all about finding out how much everything costs so that you can travel cheaper and longer. With average daily travel costs that are calculated from the budgets of real travelers, you can find out how much money you need to plan your next adventure. On this website you can also find travel advice, accommodation reviews, and activity suggestions.
Share This Page

Some of the links on this website are sponsored or affiliate links which help to financially support this site. By clicking the link and making a purchase, we may receive a small commission, but this does not affect the price of your purchase.