9 Best Islamorada Resorts on the Beach

If you’re looking for Islamorada resorts on the beach, the great news is that many of the best places to stay in Islamorada provide guests with a beachfront location, swimming pools, soft white sands and complimentary hire of equipment such as bikes, paddle boards, fishing poles and kayaks. Islamorada has some of the best beaches in the Keys, but most of them are private on resorts, making these resorts on the beach great spots for a home base to explore.

You can pick from a range of Islamorada places to stay with their own private beach – plus a wealth of other appealing amenities. You can even split your time between the quieter Islamorada and the livelier places to stay on the beach in Key West.

Some Islamorada resorts are all inclusive in that they provide free equipment rental to paying guests, so there’s no need to pack your own, pay for rental or go shopping as soon as you arrive.

 As well as deluxe rooms and suites, selected properties even provide Islamorada cottages or houses for larger parties. These include one place with six bedrooms.

 Whether you’re seeking lots of space and amenities to please a family or group or a more intimate, romantic property just for the two of you, these are the best Islamorada beach resorts to book into.

In this post:

9 Best Islamorada Resorts on The Beach

Cheeca Lodge

Cheeca Lodge is one of the best Islamorada resorts on the beach
Photo credit: Cheeca Lodge and Spa, used with permission
  • Best for: Families & fans of fishing or golf
  • Pros:
    • Par 3 9-hole golf course
    • Full service spa plus child & adult pools
    • Unlimited use of fishing & sports equipment
  • Cons:
    • Standard of service may vary
    • Beach occasionally covered in seaweed

Cheeca Lodge in Islamorada, Florida is a stylish, upmarket resort with a coastal theme throughout. Set in 27 acres of lush, tropical gardens, the property offers a wealth of amenities that will appeal to families, fans of fishing and keen golfers.

 It’s difficult to find a wider range of facilities anywhere, let alone in Islamorada. Cheeca Lodge has a full service spa and offers guests the chance to take part in a range of water sports. Cheeca Rocks, one of the best snorkeling spots in Islamorada, is just offshore from the resort with daily snorkel trips.

Cheeca Lodge crossed coconuts
Photo credit: Cheeca Lodge and Spa, used with permission
Cheeca Lodge bedroom suite
Photo credit: Cheeca Lodge and Spa, used with permission

 The accommodation options also make this one of the best Islamorada beach hotels, ranging from double guest rooms to spacious suites and seafront casitas with one or two bedrooms.

 Cheeca Lodge & Spa in Islamorada FL also has a 9-hole golf course designed by Jack Nicklaus, three restaurants, kids’ and adults’ pools, two bars, a children’s program focused on the environment and a fitness suite. Guests also have unlimited use of kayaks, bikes and fishing equipment.

Check prices and availability HERE.

Postcard Inn

Postcard Inn pool and beach
Photo credit: Postcard Inn, used with permission
  • Best for: Adults & boating or water sports fans
  • Pros:
    • Marina with boat trips & ocean access
    • Several restaurants & Tiki bar
    • Convenient yet peaceful spot
  • Cons:
    • Limited family amenities
    • No spa

 The Postcard Inn, Islamorada FL is positioned in a convenient spot that makes is simple to explore the Florida Keys. It’s surely the best of the Islamorada hotels for those who want to visit the Theater of the Sea, as this is under five minutes’ walk away.

 Amenities at this Islamorada resort include a couple of pools, a Tiki bar serving colorful and elegant cocktails and four on-site eateries. This Holiday Isle Islamorada property also boasts a private beach and its own marina offering local boat trips and entry to the water.

Postcard Inn bar by the beach
Photo credit: Postcard Inn, used with permission

 Guests staying here can also book local excursions such as fishing, diving and snorkeling trips via the hotel, or hire a jet ski for an adrenaline-inducing adventure on the water.

 Accommodations are decorated with a subtle nautical theme and range from regular rooms up to oceanfront cottages with lounge and kitchen areas. Many also have private, furnished balconies giving guests views over the Atlantic.

Check prices and availability HERE.

Moorings Village

Moorings Village Beach, Islamorada
  • Best for: Couples seeking seclusion & a spa
  • Pros:
    • Heated outdoor pool, tennis courts & gym
    • Set in a former Florida coconut plantation
    • Secluded spot near local amenities
  • Cons:
    • No kids’ facilities
    • Only one restaurant

The Moorings Village and spa is another of those Islamorada Florida hotels set on the beachfront. A coconut plantation once occupied the site. Now, it’s a spacious resort that’s also in a convenient location near the Theater of the Sea – plus a range of local restaurants.

Like other resorts in Islamorada, Moorings Village has an impressive range of amenities. Here you’ll find a gym, heated outdoor pool, tennis courts and a spa. Hammocks and teak sun loungers are dotted throughout the grounds for the ultimate in luxurious, sun-drenched relaxation.

This prime pick of the resorts in Islamorada, Florida also offers guests hire of kayaks, bikes and paddle boards. With a laid-back atmosphere, over 800 swaying palm trees and a range of deluxe cottages, Moorings Village is one of the most relaxing and romantic Islamorada hotels you’ll find.

Incidentally this is also the Islamorada Bloodline hotel that was featured in the popular TV series, and trying to check it out is one of the most popular things to do in Islamorada.

Check Prices and Availability HERE.

The Islander

The Islander beach front
Photo credit: Islander Resort, used with permission
  • Best for: Families who want to snorkel & dive
  • Pros:
    • Great range of room types
    • Diving & snorkeling available on-site
    • Kids’ splash pad, hot tub & 2 saltwater pools
  • Cons:
    • Beach bar closes at 10pm
    • No gym or spa

The Islander resort in Islamorada, Florida offers great facilities for every member of the family – and everyone will love the idyllic setting right on a white sandy beach. With 114 rooms, this resort is big enough to offer superb amenities without ever feeling overly busy.

A range of rooms and suites at the Islander hotel in Islamorada caters for various budgets and group sizes. The Oceanside Signature Suites are the top-of-the-range option, and the largest offer two bedrooms, a kitchen and a stylish lounge area. All rooms are decorated using a palette of soothing neutrals and subtle coastal tones. 

Amenities at The Islander Islamorada include Elements restaurant and lounge and the Tides grill and beach bar. Once food and drinks are taken care of guests can also enjoy a hot tub, two saltwater swimming pools and the kids’ splash pad. Activities bookable on site here include scuba diving, snorkeling, boat trips and cycling. 

Check prices and availability HERE.

Amara Cay

Amara Cay property aerial shot
Photo credit: Amara Cay, used with permission
  • Best for: Adults seeking luxurious, laid-back living
  • Pros:
    • Laid-back yet upscale resort
    • Conveniently located for Robbie’s
    • Pier fishing and boat excursions available
  • Cons:
    • Beach is small
    • Building rather bland

With an informal yet exclusive atmosphere, Amara Cay resort in Islamorada offers deluxe amenities and casual, island style living. It’s also conveniently located for Robbie’s, a local institution offering tarpon feeding, dining, and a marina plus boat trips and rentals.

Amara Cay beach and pool aerial shot
Photo credit: Amara Cay, used with permission
Amara Cay pool
Photo credit: Amara Cay, used with permission

Amara Cay Islamorada occupies a purpose-built structure and offers a selection of accommodations. This is one of the best resorts in Islamorada for fishing fans too, as there is a firm focus on sport fishing at the property. Both pier fishing and excursions can be booked on site.

Rooms sleep between two and six guests and are available in a range of categories. All are decorated to reflect the natural surroundings of the environment, with subtle nods to the coastal location.

View of Amara Cay pier
Photo credit: Amara Cay, used with permission
Amara Cay beach
Photo credit: Amara Cay, used with permission

This is one of the best Islamorada Key hotels to stay in when you want to enjoy fishing, as well as access to local amenities. The facilities on site, meanwhile, include Reelcatch restaurant, the Coastal Cup and Lounge and a Tiki bar. Located on the ocean front with its own private beach, this pick of the Islamorada Florida resorts also offers an outdoor pool.

Check prices and availability HERE.

Pelican Cove

Pelican Cove aerial shot
Photo credit: Pelican Cove, used with permission
  • Best for: Couples who enjoy an intimate atmosphere
  • Pros:
    • Saltwater lagoon & freshwater pool
    • Cabana bar & cafe plus picnic areas
    • Beach, marina, boat storage & water sports facilities
  • Cons:
    • Smaller resort means fewer amenities

Pelican Cove Islamorada is also one of those Islamorada FL hotels offering guests a slice of tropical island life. It’s also centrally located, close to the Theatre of the Sea. There are plenty of facilities allowing guests to enjoy the water. As there’s only 63 rooms and suites here you’ll find a more intimate atmosphere than at larger Islamorada resorts.

Pelican Cove resort in Islamorada sits right on the beachfront, and the building has an understated colonial feel. Balconies give guests somewhere to relax with a drink while watching the sun set over another day in the Florida Keys.

Rooms are clean and comfortable, and have recently been overhauled to give guests a relaxing space in which to unwind. While subtle, the natural, neutral scheme is enlivened here and there by the artwork on the walls and the occasional colorful soft furnishing.

The amenities at this place compare well to other resorts in Islamorada FL, especially when you consider the resort’s smaller size. There’s a private beach, s saltwater lagoon, a marina, a heated freshwater pool, gardens, picnic areas and the cabana bar and cafe.

Boat trailers as well as cars can be parked on site, and room rates include use of pool towels, non-motorised water sports and beach chairs.

Check prices and availability HERE.

La Siesta

Beach at La Siesta Resort
Photo credit: La Siesta Resort, used with permission
  • Best for: Larger families or groups in search of space
  • Pros:
    • Accommodations range up to a 6-bedroom home
    • Infinity pool, private beach & marina
    • Colorful cottages right on the sands
  • Cons:
    • Limited beach space
    • Service standards can vary

La Siesta Islamorada is another Islamorada resort in Florida that specializes in providing guests with a luxurious yet relaxed pace of life during their stay. The property is situated on the seafront, and offers a range of deluxe accommodation. It’s an Islamorada hotel set among scenic grounds filled with tropical palm trees.

Guests of La Siesta resort Islamorada can take part in a range of activities at or via the hotel. Bikes, kayaks, fishing poles and other water sports equipment is available and the resort also has its own private beach, a beautiful infinity pool and a marina.

La Siesta Resort lodges
Photo credit: La Siesta Resort, used with permission

La Siesta is the best of the Islamorada luxury resorts for larger families or groups, as the accommodation options range right up to a deluxe six bedroom oceanfront villa. Other rooms, suites, cottages and houses are also available for smaller parties.

All accommodation has a fresh, coastal feel, and is light and airy thanks to the position plus full-length windows and bright, white bedlinen.

Check prices and availability HERE.

Chesapeake Beach Resort

  • Best for: Pet owners seeking outdoor space
  • Pros:
    • Resort set around a coastal lagoon
    • Fully renovated in advance of 2022 season
    • All accommodations have private balconies
  • Cons:
    • Presence of pets may bother some
    • No restaurant

Chesapeake Beach Resort Islamorada is an attractive property set on the waterfront. It’s a fresh, monochrome building with white walls and contrasting balconies with black railings. Acres of soft sands and glorious tropical gardens provide guests with plenty of peaceful outdoor space.

The setting is incredibly scenic, with the understated structures surrounded by swaying palms. A central lagoon provides a focal point for the Chesapeake resort in Islamorada, and there are two outdoor pools for guests to exercise, cool down or float around in.

This property was fully renovated for the 2022 season, and unlike some other luxury resorts in Islamorada every single room has its own private balcony. Some have ocean views, while others overlook the island.

Accommodation is decorated in a fresh, contemporary style with geometric prints and coastal tones adding interest. There’s a range of rooms and many have two large beds. Paddle boards, kayaks and fishing poles can be rented on site and this resort also welcomes pets.

Check prices and availability on Expedia HERE or Agoda HERE.

Lime Tree Bay

  • Best for: Anyone seeking a larger private beach
  • Pros:
    • Breakfast & equipment hire included in room rates
    • Convenient for Marathon as well as Islamorada
    • Spacious beach with tiki huts & hammocks
  • Cons:
    • Only one restaurant on site
    • Not so close to Islamorada amenities

Lime Tree Bay Resort Islamorada is our final pick of the hotels on Islamorada Key. It’s situated between Marathon and Islamorada, so is convenient for exploring both locations. The beach here is a quarter of a mile long, so it’s a bit bigger than that found at some of the local Islamorada FL resorts.

Lime Tree Bay has several outdoor swimming pools, tennis courts and a fishing pier, and guests can rent kayaks, paddle boards and bikes on site free of charge. Many of the rooms and suites offer ocean views, and a few are located right on the beachfront with direct access to the soft sands and warm, turquoise water.

Accommodation-wise there’s a range of rooms plus two bedroom suites and a three bedroom townhouse. All are furnished and decorated in a modern style with a mid-century twist, with natural tones contrasting against more vibrant colors.

The spacious beach here is a delight, lined with palm trees, dotted with tiki huts and furnished with hammocks. Seeing the sun sink over the Gulf of Mexico is unmissable. Those seeking all inclusive resorts in Islamorada will love the generous buffet breakfast supplied as part of the room rate, and the restaurant also serves a la carte meals for lunch or dinner.

Ping pong, board games, yoga classes, BBQ grills, beach games and a private dock ensure there’s always plenty to do.

Check prices and availability on Expedia HERE or Agoda HERE.

Which of these Islamorada resorts on the beach will you book?

From Islamorada all inclusive resorts offering plenty of free and paid amenities to a smaller, more peaceful property, there’s lots of choice when you want to find Islamorada beach resorts.

Whether you travel as a family with pets and different interests, a couple seeking seclusion or a solo adventurer in search of an active vacation, there’s a great variety of Islamorada hotels on the beach to suit all kinds of people.

You can even find Islamorada house rentals for larger groups or families at some of these resorts – or a dream Islamorada beach house for just the two of you. What more could you ask for when planning a Florida Keys vacation?

Looking for more Florida Keys info to plan your trip? Check out all of our Florida Keys Guides HERE.

About the author
Kristin Young