Top 10 Resorts in Islamorada, United States

April 20, 2023 Lashaunda Abraham

Six islands in the Florida Keys comprise the village of Islamorada, known for its prime sport fishing. Rent a boat or participate in a guided tour to fish, snorkel, or swim with marine life. Fresh seafood is the hallmark of the Islamorada dining scene. Visit a tropical-themed bar to soak in the full Florida Keys experience with a frozen umbrella drink. For a dose of culture, take in fine art and music while strolling through the Morada Way Art and Cultural District.
Things to do in Islamorada

1. Islander Resort

82100 Overseas Highway, Islamorada, FL 33036
Excellent
73%
Good
12%
Satisfactory
6%
Poor
5%
Terrible
4%
Overall Ratings

4.5 based on 913 reviews

Islander Resort

Islander Resort is a serene slice of paradise in the Florida Keys. Our breathtaking oceanfront getaway is situated on Islamorada's most picturesque piece of shoreline- a lush, white-sand stretch dotted with gently swaying palms and bordering the deep turquoise of the Atlantic.

Nice room. Nice staff. Amenities not great

Reviewed By michellevM4327UI

It was enjoyable but they don't have 2 restaurants, no room service, called their restaurant to make an order 5xs & nobody answered. Receptionist sd their busy. Walk up there. It wasn't. Pina colada tasted like iced Bacardi. Room was nice & our porch. For the price it was adequate. Probably won't stay there again.

2. Cheeca Lodge & Spa

81801 Overseas Highway Mile Marker 82, Islamorada, FL 33036-3631
Excellent
57%
Good
21%
Satisfactory
12%
Poor
6%
Terrible
5%
Overall Ratings

4 based on 6217 reviews

Cheeca Lodge & Spa

The "Queen of the Florida Keys", Cheeca Lodge & Spa has been an exclusive hideaway for celebrities, business leaders and U.S. Presidents for over 70 years. Set on 27 private oceanfront acres in Islamorada, Cheeca has been constructed with a porte-cochere entrance, traditional Florida Keys architecture and spirited tradition of “barefoot elegance” -- a term coined at Cheeca. Along with a coffee bar and top-shelf lobby bar, Cheeca boasts three distinctive restaurants: Atlantic’s Edge, Cheeca’s flagship restaurant offering a seasonal fine-dining menu of fresh local seafood, prime steaks and organic local produce, Nikai Sushi Bar and Restaurant offering the Florida Keys’ freshest sushi, Asian-inspired fare and a unique selection of Japanese sake and wine; and family-friendly Mia Cucina restaurant transporting Naples, Italy into the heart of Islamorada serving up made to order artisan pizzas, pastas and salads.

Great stay

Reviewed By J774ZHstephenc

The Cheeca Lodge is a well run hotel in a beautiful location. The room was comfortable and nicely furnished. The food and drinks are great. The grounds are well kept and beautiful. The staff is well trained and happy to serve the guests.

3. Amara Cay Resort

80001 Overseas Highway, Islamorada, FL 33036-3802 1 (844) 987-2974
Excellent
52%
Good
29%
Satisfactory
11%
Poor
5%
Terrible
4%
Overall Ratings

4 based on 2014 reviews

Amara Cay Resort

Amara Cay Resort is anchored in the laid-back style and carefree atmosphere that makes Islamorada the Sport Fishing Capital of the World. Reflecting the easy tranquility of the Upper Keys, Amara Cay Resort seamlessly blends recreation with relaxation. Hammocks dot the sandy shoreline, palm trees sway in the breeze and a shimmering oceanfront pool beckons early risers. It's no wonder Amara Cay was named the winner of the 2015 Sandi Design award for Design Excellence Hospitality by the International Interior Design Association, which recognized our expert balance of relaxed atmosphere and luxurious style.

Great find in Islamorada

Reviewed By KimW811

We were staying in a nearby property. Our friends mentioned they booked this hotel for a weekend on July. We stopped by to check it out. The property is pretty and the lobby and bar area are very nice. We booked the same weekend as our friends. We also hung out at the bar with Justine, who was a wonderful bartender, to watch the basketball game and had a great time. Highly recommend this resort…

4. Pelican Cove Resort & Marina

84457 Overseas Highway, Islamorada, FL 33036
Excellent
52%
Good
29%
Satisfactory
10%
Poor
6%
Terrible
4%
Overall Ratings

4 based on 1121 reviews

Pelican Cove Resort & Marina

Pelican Cove Resort and Marina typifies the relaxed lifestyle of the Florida Keys. With its 63 rooms and suites on the water, pool, saltwater lagoon, cabana bar and café, marina, water sports and fishing charters, the resort transports visitors into a tropical paradise the minute they check-in. The myriad of activities, both on property and throughout the nearby islands, provide visitors with as much activity as they want with the laid-back atmosphere of a secluded luxury destination. With plenty of palms trees and shade to escape to, Pelican Cove Resort is the "Key" place to relax and change your latitude as well as your attitude. So if you like hanging around under a tropical sun staring at the sparkling blue waters of the Atlantic Ocean, Pelican Cove Resort is the place you want to be!

Postcard Inn & Pelican Cove Islamarada

Reviewed By Safari213634

Avoid at all costs. No lobby @ Pelican Cove & advised by e-mail day before arrival to check in @ Postcard Inn . We arrive early & of course room not ready & clerk said I will call you when room ready. 1630 no call so tried only # we had & only reservations picked up which so sorry not connected to deskFinally we walk from Cove to Postcard Inn . Same clerk I forgot to call you. Stated earlier when I asked him could we call to check on room that phones not working Five o’clock now & walking back to Cove. Room 60 degrees.During night cannot control temperature & floor wet bed creaking as if broken. Room old ,tired . And best part you pay 50.00$ not to be on ground floor. We checked out 0630 am.after telling clerk our concerns.Invoice # disconnected & again only reservation # picking up .Left this person (Stacy) info about our abysmal stay & she would let customer service know .Crickets. No one ever called. Since we had reservations at sister hotel Amara Key for October we called & cancelled & explained our concerns about Pelican Cove & spoke to desk clerk Alana &she stated she would let her manager Lauren know. No reach out from them either.I do not believe our 1 night stay was a 578.00 experience.

5. Casa Morada

136 Madeira Rd, Islamorada, FL 33036-3615
Excellent
76%
Good
16%
Satisfactory
5%
Poor
2%
Terrible
1%
Overall Ratings

4.5 based on 1199 reviews

Casa Morada

Casa Morada is an upscale sixteen suite privately owned hotel inspired by the informal character of the Caribbean. The atmosphere is private, peaceful, and serene. The staff is known for their warmth and attentiveness. Raymond Jungles, a renowned Miami Landscape Architect known for his natural lush landscapes, designed the award-winning garden spaces throughout the property. The highlight of the resort is Casa Morada's spectacular private island. The island is accessed by a dramatic footbridge and features a fresh water pool, secluded cabana and the Sunset Gazebo bar with stunning views of the Gulf of Mexico. Casa Morada is a 90 minute drive south from Miami International airport and 90 minutes north of Key West. Guests of Casa Morada may also arrive to the hotel by boat. Casa Morada is a pet-friendly hotel and welcomes children 16 and older.

Very nice small and relaxing place

Reviewed By masters2012

We stayed here in March for a night on our way to key west. Very nice small place that was clean and very quiet and relaxing. Off the road and walkable to places to eat and have a drink. We stayed up by the front but was a nice quick walk to pool and the view of the water. Greeted us with a cold beverage and gave us a place to go eat while our room was getting ready! We would stay there again.

6. Postcard Inn Beach Resort & Marina

84001 Overseas Highway, Islamorada, FL 33036-3408 1 (786) 876-8481
Excellent
39%
Good
29%
Satisfactory
16%
Poor
9%
Terrible
7%
Overall Ratings

4 based on 2668 reviews

Postcard Inn Beach Resort & Marina

A Florida Keys favorite beloved by beach-lovers and boaters, the oceanfront Postcard Inn Beach Resort and Marina (or PCI for short) in Islamorada is located minutes from Key Largo and a short drive from Fort Lauderdale/Miami and Key West. This iconic resort blends the retro, throwback atmosphere of a nostalgic American beach vacation with modern amenities like WiFi, iPod docks and flat-screen televisions.

Deteriorated facilities, bad experiences (missing or non-working items, poor housekeeping), lack of staff response

Reviewed By Pathfinder500335

Our room had a non-working phone (we couldn't even communicate with the Front Desk) and was missing the lock on the sliding door to the balcony. The person from Engineering/Maintenance said he would try to get a working phone and a new lock but came back and said none were available; I requested that they put a piece of wood to block the sliding door and, after measuring, came back with a piece that was too long for the space. In addition, the balcony was not clean (something had been spilled and the floor was sticky); I asked if Housekeeping could come to clean it but no one came. Furthermore, the room was located right above the Tiki Bar where loud music played until after 10 PM and afterwards several people stuck around in the benches below our room talking loudly until after 11:30 PM. we requested to be changed to a ground floor room away from the bar; we were told we were getting what we asked for but were given a 2nd floor room (#525) in Building 500; when we got to the room, the phone there did not work either. Neither the Front Desk staff or you were able to accommodate our request for a ground floor room. We were advised on Thursday afternoon at 4:07 PM that all outdoor bars and restaurants would be closed all day Friday (which would have been the last day of our 2-night stay) due to weather. We cut short our stay and checked out at 5 PM on Thursday afternoon. Attendant at Front Desk said I didn't have to sign anything but we would be charged for the 2nd night.

7. La Siesta Resort & Marina

80241 Overseas Highway Mile Marker 80.2 Oceanside, Islamorada, FL 33036
Excellent
39%
Good
28%
Satisfactory
16%
Poor
9%
Terrible
8%
Overall Ratings

4 based on 905 reviews

La Siesta Resort & Marina

One of the best kept secrets and favorite escapes of Keys aficionados, La Siesta in Islamorada, is located on 6-acres of oceanfront accessible by the historic Overseas Highway at mile marker 80. Our hotel is less than 90 minutes from Miami, putting the resort in the heart of the lively Florida Keys, providing a tranquil escape among native flora and fauna for an uncommonly relaxing retreat. Retreat from the everyday and embrace the natural beauty of Florida at its best. The shimmering blue hues of the Atlantic Ocean will greet you upon arrival and the private sugar sand beach will call your name.

Don't waste your time.

Reviewed By BARBARA S

Don't waste your time and money here. After looking for months for something that would fit our group, this is what I ended up with but with trepidation, even online. Getting there was awful due to a lot of traffic. Finding a place to eat was awful. They gave us a place with steep stairs to climb to the bedrooms (that is not what I had reserved; they changed our reservation without notifying me). The rate is ridiculous. Don't waste your time or money here; not worth it.

8. Pines and Palms Resort

80401 Old Hwy, Islamorada, FL 33036-3707
Excellent
64%
Good
25%
Satisfactory
6%
Poor
3%
Terrible
3%
Overall Ratings

4.5 based on 764 reviews

Pines and Palms Resort

Cottages and Suites from 1 to 3 bedrooms in a village-like tropical setting on the Atlantic Ocean in Islamorada. All accommodations come with a full kitchen and free dockage if you bring or rent a boat.

Fantastic short stay

Reviewed By believerinus2000

The attention to detail made our stay at this resort a very positive experience. we have travelled fairly extensively over the last 10+ years and I have to say that the reception we received upon our arrival is one of the best experiences we have ever had. In addition to a bright friendly and welcoming smile, we were offered Champagne and provided with an orientation to the resort. The resort itself is rustic but very well maintained, the rooms clean and comfortable. The grounds are meticulous and I liked that use of these grounds is limited to room guests only; could not have visitors. Our 2nd night was a Thursday night and they had a great local singer/musician by the pool during happy hour.

9. Islander Bayside Villas & Boat slips

81450 Overseas Hwy, Islamorada, FL 33036-3702 1 (305) 614-7072
Excellent
62%
Good
19%
Satisfactory
8%
Poor
8%
Terrible
3%
Overall Ratings

4.5 based on 282 reviews

Islander Bayside Villas & Boat slips

Islander Bayside's Villas are an exquisite waterfront escape; each is a townhouse-feel enclave that's the ideal "home base" for exploring all the Florida Keys have to offer.

A bayside home from home

Reviewed By 197stephanec

We stayed for 4 days, 3 nights at Bayside villas. We arrived at 3pm and the reception let us check into our townhouse which was really appreciated. The townhouse was clean tidy with all household amenities. The decor and painting needs a little bit of an update but this did not hinder our stay in anyway. It was an ideal location and we also got to use the Isalander hotel facilities too which was a plus. We were also on the right side of Islamodora for the beutiful sunsets, which we could view from the private pool. Everything was just perfect and we hope to visit again.

10. Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL 33036-3526
Excellent
63%
Good
9%
Satisfactory
9%
Poor
9%
Terrible
11%
Overall Ratings

4 based on 69 reviews

Chesapeake Beach Resort

The Key to Paradise - It’s not often you find a resort that exceeds your wildest dreams. The newly renovated Chesapeake Beach Resort takes everything you’ve ever wanted in a seaside vacation and places it in one scenic, majestic location. Celebrated as the Sport Fishing Capital of the World, Islamorada’s relaxed atmosphere provides an unmatched year-round destination. Visitors flock here for family vacations, group tours, corporate retreats, romantic escapes and more.

Beautiful views

Reviewed By jwls72

We had a oceanfront room and the view did not disappoint! Just like the pictures. The room was very clean and updated. Lobby is open 24/7 with fresh free coffee and plenty snacks to purchase. Staff was very pleasant and helpful. Rooms were quiet, didn’t hear anyone upstairs or next door. Many restaurants and things to do nearby.

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