Beach Hotels & Resorts in Islamorada from NZ$188
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16 Sept - 17 SeptTomorrow
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25 Sept - 27 SeptOur top choices for Islamorada beach hotels
1. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
- Unwind on Islamorada's private white sand beach with loungers, boat tours, and spectacular sunset views just steps away
NZ$383
includes taxes & fees
24 Sept - 25 Sept
2. Breezy Palms Resort
Breezy Palms ResortMatecumbe
- Sink your toes in soft sand steps away from this beachside resort with private marina.
NZ$188
includes taxes & fees
17 Sept - 18 Sept
3. Drift Hotel
Drift HotelKey Largo
- Experience waterfront bliss with direct beach access, kayaking adventures, and sandy shores perfect for unwinding in the Florida sun.
NZ$202
includes taxes & fees
29 Sept - 30 Sept
4. Pines & Palms Resort
Pines & Palms ResortMatecumbe
- Unwind where the Florida Keys meet paradise: private beach bliss with water sports, yoga, and endless ocean adventures.
NZ$481
includes taxes & fees
17 Sept - 18 Sept
5. Rock Reef Resort
Rock Reef ResortRock Harbor
- Seaside adventure on a private sandy beach with kayaking, beach towels, and a sun-drenched outdoor pool for coastal relaxation.
NZ$213
includes taxes & fees
24 Sept - 25 Sept
6. Seafarer Key Largo
Seafarer Key LargoRock Harbor
- Experience Key Largo's soothing seaside charm with a private beach, hammocks under swaying palms, and breathtaking sunset views.
NZ$220
includes taxes & fees
29 Sept - 30 Sept
7. The Pelican Key Largo Cottages
The Pelican Key Largo CottagesKey Largo
- Escape to paradise with a private sandy beach where breathtaking sunsets and tropical tranquility meet Florida's coastal charm.
NZ$188
includes taxes & fees
21 Sept - 22 Sept
8. Sunset Cove Beach Resort
Sunset Cove Beach ResortKey Largo
- Embrace the coastal escape at this hotel with free cabanas and loungers on its private beach, perfect for watching spectacular sunsets.
NZ$192
includes taxes & fees
17 Sept - 18 Sept
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Beach hotels with pools in Islamorada
NZ$383
includes taxes & fees
24 Sept - 25 Sept
NZ$188
includes taxes & fees
17 Sept - 18 Sept
NZ$481
includes taxes & fees
17 Sept - 18 Sept
NZ$213
includes taxes & fees
24 Sept - 25 Sept
NZ$285
includes taxes & fees
30 Sept - 1 Oct
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
NZ$228
includes taxes & fees
22 Sept - 23 Sept
NZ$298
includes taxes & fees
28 Sept - 29 Sept
NZ$243
includes taxes & fees
17 Sept - 18 Sept
NZ$311
includes taxes & fees
21 Sept - 22 Sept
Beach hotels with free breakfast in Islamorada
NZ$383
includes taxes & fees
24 Sept - 25 Sept
NZ$434
includes taxes & fees
29 Sept - 30 Sept
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
NZ$228
includes taxes & fees
22 Sept - 23 Sept
Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph CollectionRock Harbor
NZ$592
includes taxes & fees
29 Sept - 30 Sept
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by HiltonKey Largo
NZ$557
includes taxes & fees
29 Sept - 30 Sept
NZ$220
includes taxes & fees
29 Sept - 30 Sept
NZ$192
includes taxes & fees
17 Sept - 18 Sept
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all propertiesTop Islamorada Hotel Reviews
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
10/10 Excellent
"We had an excellent stay at Three Waters Resort in Islamorada. Everything about the property was great from start to finish. Our room was very clean, comfortable, and well maintained, and the entire resort was beautiful and inviting. One of the things we really enjoyed was all of the included amenities. We took advantage of the complimentary kayaks, and they also had bikes available for guests to use at no additional charge. It was a great way to get out, explore, and enjoy the area. The fire pits at night were another highlight. Sitting outside by the fire was the perfect way to end the day and really added to the relaxing Keys atmosphere. Overall, we had a fantastic experience. The property was clean, the amenities were excellent, and there honestly wasn’t anything we could complain about. We would absolutely stay at Three Waters again and highly recommend it to anyone visiting Islamorada!"
Hadley Resort and Marina
8/10 Good
"Great location and good rates for the 2 nights that we stayed. Staff was great and helpful. Closed to shops, cafe, and restaurants."
Coconut Cove Resort and Marina
8/10 Good
"Staff was friendly and helpful. Clean place. Great pool and ocean views"
Drop Anchor
10/10 Excellent
"Great resort. Staff were helpful and the location is amazing"
Cheeca Lodge & Spa
10/10 Excellent
"Clean and comfortable rooms, but I did get a dated feel, but certainly served our purpose. The property supplied EVERYTHING needed to enjoy your stay. I didn’t have dinner there, but their breakfast was elevated and delish. The Adult pool we used had an exercise instructor, a spa and was crystal clear. Staff was friendly and accommodating. The roosters that roamed were the healthiest looking rooster I ever saw 😉. We wandered off the property but my observation was that you didn’t need to leave to stay busy and active, very self-contained."
Chesapeake Beach Resort
10/10 Excellent
"/"
La Jolla Resort
10/10 Excellent
"This is like an oasis along US 1 on the way down to Key West. We only stayed one night, but, in retrospect, I wish we had stayed a night or two more to take advantage of the amenities like the paddleboards and kayaks. It’s immaculately clean, everyone was so friendly, and the room was great. I can’t recommend this place more. It’s like a throwback to an earlier time, but completely updated. Plenty of restaurants to pick from nearby and the Islamorada Brewery across the street is great, and has a wonderful beer garden out back."
Pines & Palms Resort
10/10 Excellent
"Loved staying here and would stay again. Staff were so friendly and nice - made you feel like you knew them for years."
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