Beach Resorts in Islamorada
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21 Sept - 22 SeptTomorrow
22 Sept - 23 SeptThis weekend
25 Sept - 27 SeptNext weekend
2 Oct - 4 OctOur 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
S$275
includes taxes & fees
22 Oct - 23 Oct
2. Breezy Palms Resort
Breezy Palms ResortMatecumbe
- Sink your toes in soft sand steps away from this beachside resort with private marina.
S$122
includes taxes & fees
30 Sept - 1 Oct
3. 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.
S$145
includes taxes & fees
23 Sept - 24 Sept
4. Drift Hotel
Drift HotelKey Largo
- Experience waterfront bliss with direct beach access, kayaking adventures, and sandy shores perfect for unwinding in the Florida sun.
S$149
includes taxes & fees
22 Sept - 23 Sept
5. 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.
S$131
includes taxes & fees
4 Oct - 5 Oct
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.
S$160
includes taxes & fees
22 Sept - 23 Sept
7. Pines & Palms Resort
Pines & Palms ResortMatecumbe
- Unwind where the Florida Keys meet paradise: private beach bliss with water sports, yoga, and endless ocean adventures.
S$353
includes taxes & fees
22 Sept - 23 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.
S$168
includes taxes & fees
24 Sept - 25 Sept
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Beach hotels with pools in Islamorada
S$275
includes taxes & fees
22 Oct - 23 Oct
S$122
includes taxes & fees
30 Sept - 1 Oct
S$145
includes taxes & fees
23 Sept - 24 Sept
S$195
includes taxes & fees
29 Sept - 30 Sept
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
S$175
includes taxes & fees
27 Sept - 28 Sept
S$353
includes taxes & fees
22 Sept - 23 Sept
S$220
includes taxes & fees
28 Sept - 29 Sept
S$178
includes taxes & fees
22 Sept - 23 Sept
S$218
includes taxes & fees
23 Sept - 24 Sept
Beach hotels with free breakfast in Islamorada
S$275
includes taxes & fees
22 Oct - 23 Oct
S$168
includes taxes & fees
24 Sept - 25 Sept
S$160
includes taxes & fees
22 Sept - 23 Sept
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
S$175
includes taxes & fees
27 Sept - 28 Sept
S$320
includes taxes & fees
22 Sept - 23 Sept
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by HiltonKey Largo
S$411
includes taxes & fees
1 Oct - 2 Oct
Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph CollectionRock Harbor
S$448
includes taxes & fees
5 Oct - 6 Oct
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
La Jolla Resort
10/10 Excellent
"Beautiful and quaint property located on the Gulf side with water access. Clean rooms, bathroom is smaller. Centrally located in Islamorada with plenty to do."
Islander Resort
10/10 Excellent
"Nice pool"
Chesapeake Beach Resort
8/10 Good
"They do strive to provide great customer service and promised to have clean rooms but there were some minor things I noticed after the staff assured me they pay attention to great detail. The wall in bathroom had some mysterious staining and the toilet seat was super loose on the verge of falling off. Overall, this hotel was by far the one of the better ones around and had a professional and friendly staff. We stayed here because the hotel we booked initially down the road had bugs in the bed, so it was a relief to stay here last minute as a backup without the pests."
Cheeca Lodge & Spa
10/10 Excellent
"Loved the room, quiet vibe, designated parking, the water front area, and staff. Nice surrounding area. You need a car if you want to go to Key West or nearby cities. If you want activity recommend planning ahead. We were celebrating wedding anniversary and this fit the bill. Loved it and would come back. Things to be mindful of. Yes there is a resort fee and the property holds a fee per day for Incidentals. Having the ability to know it was negotiable would have been better than finding out when I checked out. Adult pool only was nice and relaxing. The other pools were nice but very lively, if you want to chill the other pools may not be your thing. We wanted to go to a night club with dancing but there were none in this area near the resort. We went to Hog heaven, live music was great but not a night club. The Cheeca Lodge and Spa was wonderful!"
Hadley Resort and Marina
10/10 Excellent
"Si quieres unas vacaciones increíbles , este es el lugar"
Breezy Palms Resort
10/10 Excellent
"It was very cozy. I was able to relax while I was celebrating my anniversary with my wife. The bed was super comfortable. The shower was excellent, and the staff was very friendly."
Fisher Inn Resort & Marina
10/10 Excellent
"Clean and comfortable rooms. I love the location relative to things to do in the Keys. We used the bikes while there and have used kayak/paddleboards in past. The staff is absolutely amazing. I had messed up the dates of the reservation. Jamal worked really hard to get me a room at a rate i could afford. REALLY appreciate his efforts. We'll stay here again on our next trip to Islamorada"
Coconut Cove Resort and Marina
10/10 Excellent
"Excellent stay! Love this place and will definitely be back!"
Drop Anchor
10/10 Excellent
"Great resort. Staff were helpful and the location is amazing"