Find Beach Hotels in Islamorada, FL
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Aug 28 - Aug 29Tomorrow
Aug 29 - Aug 30This weekend
Aug 28 - Aug 30Next weekend
Sep 4 - Sep 6Our 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
₩207,896
₩311,302 total
includes taxes & fees
Sep 28 - Sep 29
2. Breezy Palms Resort
Breezy Palms ResortMatecumbe
- Sink your toes in soft sand steps away from this beachside resort with private marina.
₩141,133
₩180,794 total
includes taxes & fees
Sep 1 - Sep 2
3. Pines & Palms Resort
Pines & Palms ResortMatecumbe
- Unwind where the Florida Keys meet paradise: private beach bliss with water sports, yoga, and endless ocean adventures.
₩206,395
₩308,327 total
includes taxes & fees
Aug 31 - Sep 1
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.
₩164,128
₩200,128 total
includes taxes & fees
Sep 3 - Sep 4
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.
₩133,161
₩149,807 total
includes taxes & fees
Sep 27 - Sep 28
6. Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
- Relax by the marina, offering easy beach access with free shuttle to private beach club.
₩129,257
₩189,205 total
includes taxes & fees
Aug 30 - Aug 31
₩164,060
₩223,283 total
includes taxes & fees
Sep 7 - Sep 8
8. 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.
₩126,550
₩142,369 total
includes taxes & fees
Sep 1 - Sep 2
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Beach hotels with pools in Islamorada
₩207,896
₩311,302 total
includes taxes & fees
Sep 28 - Sep 29
₩206,395
₩308,327 total
includes taxes & fees
Aug 31 - Sep 1
₩259,757
₩346,609 total
includes taxes & fees
Aug 30 - Aug 31
₩133,161
₩149,807 total
includes taxes & fees
Sep 27 - Sep 28
Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph CollectionRock Harbor
₩341,095
₩459,863 total
includes taxes & fees
Sep 20 - Sep 21
₩158,788
₩213,046 total
includes taxes & fees
Aug 30 - Aug 31
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by HiltonKey Largo
₩326,165
₩442,814 total
includes taxes & fees
Sep 28 - Sep 29
₩206,121
₩262,854 total
includes taxes & fees
Sep 29 - Sep 30
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
₩129,257
₩189,205 total
includes taxes & fees
Aug 30 - Aug 31
₩141,133
₩180,794 total
includes taxes & fees
Sep 1 - Sep 2
Beach hotels with free breakfast in Islamorada
₩207,896
₩311,302 total
includes taxes & fees
Sep 28 - Sep 29
₩259,757
₩346,609 total
includes taxes & fees
Aug 30 - Aug 31
₩161,571
₩181,774 total
includes taxes & fees
Sep 1 - Sep 2
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
₩129,257
₩189,205 total
includes taxes & fees
Aug 30 - Aug 31
Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph CollectionRock Harbor
₩341,095
₩459,863 total
includes taxes & fees
Sep 20 - Sep 21
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by HiltonKey Largo
₩326,165
₩442,814 total
includes taxes & fees
Sep 28 - Sep 29
₩199,569
₩224,522 total
includes taxes & fees
Sep 7 - Sep 8
₩132,166
₩168,042 total
includes taxes & fees
Sep 23 - Sep 24
₩227,096
₩255,490 total
includes taxes & fees
Sep 29 - Sep 30
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
Chesapeake Beach Resort
10/10 Excellent
"Check-in went smoothly and the little touch of offering some champagne on arrival made me feel special! Loved the updated room! Beds comfy. Staff accommodating. Breakfast has many great hot /cold choices. Coffee was 👍One of the Pools was a little dirty but front desk had maintenance on it when I informed them .."
Cheeca Lodge & Spa
10/10 Excellent
"Absolutely love it here and will definitely return for another stay."
Islander Resort
10/10 Excellent
"It’s a beautiful property right on the water with very nice pool area and right near everything in Islamorada"
La Siesta Resort & Villas
10/10 Excellent
"Muy bueno nos encantó lo recomiendo al máximo . 👌👌👌👌👌"
Casa Morada
8/10 Good
"The room was updated, clean, and comfortable. The bed and pillows were nice. The location was perfect for us. When it’s all completed it’s going to be a really cool spot for sunsets. Overall worth the money for a one nighter on our way home from the lower keys."
Hadley Resort and Marina
10/10 Excellent
"Great spot for a vacation quiet clean spacious on the go breakfast. Also the ability to rent the boat while you’re there is also awesome. I would definitely reserve one beforehand. Other than that will be back again. I highly recommend this place."
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
10/10 Excellent
"I’d recommend getting breakfast locally instead of the resort’s breakfast. Very friendly and helpful staff."
Pines & Palms Resort
8/10 Good
"Lovely location, beautifully renovated, clean room, close to everything including great restaurants. If you want peace and quiet this is the spot for you. If your idea of the keys includes loud activities this is not for you. The small beach was not accessible due to rotting sargassum. You could not even spend much time at the pool due to the smell. Not the hotels fault obviously but affected our stay negatively."
Drop Anchor
8/10 Good
"Shower didn’t get super hot & not the best water pressure. Keep blinds closed in summer as the room got very hot and the a/c unit struggled to keep the room cool even at night. Could use a shade for the kitten window to help with this. Full length mirror in the room would’ve been nice as well. Overall nice property but a little older & can use some revamping"