Search Resorts in Islamorada

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept
Cheeca Lodge & Spa
Relax on the beach with lounge chairs, a shaded hut, and a long pier extending into the calm sea.

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1140)
"Great chill location. "
The price is HK$1,313
HK$2,006 total
includes taxes & fees
21 Aug - 22 Aug
Cheeca Lodge & Spa
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Enjoy ocean views from the large window in this stylish living room, featuring a comfortable sofa and a potted plant.

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4.0 star property
8.6 out of 10, Excellent, (1002)
"The place was amazing. Food a little bit expensive but amazing place."
The price is HK$1,995
HK$2,677 total
includes taxes & fees
1 Sept - 2 Sept
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Amara Cay Resort
Relax in a serene outdoor seating area with Adirondack chairs around a central fire pit, surrounded by palm trees and ocean views.

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1236)
"Great hotel a family room "
The price is HK$1,240
HK$1,917 total
includes taxes & fees
1 Sept - 2 Sept
Amara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Relax by the oceanfront pool surrounded by palm trees and lounge chairs.

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 star property
9.0 out of 10, Wonderful, (53)
"This place is a gem. It was beautiful and quiet. "
The price is HK$1,394
HK$2,090 total
includes taxes & fees
19 Aug - 20 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Playa Largo Resort & Spa, Autograph Collection
Relax by the pool surrounded by palm trees and lounge chairs under a picturesque arched structure.

Playa Largo Resort & Spa, Autograph Collection

4.5 star property
9.0 out of 10, Wonderful, (1003)
"really nice beach "
The price is HK$1,813
HK$2,473 total
includes taxes & fees
1 Sept - 2 Sept
Playa Largo Resort & Spa, Autograph Collection
La Siesta Resort & Villas
Relax by the uniquely shaped pool surrounded by palm trees and shaded by umbrellas.

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1002)
"Fantastic staff working there. Incredibly friendly and helpful. Very clean rooms and loved being able to take the water taxi to the 2 other resorts "
The price is HK$1,010
HK$1,658 total
includes taxes & fees
1 Sept - 2 Sept
La Siesta Resort & Villas
Lime Tree Bay Resort
Relax by the clear swimming pool surrounded by lounge chairs and umbrellas, with access to the beach and shallow waters.

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1098)
"Great place, beautiful apartment! "
Lime Tree Bay Resort
Matecumbe Resort
Enjoy a serene beach experience with a tranquil sea and a picturesque pier.

Matecumbe Resort

2.0 star property
8.8 out of 10, Excellent, (65)
"Beautiful resort! All the amenities were great and it was centrally located."
The price is HK$1,170
HK$1,316 total
includes taxes & fees
11 Aug - 12 Aug
Matecumbe Resort
2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL
Walk along the pier to the calm waters of the beach.

2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL

9.0 out of 10, Wonderful, (2)
"We enjoyed our stay here, although units are older and do need some sprucing up.It was nice to have a beach onsite, as well as a heated pool, the use of (older) bikes and kayaks. We were only a few miles from the action of Islamorada, including restaurants, tourist attractions, shopping, breweries"
2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL
Keys Villa
Stroll through lush gardens to a charming wooden retreat.

Keys Villa

10.0 out of 10, Exceptional, (7)
"Wonderful place to stay. It was quiet with a private beach. Just what we were looking for. "
Keys Villa
2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay
Stroll along the boardwalk to the beach, where lush vegetation and a palm tree frame the path.

2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay

2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay
JULY 4th Islamorada BEACH paradise - 2 Bedrooms Boat Slip Ramp Pier Pool Hot Tub
Relax in comfort under a shaded umbrella, surrounded by the soothing sounds of the ocean and the scenic views of the rocky shoreline.

JULY 4th Islamorada BEACH paradise - 2 Bedrooms Boat Slip Ramp Pier Pool Hot Tub

JULY 4th Islamorada BEACH paradise - 2 Bedrooms Boat Slip Ramp Pier Pool Hot Tub
3-bedroom Townhome with Direct Ocean Views at resort in Islamorada
Marina

3-bedroom Townhome with Direct Ocean Views at resort in Islamorada

3-bedroom Townhome with Direct Ocean Views at resort in Islamorada
On the water in Islamorada elevated detached unit!!!
Relax in a tropical oasis with modern, open spaces and lush surroundings.

On the water in Islamorada elevated detached unit!!!

On the water in Islamorada elevated detached unit!!!
Beautiful oceanfront resort located at mile marker 73.8
Relax by the ocean-view pool surrounded by lounge chairs and umbrellas.

Beautiful oceanfront resort located at mile marker 73.8

Beautiful oceanfront resort located at mile marker 73.8
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.
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Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"It was new, loved the balcony. Beach sports were nice but needed more lifejacket sizes. Pool amenities were great. Breakfast was good. "
Edgardo 1-night trip
Posted 2 days ago
Chesapeake Beach Resort

Frequently asked questions

What can I expect from a resort holiday in Islamorada?
Longing for a relaxing getaway? Treat yourself to the comforts of a resort, where you can find everything you want for your trip—from convenient dining options to activities and entertainment. Choose from 21 resorts in Islamorada and discover the one that's best for you, whether you envision yourself sitting down to fine dining or heading to the spa for a deep-tissue massage.
What's a favourite resort for my stay in Islamorada?
Cheeca Lodge & Spa - Luxury resort. Features 3 outdoor pools, 3 restaurants and 2 poolside bars. Amara Cay Resort - Beach resort. Has 2 restaurants, a private beach and 3 bars. Highly rated for its pool. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort - Beach resort. Enjoy the 3 outdoor pools, 4 restaurants and private beach. La Siesta Resort & Villas - Beach resort. Amenities include a private beach, a marina and a terrace. Spacious rooms feature pillowtop beds and premium bedding. Matecumbe Resort - Beach resort. Access to a private beach, a garden and free self-parking.
How many resorts can I expect to find in Islamorada?
Choose from Expedia's 21 resort hotels in Islamorada, where you'll find a selection of great restaurants, beautiful guest rooms and more.
What can I do in Islamorada?
Travellers come to Islamorada to try fishing and other popular water activities, and also speak highly of the entertainment choices. Enjoy some time by the water at Anne's Beach, or discover the shopping possibilities at Rain Barrel Village. Additional attractions in the area include Bud n' Mary's Dive Center and Islamorada County Park.
What's the seasonal weather in Islamorada?
The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.
What's the best way to get to and around Islamorada?
Fly into Marathon, FL (MTH-Florida Keys Marathon), which is located 30 mi (48.2 km) from the heart of the city. If you'd like to venture out around the area, you may want a rental car for your journey.