Islamorada Hotels from S$125

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22 Aug - 23 Aug
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Top 10 trending Islamorada hotels

Chesapeake Beach Resort
Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1495)
"Excellent location on the ocean and everything was really perfect. will stay there again"
The price is S$250
includes taxes & fees
24 Aug - 25 Aug
Chesapeake Beach Resort
Cheeca Lodge & Spa
Private beach, sun-loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1156)
"amazing stay"
The price is S$297
includes taxes & fees
28 Aug - 29 Aug
Cheeca Lodge & Spa
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
9.0 out of 10, Wonderful, (1237)
"Always an amazing place to stay "
The price is S$329
includes taxes & fees
1 Sept - 2 Sept
Amara Cay Resort
Islander Resort
Exterior

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1002)
"The resort is perfect!!"
The price is S$365
includes taxes & fees
10 Sept - 11 Sept
Islander Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3 outdoor pools, a heated pool, pool umbrellas, pool loungers

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

3.5 star property
9.0 out of 10, Wonderful, (62)
"Great resort, excellent staff and customer service, I'll definitely coming back "
The price is S$355
includes taxes & fees
26 Aug - 27 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Siesta Resort & Villas
Outdoor pool, pool loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1006)
"perfect family hotel with a keys flare."
The price is S$275
includes taxes & fees
1 Sept - 2 Sept
La Siesta Resort & Villas
Fisher Inn Resort & Marina
Exterior

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very good, (1000)
"Beautiful water and attentive staff."
The price is S$191
includes taxes & fees
1 Sept - 2 Sept
Fisher Inn Resort & Marina
Coconut Cove Resort and Marina
Exterior

Coconut Cove Resort and Marina

3.0 star property
7.6 out of 10, Good, (815)
"Staff were very nice and welcoming. Nice pool and view. Room was nice clean and comfortable. Definitely would stay again "
The price is S$174
includes taxes & fees
24 Aug - 25 Aug
Coconut Cove Resort and Marina
Hadley Resort and Marina
Dock

Hadley Resort and Marina

3.5 star property
7.8 out of 10, Good, (1002)
"We stayed in the “Villas” on our 2nd stay and it was comfortable at a very affordable price. This is an older hotel and villa we had was clean and the furniture was in good condition. "
The price is S$184
includes taxes & fees
24 Aug - 25 Aug
Hadley Resort and Marina
Sunset Inn
Outdoor pool, free pool cabanas

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1000)
"The motel, was affordable, clean, and safe."
The price is S$163
includes taxes & fees
25 Aug - 26 Aug
Sunset Inn
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (513)
"Best kept secret, love staying here,!"
The price is S$178
includes taxes & fees
15 Sept - 16 Sept
Breezy Palms Resort
Drop Anchor
Beach/ocean view

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1002)
"Beautiful and quiet place!"
Drop Anchor
Pines & Palms Resort
Exterior

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1000)
"Clean, nice beach and pool area we had a great time. Highly recommend it."
Pines & Palms Resort
Ragged Edge Resort & Marina
Exterior

Ragged Edge Resort & Marina

2.5 star property
9.4 out of 10, Exceptional, (190)
"We enjoyed our stay very much and have already recommended this hotel to friends. Thanks for accommodating our check in and check out. "
Ragged Edge Resort & Marina
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is S$868
includes taxes & fees
3 Sept - 4 Sept
The Islands of Islamorada
La Jolla Resort
Private beach, fishing

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"I love staying here! Old Florida charm and convenient to great restaurants!"
La Jolla Resort
Treasure Harbor
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

3.0 star property
8.8 out of 10, Excellent, (102)
"Unique House boat experience, friendly staff. "
The price is S$312
includes taxes & fees
2 Sept - 3 Sept
Treasure Harbor
Matecumbe Resort
Private beach, white sand

Matecumbe Resort

2.0 star property
8.8 out of 10, Excellent, (70)
"Rooms where clean, cool, and comfortable. I will visit again."
The price is S$168
includes taxes & fees
24 Aug - 25 Aug
Matecumbe Resort
Bayside Inn Key Largo
Terrace/patio

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1549)
"Great place to stay! Enjoyed our time there"
The price is S$197
includes taxes & fees
3 Sept - 4 Sept
Bayside Inn Key Largo
Rock Reef Resort
Sun deck

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1010)
"It's an older but very well kept property. The customer service from the staff was phenomenal. Would gladly book another stay here. "
Rock Reef Resort
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.
Showing deals for:5 Sept - 7 Sept

Image gallery for Condo in the Keys

Outdoor pool

Condo in the Keys

5.0 star property
Tavernier
8.8/10Excellent (9 reviews)
7% off
Price is S$604
S$302 per night
includes taxes & fees
Condo in the Keys
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Where to stay in Islamorada

Find the best Islamorada areas for the activities you enjoy most. Learn more about Islamorada
Learn more about Islamorada
Islamorada showing a beach bar

Matecumbe

6 out of top 10 points of interest in this area

If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Anne's Beach are top sights worth seeing.

Venetian Shores

Though Venetian Shores may not have many top sights, you can venture to the surrounding area to see attractions like Islamorada County Park and Founders Park.

Lower Matecumbe Beach

While Lower Matecumbe Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Anne's Beach and Sunset Drive Beach.

Seabreeze Trailer Park

While there might not be top attractions in Seabreeze Trailer Park, you can explore the larger area and discover places like Founders Park and Islamorada County Park.

Learn more about Islamorada

The turquoise waters between the Keys offer world-class fishing that even beginners can enjoy with knowledgeable local guides. Spend mornings snorkelling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada
Islamorada which includes a beach and tropical scenes

Top Islamorada Hotel Reviews

La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Wonderful Southern Florida type cottages. Super quiet and well kept grounds. The rooms show some wear but otherwise a great stay. "
Ramona 3-night trip
Posted 1 day ago
La Siesta Resort & Villas

Frequently asked questions

Where is the best place for a stay in Islamorada?

The Caribbean Resort is ranked highly by Expedia customers. This hotel offers a marina and an outdoor pool. Other top choices based on traveller reviews include Ragged Edge Resort & Marina and Sunset Inn. See all available top hotels, or vacation rentals in Islamorada.

If I need to cancel my hotel reservation in Islamorada, will I receive a refund?

Yes, the majority of room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Islamorada.

What's the best place to stay on a budget in Islamorada?

Based on reviews, Chesapeake Beach Resort is a popular hotel for our travellers who want a more economical choice, and features free breakfast and free Wi-Fi. View all budget hotels in Islamorada.

What's the best family accommodation in Islamorada?

Cheeca Lodge & Spa is a resort with 3 outdoor pools and a private beach, and it's a top choice on Expedia for families. Other options for your child-friendly holiday include Amara Cay Resort and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort. Also, attractions in the area such as John Pennekamp Coral Reef State Park and Jacob's Aquatic Center are fun for children of all ages. Find more child-friendly accommodations in Islamorada.

What's the best LGBTQ-friendly accommodation in Islamorada?

Hadley Resort and Marina is a top LGBTQ-friendly hotel that features a marina and a private beach. Fisher Inn Resort & Marina is another good option for your holiday. See all available hotels listed as LGBTQ-friendly in Islamorada.

What's the best dog-friendly place to stay in Islamorada?

Chesapeake Beach Resort is a top hotel for people travelling with their pets, and offers 2 outdoor pools and free WiFi for its human guests. Two other good options for you and your pet's trip include Amara Cay Resort and Islander Resort. See more pet-friendly hotel accommodations in Islamorada.

What's the best hotel to stay near the beach in Islamorada?

Chesapeake Beach Resort is a top hotel located on the beach . Other good options for your beach trip include Cheeca Lodge & Spa and Amara Cay Resort. See more stays near the beach in Islamorada.

What's the best luxury hotel in Islamorada?

Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Islamorada.

What are some accommodation options with pools in Islamorada?

Chesapeake Beach Resort is a top hotel with 2 outdoor swimming pools, a private beach and free breakfast. A couple of other options that offer an on-site pool include Islander Bayside Villas and Boatslips and Sands of Islamorada. View all hotels with pools in Islamorada.

What is the best spa hotel in Islamorada?

Cheeca Lodge & Spa is a top beachfront spa hotel featuring 3 pools, 3 restaurants, a golf course and a 24-hour fitness centre. Treat yourself to a facial, body scrub or detox wrap at the on-site spa. In-room massages are also available. See all spa hotels in Islamorada.

What's it like to stay in Islamorada?

Travellers to Islamorada give high marks for the seaside, entertainment choices and seafood restaurants. This relaxing city also attracts tourists with its opera houses. In Islamorada, there are 905 hotels and other accommodation options to choose from. Find out more about Islamorada.

What are the top places to visit in Islamorada?

Cultural venues include History of Diving Museum and MoradaWay Arts & Cultural District. Landmarks like Matecumbe United Methodist Church and Hurricane Monument might be worth a visit. The seaside and sunsets highlight the natural beauty with places to discover including Islamorada County Park, Anne's Beach and Fiesta Key. Take a look at what more there is to see and do in Expedia's Islamorada guide.

What's the weather like 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.