Search Islamorada hotels

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Islamorada

Cheeca Lodge & Spa
5.0 star property
9.2 out of 10, Wonderful, (1249)
"This resort was amazing!"
United States
Paul
The price is NZ$351
includes taxes & fees
26 Oct - 27 Oct
Cheeca Lodge & Spa
Chesapeake Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (1542)
"Wonderful property, breakfast was awesome "
United States
Carl
The price is NZ$390
includes taxes & fees
28 Oct - 29 Oct
Chesapeake Beach Resort
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1262)
"Great hotel with a perfect location and friendly staff."
United States
Amir
The price is NZ$368
includes taxes & fees
28 Oct - 29 Oct
Amara Cay Resort
Islander Resort
4.0 star property
9.2 out of 10, Wonderful, (1002)
"The pool was amazing. The room and bed was very comfortable. "
United States
Kathleen
The price is NZ$525
includes taxes & fees
2 Nov - 3 Nov
Islander Resort
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (1004)
"Very nice place to stay "
United States
Joan
Pines & Palms Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3.5 star property
9.0 out of 10, Wonderful, (99)
"Beautiful place to stay"
United States
Jonathan
The price is NZ$513
includes taxes & fees
3 Nov - 4 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1002)
"Excellent stay with great amenities."
United States
Maria
The price is NZ$324
includes taxes & fees
26 Oct - 27 Oct
La Siesta Resort & Villas
Sunset Inn
3.0 star property
9.4 out of 10, Exceptional, (1001)
"Great place to stay!"
United States
Heather
The price is NZ$236
includes taxes & fees
28 Oct - 29 Oct
Sunset Inn
Fisher Inn Resort & Marina
3.5 star property
8.0 out of 10, Very good, (1002)
"Great experience, highly recommend staying at the Fisher Inn."
United States
Eduardo
The price is NZ$249
includes taxes & fees
30 Oct - 31 Oct
Fisher Inn Resort & Marina
Hadley Resort and Marina
3.5 star property
7.8 out of 10, Good, (1003)
"Loved the rooms very spacious. Ocean view was amazing very close to restaurants "
United States
Andrea
The price is NZ$257
includes taxes & fees
28 Oct - 29 Oct
Hadley Resort and Marina
Coconut Cove Resort and Marina
3.0 star property
7.6 out of 10, Good, (827)
"Really great facility, very relaxing "
United States
ken
The price is NZ$297
includes taxes & fees
2 Nov - 3 Nov
Coconut Cove Resort and Marina
Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (550)
"Nice place to stay for the wedding I went to "
United States
michael
The price is NZ$213
includes taxes & fees
27 Oct - 28 Oct
Breezy Palms Resort
Drop Anchor
3.0 star property
8.8 out of 10, Excellent, (1000)
"Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again. "
Canada
Dianna
The price is NZ$257
includes taxes & fees
27 Oct - 28 Oct
Drop Anchor
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (410)
"The marina was clean and convenient."
United States
Gil
Casa Morada
La Jolla Resort
2.5 star property
9.0 out of 10, Wonderful, (1002)
"The location is great..nice beach and dock area..room was very nice.. will definitely plan to return for a longer stay"
United States
Ronnie
La Jolla Resort
Rock Reef Resort
2.5 star property
9.2 out of 10, Wonderful, (1048)
"Had a wonderful stay. The staff was great!"
United States
Angel
Rock Reef Resort
Bayside Inn Key Largo
3.0 star property
8.6 out of 10, Excellent, (1587)
"Wonderful resort ! "
United States
Amir
The price is NZ$276
includes taxes & fees
27 Oct - 28 Oct
Bayside Inn Key Largo
Matecumbe Resort
2.0 star property
8.8 out of 10, Excellent, (81)
"Our room was clean and roomy and we had everything we needed! Great pool area and grilling area. We really enjoyed our stay and will be staying here again!"
United States
Michele
The price is NZ$245
includes taxes & fees
26 Oct - 27 Oct
Matecumbe Resort
The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (67)
"Great for family vacation with kids. love it"
United States
Dixania
The price is NZ$1,174
includes taxes & fees
26 Oct - 27 Oct
The Islands of Islamorada
Bayside Villas by Islander Resort
3.5 star property
8.8 out of 10, Excellent, (391)
"Great place to stay"
United States
Gregory
The price is NZ$471
includes taxes & fees
30 Oct - 31 Oct
Bayside Villas by Islander 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.

Great weekend hotel deals in Islamorada, FL

Showing deals for:31 Oct - 2 Nov
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Islamorada attractions

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.

Islamorada featuring a sunset and general coastal views

Top Islamorada Hotel Reviews

More cheap accommodation in Islamorada

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.
What are some of the best holiday rentals that Islamorada has to offer?
OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars: This highly rated holiday home rental in Islamorada is located on the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Other favourite homes for rent in Islamorada are BeachFront Paradise/By The Glam Homes and Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7. See all 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?
Amara Cay Resort is a top dog-friendly resort, and offers 2 restaurants and a private beach for its human guests. Two other good options for you and your pet's trip include Chesapeake Beach Resort and Islander Resort. See more pet-friendly hotel accommodations in Islamorada.
What's the best hotel to stay near the beach in Islamorada?
Cheeca Lodge & Spa is a top resort located on the beach . Other good options for your beach trip include Amara Cay Resort and Chesapeake Beach 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 Bayside Villas by Islander Resort and Drop Anchor. 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. The seaside and sunsets highlight the natural beauty with places to discover including Islamorada County Park, Anne's Beach and Fiesta Key. Fishing is just one of the top activities, while Bud n' Mary's Dive Center and Robbie's of Islamorada are sights to visit. 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.

Explore a world of travel with Expedia