Find hotels in Islamorada, FL from CA $171

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Top 10 Islamorada hotels and places to stay

Where to stay in Islamorada

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

Matecumbe

5 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.

Find hotels in Matecumbe

More cheap stays in Islamorada

Chesapeake Beach Resort

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL
The price is CA $245 per night from May 1 to May 2
CA $245
CA $331 total
includes taxes & fees
May 1 - May 2
8.8/10 Excellent! (1,304 reviews)

Hotels near Popular Islamorada Attractions

Image for Theater of the Sea

Theater of the Sea

4/5(6 reviews)

Swim with the dolphins and sharks and feed the crocodiles and sea turtles near the lagoon of this vast interactive park for marine mammals.

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Theater of the Sea

Islamorada Travel Info

Number of hotels
2,114
Highest price
CA $511
Lowest price
CA $171
Known attractions
Theater of the Sea, Anne's Beach and Florida Keys Brewing Co.
Hotels with nearby beaches
23
Hotels with outdoor pools
6

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 traveler reviews include Ragged Edge Resort & Marina and Treasure Harbor. See all available top hotels, or vacation rentals in Islamorada.

What are some of the best vacation home rentals in Islamorada?

Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach: Visitors like this Islamorada vacation home rental. It is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. See all vacation rentals in Islamorada.

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

Yes! You'll find that most hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Islamorada.

Where can I learn more about changing or cancelling my trip to Islamorada?

For more details about picking new dates or cancelling your trip to Islamorada, click here.

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

Based on reviews, Chesapeake Beach Resort is a popular hotel for our travelers who want a more economical choice, and features 2 outdoor pools and air conditioning. View all budget hotels in Islamorada.

What's the best place to stay for a family vacation to 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 good options for your family trip include Amara Cay Resort and Islander Bayside Villas and Boatslips. Attractions in the area like John Pennekamp Coral Reef State Park and Jacob's Aquatic Center are also fun for kids of all ages. Find more child-friendly accommodations in Islamorada.

What's the best place to stay for a couple going to Islamorada?

Cheeca Lodge & Spa is a favorite resort for couples, and features a full-service spa and a private beach. Other good choices for your romantic getaway include La Siesta Resort & Villas and Amara Cay Resort. See all romantic hotels in Islamorada.

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

Chesapeake Beach Resort is a top hotel for people traveling with their pets, and offers 2 outdoor pools and pillowtop beds for its human guests. Other good options for you and your pet include La Siesta Resort & Villas and Amara Cay Resort. See more pet-friendly hotel accommodations in Islamorada.

Where is the best place to stay close to Florida Keys Brewing Co.?

One of the top choices for your stay is Cheeca Lodge & Spa, located next to Florida Keys Brewing Co., and this 4-star resort offers 3 outdoor pools and a full-service spa. Islander Resort and Islander Bayside Villas and Boatslips are a couple of other good options close by.

What about the best place to stay close to Bud n' Mary's Dive Center?

One of the top choices for your stay is Amara Cay Resort, located next to Bud n' Mary's Dive Center, and this 3.5-star hotel offers a private beach and 2 restaurants. La Siesta Resort & Marina and Pines & Palms Resort are a couple of other good and close options.

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

Chesapeake Beach Resort is a top hotel located on the beach. Other good options to stay near the beach include Cheeca Lodge & Spa and La Siesta Resort & Villas. See more stays near the beach in Islamorada.

What's the best high-end place to stay in Islamorada?

Cheeca Lodge & Spa is a 4-star resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Islamorada.

Recent Reviews in Islamorada
Expedia verified reviews

Islander Bayside Villas and Boatslips

Islander Bayside Villas and Boatslips

5/5 Excellent
"Lovely sister property to the Islander - Resort; the, Islander Bayside resort Townhomes are wonderful. The Green Tuttle Inn. And the NEST across overseas highway great spirits & food. kitchens open until 10pm. 7 am green turtle breakfast. Or Mangrove Mike’s is a short walk North for breakfast. First night we walked to Lorelei, (15 minutes walk) for sunset. Best spot. This property is Slightly less than 2 miles NORTH from Bud and Mary’s marina and Lazy Days. Ideal for family or larger groups two king beds one shared bath upstairs, half bath downstairs full kitchen Living room. Staff were always upbeat and friendly; free shuttle via golf cart to the Islander main resort. Also booked snorkeling and sandbar tour with Clearly Unique water sports vendor at our Islander Bayside resort. Golf cart shuttle picked us up at Islander Bayside, and dropped us at Cheeca Lodge, where we embarked 3.5 hours - an hour snorkeling tour. Our captain Gunnar and first mate Brady, are professional, attentive, courteous, and marveled everyone with their knowledge of Different fish species we would encounter as we snorkeled. Next stop the ISLAMORADA Sandbar for Sunday Funday. Perfect. Chabby chic; centrally located. Great stay Islander Bayside Townhomes. "
A verified traveller from Oakland Park stayed at Islander Bayside Villas and Boatslips
Posted 20 hours ago
Islander Bayside Villas and Boatslips