Find hotels in Islamorada, FL from ฿5,015

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11 Jan - 12 Jan
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12 Jan - 13 Jan
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23 Jan - 25 Jan

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Our top choices for Islamorada hotels

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

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,624 reviews)
"Clean, gorgeous view, amazing free breakfast, loved the robes!"
United States
Devon
The price is ฿5,931
฿8,437 total
includes taxes & fees
28 Jan - 29 Jan
Chesapeake Beach Resort
Balcony
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,289 reviews)
"Breakfast was fantastic "
Canada
Craig
The price is ฿8,508
฿11,866 total
includes taxes & fees
29 Jan - 30 Jan
Cheeca Lodge & Spa
Exterior
Islander Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,006 reviews)
"Great room and a wonderful resort. Relaxing and close to all the great restaurants on Islamorada"
United States
Philip
The price is ฿10,773
฿14,237 total
includes taxes & fees
12 Jan - 13 Jan
Islander Resort
Sun deck
Rock Reef Resort

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,075 reviews)
"Would stay here again!"
United States
James
Rock Reef Resort
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio
Lime Tree Bay Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,131 reviews)
"Great sunsets, convenient restaurant next door, great staff."
United States
Kris
Lime Tree Bay Resort
Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room
Amara Cay Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,260 reviews)
"Rooms were clean, restaurant food was excellent, and service was friendly."
United States
Jose
The price is ฿6,755
฿9,894 total
includes taxes & fees
19 Jan - 20 Jan
Amara Cay Resort
Exterior
Bayside Inn Key Largo

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,654 reviews)
"Spotless rooms, staff is so friendly and helpful! Amazing place to stay."
Canada
Jeannie
The price is ฿5,082
฿6,502 total
includes taxes & fees
15 Jan - 16 Jan
Bayside Inn Key Largo
On the beach, sun-loungers, snorkelling, kayaking
Drift Hotel

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,005 reviews)
"Yes my family had a great stay and will absolutely be returning in the future. "
United States
Sarah
Drift Hotel
Marina
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,002 reviews)
"We had a wonderful stay! Our room was spotless and well-maintained, and the staff was friendly, helpful, and made us feel welcome. Would definitely stay here again!"
United States
Elena
The Pelican Key Largo Cottages
Exterior
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1,001 reviews)
"Courteous staff, clean, many extra like hot chocolate bar, s’mores station and coffee station. Nice stay!"
United States
Kelley
The price is ฿15,027
฿18,635 total
includes taxes & fees
25 Jan - 26 Jan
Playa Largo Resort & Spa, Autograph Collection
In-room safe, individually decorated, individually furnished
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (124 reviews)
"Beautiful chilled out hotel"
United Kingdom
Jacqueline
The price is ฿9,307
฿12,552 total
includes taxes & fees
21 Jan - 22 Jan
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai
La Jolla Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1,006 reviews)
"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
La Jolla Resort
Exterior
Breezy Palms Resort

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (606 reviews)
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
United States
Lisa
The price is ฿4,697
฿6,910 total
includes taxes & fees
14 Jan - 15 Jan
Breezy Palms Resort
Outdoor pool, free pool cabanas
Sunset Inn

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,001 reviews)
"Good beds, clean room close to Loreleis for sunset dinner. Easy location for Islamorada activities"
United States
Celeste
The price is ฿4,640
฿5,572 total
includes taxes & fees
15 Jan - 16 Jan
Sunset Inn
Property grounds
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,005 reviews)
"One of the nicest hotels we have stayed at. Amazing staff, food, activities and property "
United States
Sara
The price is ฿12,838
฿16,173 total
includes taxes & fees
22 Jan - 23 Jan
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Exterior
Sunset Cove Beach Resort

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,001 reviews)
"I enjoyed staying here, very cute hotel on the beach "
United States
Emi
The price is ฿5,710
฿6,423 total
includes taxes & fees
12 Jan - 13 Jan
Sunset Cove Beach Resort
Exterior
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.6 out of 10, Good, (1,004 reviews)
"Amazing hotel and staff! Highly recommend "
United States
Alisa
The price is ฿4,240
฿5,765 total
includes taxes & fees
25 Jan - 26 Jan
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
La Siesta Resort & Villas

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,003 reviews)
"Great accommodations, very peaceful setting "
United States
Susan
The price is ฿6,967
฿10,132 total
includes taxes & fees
14 Jan - 15 Jan
La Siesta Resort & Villas
Exterior
Seafarer Key Largo

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (139 reviews)
"We loved this spot - nice room, extremely kind and helpful staff and great beach access. We would definetly stay here again!!"
United States
Susie
The price is ฿4,066
฿5,015 total
includes taxes & fees
13 Jan - 14 Jan
Seafarer Key Largo
Single Room | Terrace/patio
Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (300 reviews)
"Room is great and this place is beautiful!"
United States
James M
Kona Kai Resort and Gallery - Adults Only
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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Great weekend hotel deals in Islamorada, FL

Showing deals for:23 Jan - 25 Jan

Image gallery for The Islands of Islamorada

On the beach, sun-loungers, beach umbrellas, beach towels

The Islands of Islamorada

4.0 star property
Islamorada
9.8/10Exceptional (70 reviews)
10% off
Price is ฿53,900
฿124,735 total
includes taxes & fees
The Islands of Islamorada
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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

If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Florida Keys Brewing Co. 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 Founders Park and Windley Key Fossil Reef Geological State 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.

Stay near popular Islamorada attractions

Anne's Beach by roadside in Florida Keys by Route 1 Overseas Highway, Shutterstock ID 123071230, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Bud

Anne's Beach

3.8/5 (228 reviews)
If a restful holiday is part of your travel plans, Anne's Beach might be the perfect place to visit during your trip to Islamorada.
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Islamorada_BudnMarysDiveCenter_6069243-0004

Bud n' Mary's Dive Center

4.4/5 (265 reviews)
Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this relaxing area.
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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 featuring a sunset and general coastal views

Top Islamorada Hotel Reviews

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Na"
ANIS 1-night trip
Posted 3 days ago
Amara Cay Resort

More cheap stays in Islamorada

Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
The price is ฿5,302 per night from 13 Jan to 14 Jan
฿5,302
฿5,965 total
13 Jan - 14 Jan
includes taxes & fees
7.8/10 Good! (1,000 reviews)

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 Hadley Resort and Marina 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 La Siesta Resort & Villas. 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 Amara Cay Resort and Cheeca Lodge & Spa. 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 Drop Anchor and Bayside Villas by Islander Resort. 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. A top sight in the city is Everglades National Park. In Islamorada, there are 916 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 Everglades National Park, Founders Park and Anne's Beach. 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.