A beach with white lounge chairs, a covered pavilion, and palm trees.

Find hotels in Islamorada, FL from 2.625.936Ā ā‚«

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Our top choices for Islamorada hotels

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,487 reviews)
"Beautiful resort"
United States
Patricia
The price is 4.143.595Ā ā‚«
6.551.882Ā ā‚« total
includes taxes & fees
1 Nov - 2 Nov
Cheeca Lodge & Spa

2. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,153 reviews)
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
United States
DEBORAH
The price is 5.996.968Ā ā‚«
8.636.668Ā ā‚« total
includes taxes & fees
15 Nov - 16 Nov
Islander Resort

3. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,324 reviews)
"Great location as well."
United States
Amir
The price is 4.339.865Ā ā‚«
6.770.638Ā ā‚« total
includes taxes & fees
30 Nov - 1 Dec
Amara Cay Resort

4. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,800 reviews)
"Nice beach walkable property Great breakfast made to order"
United States
kent brian
The price is 3.904.491Ā ā‚«
5.846.559Ā ā‚« total
includes taxes & fees
3 Nov - 4 Nov
Chesapeake Beach Resort

5. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
The price is 4.143.595Ā ā‚«
5.388.676Ā ā‚« total
includes taxes & fees
8 Nov - 9 Nov
La Jolla Resort

6. 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, (304 reviews)
"Great place to stay!"
United States
Liosbel
The price is 5.350.111Ā ā‚«
7.907.164Ā ā‚« total
includes taxes & fees
30 Nov - 1 Dec
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

7. The Islands of Islamorada

The Islands of Islamorada
5.0 star property
Matecumbe
9.6 out of 10, Exceptional, (82 reviews)
"Love this property! Our family had the most amazing time in the villas. The location is great and the property is really well kept with amazing staff. We enjoyed the pool, the kids game area, pickle ball and relaxing in the home. Highly recommend!!"
United States
Christian
The price is 17.215.434Ā ā‚«
21.136.598Ā ā‚« total
includes taxes & fees
1 Nov - 2 Nov
The Islands of Islamorada

8. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (303 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
The price is 4.363.749Ā ā‚«
4.909.217Ā ā‚« total
includes taxes & fees
29 Nov - 30 Nov
Coconut Cove Resort and Marina

9. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,003 reviews)
"We have stayed here multiple times and always have a good stay."
United States
Michael
The price is 4.942.329Ā ā‚«
6.985.175Ā ā‚« total
includes taxes & fees
4 Nov - 5 Nov
Pines & Palms Resort

10. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,001 reviews)
"Very clean very quiet Close to nice restaurants and bars"
United States
Jose
The price is 3.927.374Ā ā‚«
5.260.835Ā ā‚« total
includes taxes & fees
29 Nov - 30 Nov
Fisher Inn Resort & Marina

11. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
"Can’t wait to stay again in the spring. Amazing property."
United States
Jason
The price is 3.698.992Ā ā‚«
5.004.819Ā ā‚« total
includes taxes & fees
12 Nov - 13 Nov
Hadley Resort and Marina

12. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (777 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is 1.786.683Ā ā‚«
3.350.031Ā ā‚« total
includes taxes & fees
3 Nov - 4 Nov
Breezy Palms Resort

13. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,000 reviews)
"Great place to stay!"
United States
Brianne
The price is 3.995.609Ā ā‚«
6.385.397Ā ā‚« total
includes taxes & fees
15 Nov - 16 Nov
La Siesta Resort & Villas

14. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (468 reviews)
"Had a blast in the keys! This property gave us every reason to stay on property! Fishing provided! Bait provided! Games, bikes, excellent staff and the vibes are worth every booking moment! Definitely coming back! FYI: we stay in the townhomes and still had access to all of the amenities! Book your stay! Let’s go!"
United States
Brian
The price is 6.203.760Ā ā‚«
8.869.308Ā ā‚« total
includes taxes & fees
1 Nov - 2 Nov
Bayside Villas by Islander Resort

15. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,000 reviews)
"Everything was nice and clean. I enjoyed my stay there."
United States
Leydis
The price is 4.179.145Ā ā‚«
5.606.253Ā ā‚« total
includes taxes & fees
1 Nov - 2 Nov
Drop Anchor

16. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (34 reviews)
"Very friendly staff"
United States
Maria
The price is 4.815.669Ā ā‚«
5.417.434Ā ā‚« total
includes taxes & fees
1 Nov - 2 Nov
The Ocean View Inn & Pub

17. Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (416 reviews)
"Very small, Was quiet and relaxing."
United States
Nicolas
The price is 4.957.632Ā ā‚«
5.925.920Ā ā‚« total
includes taxes & fees
30 Nov - 1 Dec
Sands of Islamorada

18. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (833 reviews)
"Excellent Stay!"
United States
Annette
The price is 4.036.787Ā ā‚«
5.122.988Ā ā‚« total
includes taxes & fees
3 Nov - 4 Nov
Atlantic Bay Resort

19. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (180 reviews)
"Had a very enjoyable stay at Hemingway House. The place was spotless! All staff were very friendly and helpful. Would highly recommend staying here!"
United States
Diane
The price is 3.230.207Ā ā‚«
7.265.061Ā ā‚« total
includes taxes & fees
30 Nov - 1 Dec
Treasure Harbor

20. Coconut Palm Inn

Coconut Palm Inn
3.0 star property
Tavernier
9.6 out of 10, Exceptional, (561 reviews)
"Beautiful place hidden in Tavenier Great staff and the best sunset in the keys"
United States
ED
The price is 6.025.402Ā ā‚«
7.796.511Ā ā‚« total
includes taxes & fees
1 Nov - 2 Nov
Coconut Palm Inn
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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Where to stay in Islamorada

Find the best Islamorada areas for the activities you enjoy most.

Matecumbe

Matecumbe captures the essence of the Florida Keys with its laid-back charm and coastal beauty. Anne's Beach and Sunset Drive Beach offer pristine shorelines perfect for relaxing or swimming. Visitors can explore marine life at Bud n' Mary's Dive Centre or feed tarpon at Robbie's of Islamorada. This resort community balances tourism with authentic Keys lifestyle. Florida Keys Brewing Co. provides local craft beers after a day of snorkelling crystal-clear waters. The Hurricane Monument and MoradaWay Arts District showcase the area's rich history and creative spirit. Waterfront paths offer stunning views of both Atlantic Ocean and Florida Bay.

Lower Matecumbe Beach

Lower Matecumbe Beach offers a serene Florida Keys escape where powder-soft sand meets crystal-clear turquoise waters. The pristine Atlantic shoreline invites visitors to unwind while scenic overlooks provide spectacular coastal vistas. Sunset Drive Beach and Anne's Beach showcase the area's natural beauty. This tranquil area balances tourism with authentic Keys living. Waterfront seafood restaurants serve fresh catches while boutique shops sell tropical souvenirs. Luxury resorts and intimate bed-and-breakfasts provide comfortable bases for exploring nearby mangrove preserves by kayak or snorkelling the calm, shallow waters.

Venetian Shores

Venetian Shores in Islamorada offers a luxurious waterfront escape with direct access to the Atlantic Ocean and Florida Bay. Private canal-front properties feature personal docks where you can launch your boat for a day of fishing or island exploration. This upscale residential area provides the perfect base for travellers seeking exclusive waterfront holiday rentals. The peaceful area streets lead to high-end homes with private pools and tropical landscaping. Though lacking shops or restaurants within its boundaries, Venetian Shores sits just minutes from Founders Park and local attractions like the History of Diving Museum. Water activities dominate the experience in this serene Keys community.

Seabreeze Trailer Park

This affordable Keys hideaway puts you right on the beautiful shores of Islamorada. Seabreeze Caravan Park offers a laid-back alternative to pricey resorts while still delivering stunning ocean views. Fish, swim, or snorkel just steps from your door. The nearby Founders Park and Florida Keys Dive Centre provide plenty of outdoor recreation options. Windley Key Fossil Reef Geological State Park offers fascinating natural history just a short drive away. Palm-lined paths and gentle waves create the perfect backdrop for authentic Florida Keys living.

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.

An aerial view of a coastal town with a marina, surrounded by clear blue waters and green islands.

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Frequently asked questions

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.