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

Business Hotels in Islamorada

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Business Hotels in Islamorada

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.

A bar area with a thatched roof, wooden chairs, and a view of the ocean.

A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

1. Cheeca Lodge & Spa

Matecumbe

$189

$286 total

includes taxes & fees

Oct 13 - Oct 14

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

A bar area with a wooden counter, bar stools, and potted plants.

A paved pathway leading to a beach with palm trees and a view of the ocean.

A wooden pier leading to a beach with palm trees and a row of beach huts.

2. Islander Resort

Matecumbe

$261

$367 total

includes taxes & fees

Oct 18 - Oct 19

A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

A resort with a pool, multiple buildings, and a waterfront view.

A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.

A hotel room with a bed, a TV, a sofa, and a balcony with a view.

3. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

$98

$142 total

includes taxes & fees

Oct 14 - Oct 15

A beach with palm trees and a clear view of the ocean.

A spacious living area with a large island, wooden furniture, and a ceiling fan.

A resort with a swimming pool, lounge chairs, and palm trees.

4. Lime Tree Bay Resort

Long Key

$130

$192 total

includes taxes & fees

Oct 25 - Oct 26

A wooden deck with a view of the ocean and a palm tree.

A coconut drink with a straw, a cherry, and a slice of fruit on a table by a pool with a waterfall and palm trees in the background.

A spacious interior with a high ceiling, large windows, and a central chandelier.

A spacious dining area with high ceilings, wicker furniture, and large windows.

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

Key Largo

$278

$368 total

includes taxes & fees

Oct 20 - Oct 21

Two hands holding wine glasses with a beach and ocean view in the background.

A bed with white and turquoise pillows, a bottle of champagne, and two glasses on a round table.

A beach with palm trees, a sandy path, and a building with a balcony.

An aerial view of a resort with a swimming pool, beach area, and dock.

6. Bayside Inn Key Largo

Key Largo

$130

$171 total

includes taxes & fees

Oct 13 - Oct 14

An aerial view of a resort with a large pool, palm trees, and a beach.

A restaurant with wooden tables and chairs, a bar area, and a view of the sea.

A beach with clear water, a wooden pier, and lounge chairs under a tree.

A pool area with lounge chairs and umbrellas, a clear sky, and palm trees.

7. Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

$263

$351 total

includes taxes & fees

Nov 1 - Nov 2

A beach with palm trees, lounge chairs, and a clear view of the ocean.

A hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.

A clear blue pool with lounge chairs and palm trees.

A tropical garden with palm trees, various colorful plants, and a seating area with chairs.

8. Hampton Inn Key Largo Manatee Bay

Key Largo

$130

$147 total

includes taxes & fees

Oct 21 - Oct 22

A balcony with wicker chairs and a small table overlooking a marina with boats and palm trees.

A modern room with a large window, a grey sofa, a lamp, and a view of a pool and palm trees.

A marina with multiple boats docked, surrounded by palm trees and buildings.

A modern kitchen with a curved island, stainless steel appliances, and a menu board.

9. Courtyard by Marriott Key Largo

Key Largo

$152

$171 total

includes taxes & fees

Oct 13 - Oct 14

A bar area with a long counter, bar stools, and a view of the water.

A balcony with a view of a body of water, a pool, and outdoor seating.

A Marriott Fairfield Inn & Suites with a modern design, featuring a covered entrance and palm trees.

A balcony with a view of the ocean, a round table, and two chairs.

10. Fairfield Inn & Suites by Marriott Marathon Florida Keys

Marathon

$134

$151 total

includes taxes & fees

Oct 25 - Oct 26

Three colorful drinks on a table with a thatched roof and outdoor seating.

A pool area with lounge chairs, a thatched-roof structure, and a view of the ocean.

A bar area with wicker chairs and a thatched roof, overlooking a body of water with boats.

A modern living room with a large sectional sofa, a flat-screen TV, and a view of the sea through large windows.

11. Hampton Inn Marathon - Florida Keys

Marathon

$130

$147 total

includes taxes & fees

Oct 18 - Oct 19

A building with a white exterior, purple doors, and a small patio area with chairs and a table.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A compact kitchen with wooden cabinets, a microwave, and a refrigerator. There is a dining area with wicker chairs and a small table.

A compact room with a kitchenette, a flat-screen TV, a wooden desk, a chair, and a wardrobe.

12. Siesta Motel

Marathon

$86

$96 total

includes taxes & fees

Oct 12 - Oct 13

An aerial view of a beach resort with a dock, thatched-roof structures, and a clear blue sky.

An aerial view of a resort with a pool area illuminated by blue lights, surrounded by palm trees and thatched-roof structures.

A hotel room with two beds, a wooden floor, a window with a view of the city, and a small desk with a chair.

A waterfront resort with thatched-roof structures, palm trees, and a dock extending into calm waters.

13. Gilbert's Resort

Key Largo

$279

$314 total

includes taxes & fees

Oct 13 - Oct 14

A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

A table with breakfast items, a basket, and a view of a parking lot and buildings.

A buffet setup with various food items and condiments.

A waterfront property with a swimming pool, palm trees, and a white fence.

14. Skipjack Resort & Marina

Marathon

$169

$231 total

includes taxes & fees

Oct 12 - Oct 13

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Top neighborhoods in Islamorada

A shark sculpture with a sign above it that reads "Islamorada Florida Keys".

A marina with boats docked, a motel, and a cafe.

A calm lake with a reflection of trees and a cloudy sky.

A beachside café with colorful chairs and tables, palm trees, and a view of the ocean.

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

Matecumbe

Matecumbe gives you the full Florida Keys experience without trying too hard. Snorkel crystal waters at Anne's Beach, grab a cold one at Florida Keys Brewing Co, or watch fishermen haul in their catch at Bud n' Mary's. The Hurricane Monument and Indian Key Historic State Park tell stories of this laid-back paradise, while the MoradaWay Arts District adds cultural flair. Waterfront tiki bars serve fresh mahi-mahi as the sun sets over Florida Bay. Most visitors stay in charming resorts with private beaches and pools, though vacation rentals offer more space. You'll need a car to explore properly, but many resort areas are perfectly walkable.

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A clear blue sea with a sandy beach and a distant horizon.

Lower Matecumbe Beach

Lower Matecumbe Beach offers pristine Atlantic shorelines where powder-soft sand meets crystal-clear turquoise waters. Sunset Drive Beach and nearby Anne's Beach provide perfect spots for swimming and sunbathing in the shallow, calm waters. You'll discover scenic overlooks at mile markers, historic fishing piers extending into Florida Bay, and the popular Founder's Park with its recreational facilities. Waterfront seafood restaurants serve fresh mahi-mahi and key lime pie with stunning ocean views. Accommodations range from luxury beachfront resorts to intimate bed-and-breakfasts. Getting around requires a rental car, though the beachfront areas are highly walkable with bike-friendly roads.

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A sunset over a palm tree-lined pier extending into calm waters.

Venetian Shores

Venetian Shores offers the Keys dream—canal-front homes with private docks where dolphins practically introduce themselves at breakfast. Spend your days boating from your backyard to snorkeling spots or fishing the flats between the Atlantic and Florida Bay. This upscale residential enclave lets you live like a local without the tourist crowds. You'll need wheels to explore nearby attractions like Founders Park and the History of Diving Museum. The neighborhood itself has no restaurants or shops—just peaceful streets lined with luxury vacation rentals featuring pools and tropical gardens. For dining out, a quick 5-10 minute drive takes you to Islamorada's waterfront eateries.

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A beach with palm trees, lounge chairs, and a building with balconies.

Seabreeze Trailer Park

Seabreeze Trailer Park offers a laid-back slice of Florida Keys paradise without the resort price tag. You'll get direct beach access for swimming and snorkeling in crystal-clear waters. Nearby Founders Park and Windley Key Fossil Reef Geological State Park provide perfect day trips. Rain Barrel Village offers local shopping when you need a break from all that sunshine. Seafood restaurants and waterfront dining options are just a short drive away in Islamorada. While public transit is limited, having a rental car or golf cart makes exploring the surrounding Keys a breeze. The peaceful, no-frills atmosphere makes this spot ideal for travelers seeking an authentic Keys experience on a budget.

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Top landmarks in Islamorada

A wooden deck with benches overlooking a clear blue sea.

Anne's Beach

7.8/10 (597 reviews)

If you can't wait to get to the beach, you might enjoy a trip to Anne's Beach located 8.8 mi (14.1 km) from central Islamorada. If you want to continue walking by the waves, head to Sunset Drive Beach located nearby.

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Bud n' Mary's Dive Center

8.8/10 (504 reviews)

You can stroll along Bud n' Mary's Dive Center for relaxing water views when you're in Matecumbe. Hotels.com travelers also say the area is relaxing and has lots of nice beaches.

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An aerial view of a coastal area with a marina, tennis courts, a baseball field, and surrounding greenery.

Founders Park

8.8/10 (450 reviews)

Founders Park is 4.6 mi (7.4 km) from central Islamorada, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Want to stretch your legs some more? Head to Islamorada County Park, just a short walk away.

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Florida Keys Brewing Co.

9.2/10 (520 reviews)

Matecumbe is home to Florida Keys Brewing Co., so why not stop by during your stay in Islamorada.

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An archaeological site with stone structures and metal machinery.

Windley Key Fossil Reef Geological State Park

8.8/10 (184 reviews)

Windley Key Fossil Reef Geological State Park is 2.4 mi (3.8 km) from central Islamorada, why not stop by during your stay. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches.

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Robbie’s of Islamorada

8.4/10 (15 reviews)

You can stroll along Robbie’s of Islamorada for relaxing water views when you're in Matecumbe.

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Islamorada County Park

8.8/10 (198 reviews)

Islamorada County Park is 4.5 mi (7.2 km) from central Islamorada, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Want to stretch your legs some more? Head to Founders Park, just a short walk away.

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Islamorada Brewery & Distillery

9.4/10 (8 reviews)

Matecumbe is home to Islamorada Brewery & Distillery, so why not stop by during your stay in Islamorada.

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About the destination

Visitors really like Islamorada, especially its seaside, entertainment, and seafood. Enjoy fun activities like fishing and diving. You can easily spend a relaxing day visiting Everglades National Park and Islamorada County Park. You might find that sights like Bud n' Mary's Dive Center and Robbie’s of Islamorada are worth a visit.