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

Hotels with Parking in Islamorada

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Hotels with Parking in Islamorada

A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.

A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

A beachfront property with a white building, a balcony with a white railing, and palm trees.

1. La Jolla Resort

Matecumbe

$119

$162 total

includes taxes & fees

Oct 12 - Oct 13

A beach with palm trees, thatched-roof huts, and lounge chairs.

A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.

A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.

A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

2. Breezy Palms Resort

Matecumbe

$93

$120 total

includes taxes & fees

Oct 7 - Oct 8

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

A beach with palm trees, a thatched-roof hut, and lounge chairs.

A resort with thatched-roof structures, palm trees, and a sandy beach area.

A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

3. Coconut Cove Resort and Marina

Islamorada

$149

$168 total

includes taxes & fees

Oct 7 - Oct 8

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

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

A tropical resort with a swimming pool, palm trees, and a waterfall.

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

4. Cheeca Lodge & Spa

Matecumbe

$189

$286 total

includes taxes & fees

Oct 13 - Oct 14

A bedroom with a bed, bedside tables, a TV, and a window with blinds.

A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

A beach with lounge chairs, kayaks, and a wooden pier.

A tree with string lights, a wooden bench, and a building in the background.

5. Drift Hotel

Key Largo

$95

$118 total

includes taxes & fees

Oct 29 - Oct 30

A beachside patio with white furniture, palm trees, and a thatched umbrella.

A deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

A wooden boardwalk leading to a building with a brick wall and a white roof.

A beach with palm trees, a thatched umbrella, and lounge chairs.

6. Drop Anchor

Islamorada

$129

$180 total

includes taxes & fees

Oct 8 - Oct 9

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.

A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.

7. Fisher Inn Resort & Marina

Islamorada

$135

$185 total

includes taxes & fees

Oct 22 - Oct 23

A beach with rows of sun loungers and palm trees.

Three Adirondack chairs facing a sunset over a body of water.

A spacious room with a high ceiling, a ceiling fan, a dining table with chairs, a sofa, and a television mounted on the wall.

A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.

8. Ragged Edge Resort & Marina

Islamorada

$155

$175 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

9. Islander Resort

Matecumbe

$286

$395 total

includes taxes & fees

Oct 27 - Oct 28

A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

A wooden interior with a large window overlooking a beach with a thatched umbrella and lounge chairs.

A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.

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

10. Rock Reef Resort

Rock Harbor

$101

$114 total

includes taxes & fees

Oct 8 - Oct 9

A balcony with a view of a beach, a pool, and a thatched-roof structure.

A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.

A beach scene with two yellow beach chairs and a person lying on one.

A pool area with lounge chairs and umbrellas, surrounded by palm trees and buildings.

11. Hadley Resort and Marina

Matecumbe

$144

$194 total

includes taxes & fees

Oct 7 - Oct 8

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

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.

A paved pathway leading to a body of water, surrounded by lush greenery and palm trees.

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

Key Largo

$98

$142 total

includes taxes & fees

Oct 14 - Oct 15

A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.

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

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

13. Lime Tree Bay Resort

Long Key

$130

$192 total

includes taxes & fees

Oct 19 - Oct 20

A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

A balcony with a view of the sea, a beach, and a thatched hut.

A view through a door of a tropical outdoor area with a pathway leading to a beach, palm trees, and a clear sky.

A garden with various trees and a gravel path.

14. Sunset Cove Beach Resort

Key Largo

$130

$146 total

includes taxes & fees

Oct 12 - Oct 13

An aerial view of a resort with a swimming pool, lounge chairs, and palm trees.

An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

15. Casa Morada

Matecumbe

$178

$211 total

includes taxes & fees

Oct 28 - Oct 29

A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.

A beach view with palm trees and a thatched-roof structure.

A compact kitchen with modern appliances, a dining area with a sofa, and a large window providing natural light.

16. Matecumbe Resort

Matecumbe

$143

$161 total

includes taxes & fees

Oct 7 - Oct 8

A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

A coastal resort with a marina, clear blue water, and lush greenery.

A modern two-story beachfront property with balconies, a pool, and a sandy beach area.

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

17. Pines & Palms Resort

Matecumbe

$189

$268 total

includes taxes & fees

Oct 7 - Oct 8

A wooden dock extending over calm turquoise water, lined with white railings and palm trees.

A hallway with a tiled floor, a painting on the wall, a lamp, and a view of a pool area.

A swimming pool with a rock waterfall feature and a 3 ft depth marker.

A waterfront patio with outdoor seating, a yellow umbrella, and a view of the water.

18. Creekside Inn

Tavernier

$143

$161 total

includes taxes & fees

Oct 19 - Oct 20

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

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

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

19. Bayside Inn Key Largo

Key Largo

$124

$165 total

includes taxes & fees

Nov 4 - Nov 5

A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

A kitchen with white cabinets, a microwave, a stove, and a refrigerator.

A pool area with a white fence, a lifebuoy, and palm trees in the background.

A boat with a covered deck, metal railings, and a table with chairs.

20. Treasure Harbor

Islamorada

$119

$275 total

includes taxes & fees

Oct 7 - Oct 8

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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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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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Sunset Drive Beach

9.0/10 (91 reviews)

If you can't wait to get to the beach, you might enjoy a trip to Sunset Drive Beach located 8 mi (12.9 km) from central Islamorada. If you want to continue walking by the waves, head to Anne's Beach located nearby.

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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.