2 Star Hotels in Islamorada

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2 Star Hotels in Islamorada

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

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

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 white building, a balcony with a white railing, and palm trees.

1. La Jolla Resort

Matecumbe

$97

$137 total

includes taxes & fees

Oct 6 - Oct 7

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

A beach with thatched umbrellas, palm trees, 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.

2. Breezy Palms Resort

Matecumbe

$93

$120 total

includes taxes & fees

Oct 7 - Oct 8

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.

3. Rock Reef Resort

Rock Harbor

$101

$114 total

includes taxes & fees

Oct 8 - Oct 9

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

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

A modern living room with a sofa, a glass coffee table, a TV, and a sliding door leading to a bedroom.

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

4. Drift Hotel

Key Largo

$95

$118 total

includes taxes & fees

Oct 29 - Oct 30

A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.

A sunset over a calm body of water with a dock and lounge chairs.

A pathway lined with palm trees and a speed limit sign of 5 MPH.

A beach scene with colorful Adirondack chairs, a blue umbrella, and a view of the ocean.

5. Seafarer Key Largo

Rock Harbor

$92

$117 total

includes taxes & fees

Oct 5 - Oct 6

A view through a window with metal bars, featuring a beach with palm trees, a thatched umbrella, and a wooden dock.

A tropical resort with a paved pathway leading to a building, surrounded by palm trees and lush greenery.

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

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a sign indicating no diving.

6. Kona Kai Resort and Gallery - Adults Only

Rock Harbor

$161

$209 total

includes taxes & fees

Oct 5 - Oct 6

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

A waterfront pier with wooden posts and a wooden walkway extending into the water.

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

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

7. Sunset Cove Beach Resort

Key Largo

$112

$126 total

includes taxes & fees

Oct 5 - Oct 6

A beach with rows of sun loungers and palm trees.

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

A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.

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

8. Ragged Edge Resort & Marina

Islamorada

$159

$178 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

A compact kitchen with wooden cabinets, a refrigerator, and a window with curtains.

9. Matecumbe Resort

Matecumbe

$143

$161 total

includes taxes & fees

Oct 6 - Oct 7

A beach with palm trees, a dock, and a boat named "STYX".

A thatched-roof hut surrounded by lush greenery and vibrant red flowers.

A beach with a thatched-roof hut, lounge chairs, and a swimming area.

Two purple Adirondack chairs on a sandy beach with palm trees and a clear blue sky.

10. The Pelican Key Largo Cottages

Key Largo

$97

$110 total

includes taxes & fees

Oct 6 - Oct 7

A pool area with palm trees and a building with a white roof.

A spacious interior with a central open area, a balcony with a railing, and a tiled floor.

A coastal scene with rocky shores, a wooden pier, and calm water.

A wooden deck overlooking clear turquoise water with a backdrop of dense green foliage and a clear blue sky.

11. Bahia Bay Resort

Rock Harbor

$152

$171 total

includes taxes & fees

Oct 5 - Oct 6

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

A wooden sign with the name 'Creekside' above a white pergola entrance.

12. Creekside Inn

Tavernier

$140

$158 total

includes taxes & fees

Oct 18 - Oct 19

A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.

A bedroom with a bed, a nightstand, a chair, and a door.

A hotel room with two beds, each with a different patterned bedspread, a nightstand with a lamp, framed artwork on the wall, and an air conditioning unit.

A bathroom with a sink, toilet, and shower. There is a mirror above the sink and a shelf with towels.

13. The Ocean View Inn & Pub

Islamorada

$191

$215 total

includes taxes & fees

Nov 2 - Nov 3

A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.

A beach with an American flag, palm trees, and a barbecue area.

A spacious living area with a round dining table, a sofa, and a TV mounted on the wall.

A two-story building with a balcony, surrounded by palm trees and a sandy ground.

14. Sands of Islamorada

Matecumbe

$192

$230 total

includes taxes & fees

Oct 12 - Oct 13

A balcony with a view of the sea, a dining area with chairs and a table, and a ceiling fan.

A modern beach house with a balcony, a pool, and surrounded by palm trees.

A modern kitchen with white cabinetry, a large island, and a view of the ocean.

A pool area with lounge chairs, a pool, and a view of the beach and ocean.

15. Beach Residence Private Overwater Dock Heated Pool Mahi Key

Matecumbe

$1,380

$2,390 total

includes taxes & fees

Oct 14 - Oct 15

A multi-story hotel with balconies, palm trees, and a view of the water.

A swimming pool with lounge chairs and palm trees.

A spacious lobby with a reception desk, seating area, and a large aquarium display.

A beachside area with palm trees, a wooden bench, and a wheelchair-accessible sign.

16. Marina Del Mar Resort and Marina

Key Largo

$138

$183 total

includes taxes & fees

Nov 3 - Nov 4

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 resort with a thatched-roof structure, palm trees, and lounge chairs on a sandy beach.

A clear blue pool with lounge chairs and palm trees.

17. Hampton Inn Key Largo Manatee Bay

Key Largo

$114

$128 total

includes taxes & fees

Oct 14 - Oct 15

A white building with a purple door, surrounded by palm trees.

A bedroom with a bed, nightstands, a bench, a TV, a painting, and a view through a glass door.

A beach with a thatched hut, palm trees, and a calm sea.

A beach with a boat docked near the shore, a thatched-roof structure, and palm trees.

18. Amoray Dive Resort

Key Largo

$95

$135 total

includes taxes & fees

Oct 5 - Oct 6

A tropical resort with a swimming pool, palm trees, and a view of the ocean.

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

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

A beach view with palm trees, a hammock, and a chair by the water.

19. Gulf View Waterfront Resort

Marathon

$91

$102 total

includes taxes & fees

Oct 18 - Oct 19

A beachfront property with a white balcony, palm trees, and a sandy beach.

A coastal hotel with a pool, parked cars, and a view of the ocean.

A hotel room with a bed, a nightstand with a lamp, a microwave, and a refrigerator.

A pool area with lounge chairs, a wooden deck, and a view of the ocean.

20. Conch Key Fishing Lodge and Marina

Marathon

$122

$137 total

includes taxes & fees

Oct 5 - Oct 6

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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 beach with a wooden structure, clear blue sky, and dense green foliage.

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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