Beach Hotels in Islamorada

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Beach Hotels in Islamorada

A beach with palm trees and lounge chairs.

A hotel room with a bed, a bedside table with a lamp, a small table with a basket, a blue and white striped ottoman, and a balcony with a view of palm trees and the ocean.

A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

1. Chesapeake Beach Resort

Matecumbe

On private beach
Beach loungers
2 outdoor pools

$151

$226 total

includes taxes & fees

Oct 18 - Oct 19

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

A bathroom with a marble floor, a wooden vanity, a toilet, and a shower curtain.

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.

2. Breezy Palms Resort

Matecumbe

On the beach
Beach towels
Outdoor pool

$109

$139 total

includes taxes & fees

Oct 18 - Oct 19

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

A covered outdoor area with a view of a beach and palm trees.

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

A pool area with a view of the ocean, surrounded by palm trees and a clear sky.

3. Rock Reef Resort

Rock Harbor

On private beach
Beach towels
Outdoor pool

$87

$98 total

includes taxes & fees

Oct 21 - Oct 22

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

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

A modern living room with a dark brown sofa, a coffee table, and a blue lamp. There is a kitchen area with a microwave and a coffee machine. A painting of a beach scene is on the wall.

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

4. Drift Hotel

Key Largo

On the beach
Beach loungers

$111

$136 total

includes taxes & fees

Oct 21 - Oct 22

A beachside seating area with Adirondack chairs and a table, palm trees, and a view of the ocean.

A compact living space with a balcony, a television, and a dining area.

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

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

5. Atlantic Bay Resort

Tavernier

On private beach
Beach towels
Outdoor pool

$160

$202 total

includes taxes & fees

Oct 18 - Oct 19

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

A wooden dock extending into calm water, with tables and chairs under umbrellas, and a thatched-roof building in the background.

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

A balcony with two chairs and a small table, overlooking a body of water and greenery.

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

Key Largo

Beach loungers
Outdoor pool

$107

$152 total

includes taxes & fees

Oct 26 - Oct 27

A beach with kayaks lined up near the water's edge, palm trees, and lounge chairs.

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

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.

7. Kona Kai Resort and Gallery - Adults Only

Rock Harbor

Beach loungers
Outdoor pool

$161

$209 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

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

8. Seafarer Key Largo

Rock Harbor

On private beach

$114

$142 total

includes taxes & fees

Oct 28 - Oct 29

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

A balcony with a view of a beach, palm trees, and a clear sky.

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

A round glass table with a decorative plate, surrounded by wicker chairs with floral upholstery. A large window offers a view of a beach and palm trees.

9. Sunset Cove Beach Resort

Key Largo

On private beach
Beach cabanas included
Beach loungers

$130

$146 total

includes taxes & fees

Oct 20 - Oct 21

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

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

A pathway leading to a building surrounded by lush tropical vegetation and a view of the sea.

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

10. The Pelican Key Largo Cottages

Key Largo

On private beach

$103

$116 total

includes taxes & fees

Oct 26 - Oct 27

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

A view from a window overlooking a beach with palm trees and a wooden pier.

11. Casa Morada

Matecumbe

Near the beach
Beach loungers
2 outdoor pools

$174

$207 total

includes taxes & fees

Oct 19 - Oct 20

A beach with palm trees, a wooden pier, and beach chairs.

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

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

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

12. Pines & Palms Resort

Matecumbe

On private beach
Beach bar
Beach loungers
Outdoor pool

$229

$313 total

includes taxes & fees

Oct 21 - Oct 22

A beach with rows of sun loungers, a thatched hut, and a wooden walkway leading to the water.

A marina with boats docked, a building with a blue roof, and a clear view of the water.

A poolside area with a water feature, a palm tree, and lounge chairs.

A balcony with a view of the sea, a white chair, and two buckets with a red shovel.

13. Ocean Pointe Suites at Key Largo

Tavernier

On private beach
Beachfront dining
Beach towels
Outdoor pool

$123

$160 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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

A balcony with a wicker table, a bottle of champagne, and a glass.

14. Bayside Inn Key Largo

Key Largo

On private beach
Beach loungers
Outdoor pool

$122

$162 total

includes taxes & fees

Oct 21 - Oct 22

A child sitting on a beach with sand toys and a green bucket nearby.

A balcony with two wicker chairs and a small table, overlooking a calm sea and distant islands.

A modern living room with a view of the ocean, a comfortable chair, a small table, and a decorative plant.

A beachfront hotel with multiple balconies, a pool, and a beach area with lounge chairs.

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

Key Largo

On private beach
Beach bar
Beach loungers
2 outdoor pools

$294

$386 total

includes taxes & fees

Oct 28 - Oct 29

A hammock on a sandy beach with palm trees and a dock in the background.

A kitchen with wooden cabinets, a black refrigerator, a microwave, and a dining table with chairs.

Two Adirondack chairs on a sandy beach with a wooden pier extending into calm water.

A bedroom with a bed, bedside tables, a chair, and artwork on the walls.

16. Coconut Palm Inn

Tavernier

On private beach
Beach loungers
Outdoor pool

$209

$275 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

A coastal property with a grassy lawn, palm trees, and a white fence overlooking the sea.

17. Bahia Bay Resort

Rock Harbor

On private beach
Beach towels
3 outdoor pools

$152

$171 total

includes taxes & fees

Oct 18 - Oct 19

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

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

A beachside patio with lounge chairs, a table, and a view of the ocean.

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

18. Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

On the beach
Beach bar
Beach cabanas
Beach loungers
Outdoor pool

$279

$369 total

includes taxes & fees

Oct 28 - Oct 29

A marina with boats docked along a waterfront, surrounded by buildings and palm trees.

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

A balcony with wicker furniture and a glass table, overlooking a marina with boats and palm trees.

A swimming pool with lounge chairs and umbrellas, a fenced area, and a building with a door.

19. Waterside Suites & Marina

Key Largo

Outdoor pool

$123

$166 total

includes taxes & fees

Oct 18 - Oct 19

A beach with a row of palm trees, a rocky breakwater, and boats on the water.

A waterfront property with a large building, a dock, lounge chairs, and a thatched-roof area.

A room with a view of a pool and a covered patio area.

A marina with docks, lounge chairs, and a clear view of the water.

20. Dolphin Point Villas

Key Largo

On private beach
Beach loungers
Outdoor pool

$125

$169 total

includes taxes & fees

Oct 25 - Oct 26

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Discover your perfect beach hotel in Islamorada

Pool

Breakfast included

Adult-only

Family-friendly

4 stars

Beach hotels with pools in Islamorada

A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.

Chesapeake Beach Resort

Matecumbe

$151

$226 total

includes taxes & fees

Oct 18 - Oct 19

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

Pines & Palms Resort

Matecumbe

$229

$313 total

includes taxes & fees

Oct 21 - Oct 22

A person snorkeling in clear blue water.

A sunset over a calm sea with a pier extending into the water.

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

Key Largo

$294

$386 total

includes taxes & fees

Oct 28 - Oct 29

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.

Breezy Palms Resort

Matecumbe

$109

$139 total

includes taxes & fees

Oct 18 - Oct 19

Atlantic Bay Resort

Tavernier

$160

$202 total

includes taxes & fees

Oct 18 - Oct 19

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.

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

$107

$152 total

includes taxes & fees

Oct 26 - Oct 27

Four white Adirondack chairs facing a body of water with a clear sky.

Coconut Palm Inn

Tavernier

$209

$275 total

includes taxes & fees

Oct 18 - Oct 19

Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

$279

$369 total

includes taxes & fees

Oct 28 - Oct 29

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

Rock Reef Resort

Rock Harbor

$87

$98 total

includes taxes & fees

Oct 21 - Oct 22

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

Bayside Inn Key Largo

Key Largo

$122

$162 total

includes taxes & fees

Oct 21 - Oct 22

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Beach hotels with free breakfast in Islamorada

Chesapeake Beach Resort

Matecumbe

$151

$226 total

includes taxes & fees

Oct 18 - Oct 19

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

Key Largo

$294

$386 total

includes taxes & fees

Oct 28 - Oct 29

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

$107

$152 total

includes taxes & fees

Oct 26 - Oct 27

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

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

Sunset Cove Beach Resort

Key Largo

$130

$146 total

includes taxes & fees

Oct 20 - Oct 21

Coconut Palm Inn

Tavernier

$209

$275 total

includes taxes & fees

Oct 18 - Oct 19

Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

$279

$369 total

includes taxes & fees

Oct 28 - Oct 29

Seafarer Key Largo

Rock Harbor

$114

$142 total

includes taxes & fees

Oct 28 - Oct 29

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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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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