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

Pet-Friendly Hotels in Islamorada

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Pet-Friendly Hotels in Islamorada

A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.

A beach with palm trees, a dock, and lounge chairs.

A resort pool with palm trees, beach chairs, and umbrellas.

1. Amara Cay Resort

Matecumbe

$155

$247 total

includes taxes & fees

Oct 18 - Oct 19

A modern bathroom with a large sink, toilet, and a window.

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

A beach with palm trees and lounge chairs.

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

2. Chesapeake Beach Resort

Matecumbe

$151

$226 total

includes taxes & fees

Oct 5 - Oct 6

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

Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees 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.

3. Fisher Inn Resort & Marina

Islamorada

$127

$175 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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

A pool area with lounge chairs and a sign indicating a drop-off zone.

4. Drop Anchor

Islamorada

$132

$183 total

includes taxes & fees

Oct 6 - Oct 7

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

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

5. Hadley Resort and Marina

Matecumbe

$135

$185 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 bar area with a wooden counter, bar stools, and potted plants.

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

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

6. Islander Resort

Matecumbe

$286

$395 total

includes taxes & fees

Oct 27 - Oct 28

A beach with thatched umbrellas, wooden chairs, and a wooden pier 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 garden with various trees and a gravel path.

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 6 - Oct 7

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.

8. Lime Tree Bay Resort

Long Key

$130

$192 total

includes taxes & fees

Oct 18 - Oct 19

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

A coastal resort with a beach, a swimming pool, and multiple buildings.

A resort with a pool, beach, and ocean view.

An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.

9. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Islamorada

$215

$315 total

includes taxes & fees

Oct 18 - Oct 19

A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

A row of colorful beach huts with palm trees in the background.

A resort with a pool surrounded by palm trees and a view of the ocean.

A beach with colorful buildings, kayaks, and lounge chairs.

10. La Siesta Resort & Villas

Matecumbe

$168

$262 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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

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

11. Creekside Inn

Tavernier

$143

$161 total

includes taxes & fees

Oct 5 - Oct 6

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

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

12. Casa Morada

Matecumbe

$176

$209 total

includes taxes & fees

Oct 7 - Oct 8

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.

13. Bayside Inn Key Largo

Key Largo

$111

$149 total

includes taxes & fees

Oct 5 - Oct 6

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

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

A compact, well-lit room with a bed, bedside table, and a small seating area.

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

14. Sands of Islamorada

Matecumbe

$192

$230 total

includes taxes & fees

Oct 12 - Oct 13

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

A hammock on a sandy beach with a view of the sea and a tree overhead.

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

Key Largo

$278

$368 total

includes taxes & fees

Oct 14 - Oct 15

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

16. Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

$263

$351 total

includes taxes & fees

Oct 19 - Oct 20

A beachside lounge with a wooden deck, thatched roof, and tropical plants.

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

A resort with a central swimming pool surrounded by palm trees and a view of the ocean.

A waterfront property with a paved walkway, palm trees, and a white building with a dock.

17. Bayside Villas by Islander Resort

Matecumbe

$324

$438 total

includes taxes & fees

Oct 18 - Oct 19

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

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

A modern beachfront property with a swimming pool, palm trees, and ocean views.

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

18. Beach Residence Private Overwater Dock Heated Pool Mahi Key

Matecumbe

$1,380

$2,390 total

includes taxes & fees

Oct 14 - Oct 15

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

A marina with boats docked along a waterfront, surrounded by buildings 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

$123

$166 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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.

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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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.