Hotels in Islamorada

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Tonight

Tomorrow

Sep 10 - Sep 11

This weekend

Sep 11 - Sep 13

Next weekend

Sep 18 - Sep 20

Where to stay in Islamorada?

A beach with palm trees and lounge chairs.

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

A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

1. Chesapeake Beach Resort

Matecumbe

$135

$208 total

includes taxes & fees

Sep 13 - Sep 14

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

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

2. Cheeca Lodge & Spa

Matecumbe

$149

$241 total

includes taxes & fees

Sep 15 - Sep 16

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.

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

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

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

3. Amara Cay Resort

Matecumbe

$155

$247 total

includes taxes & fees

Sep 23 - Sep 24

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

A beach with thatched umbrellas, palm trees, and lounge chairs.

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 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.

4. Breezy Palms Resort

Matecumbe

$96

$124 total

includes taxes & fees

Sep 17 - Sep 18

A beach with rows of sun loungers and palm trees.

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

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

5. Ragged Edge Resort & Marina

Islamorada

$105

$118 total

includes taxes & fees

Sep 20 - Sep 21

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.

6. Islander Resort

Matecumbe

$196

$288 total

includes taxes & fees

Sep 16 - Sep 17

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

A beach with palm trees, a clear blue sky, and a calm sea.

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

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

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

Islamorada

$183

$279 total

includes taxes & fees

Sep 17 - Sep 18

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

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

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

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

8. Pines & Palms Resort

Matecumbe

$219

$302 total

includes taxes & fees

Oct 1 - Oct 2

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

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

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.

9. Drop Anchor

Islamorada

$120

$171 total

includes taxes & fees

Sep 13 - Sep 14

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

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

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

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

10. Fisher Inn Resort & Marina

Islamorada

$118

$166 total

includes taxes & fees

Sep 21 - Sep 22

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 beachfront property with a staircase leading to a light blue building, 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.

11. La Jolla Resort

Matecumbe

$127

$171 total

includes taxes & fees

Sep 15 - Sep 16

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

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

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

An aerial view of a marina with docked boats, a building with balconies, and a beach area.

12. Hadley Resort and Marina

Matecumbe

$135

$185 total

includes taxes & fees

Sep 15 - Sep 16

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

A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.

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.

13. Coconut Cove Resort and Marina

Islamorada

$149

$168 total

includes taxes & fees

Sep 13 - Sep 14

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

14. Lime Tree Bay Resort

Long Key

$120

$180 total

includes taxes & fees

Sep 23 - Sep 24

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

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

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

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

15. Rock Reef Resort

Rock Harbor

$101

$113 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

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

16. The Pelican Key Largo Cottages

Key Largo

$69

$77 total

includes taxes & fees

Sep 15 - Sep 16

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

$196

$288 total

includes taxes & fees

Sep 20 - Sep 21

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 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.

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

18. Drift Hotel

Key Largo

$94

$117 total

includes taxes & fees

Sep 13 - Sep 14

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

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

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

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

19. Treasure Harbor

Islamorada

$129

$286 total

includes taxes & fees

Oct 1 - Oct 2

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

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.

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

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

Key Largo

$98

$142 total

includes taxes & fees

Sep 16 - Sep 17

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A beach with palm trees and lounge chairs.

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

A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

Chesapeake Beach Resort

Matecumbe

$135

per night

$208 total

includes taxes & fees

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.

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

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

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

Amara Cay Resort

Matecumbe

$188

per night

$285 total

includes taxes & fees

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.

Islander Resort

Matecumbe

$232

per night

$328 total

includes taxes & fees

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

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

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

An aerial view of a marina with docked boats, a building with balconies, and a beach area.

Hadley Resort and Marina

Matecumbe

$135

per night

$185 total

includes taxes & fees

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

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.

Bayside Inn Key Largo

Key Largo

$118

per night

$158 total

includes taxes & fees

A beach with palm trees and lounge chairs.

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

A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

Chesapeake Beach Resort

Matecumbe

$144

per night

$218 total

includes taxes & fees

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

Lime Tree Bay Resort

Long Key

$122

per night

$182 total

includes taxes & fees

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

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

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.

Drop Anchor

Islamorada

$120

per night

$171 total

includes taxes & fees

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

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

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

An aerial view of a marina with docked boats, a building with balconies, and a beach area.

Hadley Resort and Marina

Matecumbe

$135

per night

$185 total

includes taxes & fees

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.

Islander Resort

Matecumbe

$247

per night

$345 total

includes taxes & fees

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

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

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

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

Fisher Inn Resort & Marina

Islamorada

$144

per night

$194 total

includes taxes & fees

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.

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

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

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

Amara Cay Resort

Matecumbe

$27 off

$242

per night

$345 total

includes taxes & fees

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

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

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

A spacious bedroom with a bed, a dresser, a television, and a view of the sea through the window.

Atlantic Bay Resort

Tavernier

$159

per night

$202 total

includes taxes & fees

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

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.

Bayside Inn Key Largo

Key Largo

$118

per night

$158 total

includes taxes & fees

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

A marina with boats docked, a dock, and a building with a blue roof.

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.

Ocean Pointe Suites at Key Largo

Tavernier

$144

per night

$184 total

includes taxes & fees

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

Bayside Villas by Islander Resort

Matecumbe

$247

per night

$345 total

includes taxes & fees

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.

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

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

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

Amara Cay Resort

Matecumbe

$42 off

$188

per night

$570 total

includes taxes & fees

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.

Islander Resort

Matecumbe

$257

per night

$713 total

includes taxes & fees

A beach with palm trees and lounge chairs.

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

A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

Chesapeake Beach Resort

Matecumbe

$297

per night

$780 total

includes taxes & fees

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

Lime Tree Bay Resort

Long Key

$202

per night

$545 total

includes taxes & fees

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

A beach with palm trees, a clear blue sky, and a calm sea.

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

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

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

Islamorada

$328

per night

$883 total

includes taxes & fees

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

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

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

An aerial view of a marina with docked boats, a building with balconies, and a beach area.

Hadley Resort and Marina

Matecumbe

$216

per night

$551 total

includes taxes & fees

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

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

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.

Drop Anchor

Islamorada

$231

per night

$590 total

includes taxes & fees

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

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

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

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

Fisher Inn Resort & Marina

Islamorada

$224

per night

$570 total

includes taxes & fees

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

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.

Bayside Inn Key Largo

Key Largo

$154

per night

$396 total

includes taxes & fees

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

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

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

A spacious bedroom with a bed, a dresser, a television, and a view of the sea through the window.

Atlantic Bay Resort

Tavernier

$336

per night

$801 total

includes taxes & fees

Check out pet-friendly hotels in Islamorada

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

A garden with various trees and a gravel path.

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

$98

$110 total

includes taxes & fees

Sep 15 - Sep 16

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

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.

Bayside Inn Key Largo

Key Largo

$120

$160 total

includes taxes & fees

Oct 4 - Oct 5

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

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.

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

Creekside Inn

Tavernier

$143

$161 total

includes taxes & fees

Sep 23 - Sep 24

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

Lime Tree Bay Resort

Long Key

$120

$180 total

includes taxes & fees

Sep 23 - Sep 24

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

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

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

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

Fisher Inn Resort & Marina

Islamorada

$118

$166 total

includes taxes & fees

Sep 21 - Sep 22

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

A beach with palm trees, a clear blue sky, and a calm sea.

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

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

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

Islamorada

$183

$279 total

includes taxes & fees

Sep 17 - Sep 18

A beach with palm trees and lounge chairs.

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

A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

Chesapeake Beach Resort

Matecumbe

$135

$208 total

includes taxes & fees

Sep 13 - Sep 14

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.

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

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

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

Amara Cay Resort

Matecumbe

$155

$247 total

includes taxes & fees

Sep 23 - Sep 24

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

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

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

An aerial view of a marina with docked boats, a building with balconies, and a beach area.

Hadley Resort and Marina

Matecumbe

$135

$185 total

includes taxes & fees

Sep 15 - Sep 16

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

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

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.

Drop Anchor

Islamorada

$120

$171 total

includes taxes & fees

Sep 13 - Sep 14

View all properties

You may also like resorts 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.

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

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

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

Amara Cay Resort

Matecumbe

$155

$247 total

includes taxes & fees

Sep 23 - Sep 24

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

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

Cheeca Lodge & Spa

Matecumbe

$149

$241 total

includes taxes & fees

Sep 15 - Sep 16

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

A beach with palm trees, a clear blue sky, and a calm sea.

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

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

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

Islamorada

$183

$279 total

includes taxes & fees

Sep 17 - Sep 18

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

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

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

A beach resort with palm trees, a thatched hut, and a purple building with a window.

La Siesta Resort & Villas

Matecumbe

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

Lime Tree Bay Resort

Long Key

$120

$180 total

includes taxes & fees

Sep 23 - Sep 24

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

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

Matecumbe Resort

Matecumbe

$143

$161 total

includes taxes & fees

Sep 20 - Sep 21

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 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.

Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

$255

$342 total

includes taxes & fees

Sep 23 - Sep 24

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

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

A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.

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.

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

Key Largo

$237

$322 total

includes taxes & fees

Sep 28 - Sep 29

View all properties

You can also stay at hotels with a hot tub 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 hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

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

Cheeca Lodge & Spa

Matecumbe

$149

$241 total

includes taxes & fees

Sep 15 - Sep 16

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

A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.

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.

Coconut Cove Resort and Marina

Islamorada

$149

$168 total

includes taxes & fees

Sep 13 - Sep 14

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

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.

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

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

$98

$142 total

includes taxes & fees

Sep 16 - Sep 17

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

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

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.

Kona Kai Resort and Gallery - Adults Only

Rock Harbor

$149

$196 total

includes taxes & fees

Sep 11 - Sep 12

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

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

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.

Bahia Bay Resort

Rock Harbor

$152

$171 total

includes taxes & fees

Sep 13 - Sep 14

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

A pool area with clear blue water, white lounge chairs, and palm trees.

A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.

A gated entrance to a resort with palm trees and a clear sky.

The Islands of Islamorada

Matecumbe

$450

$570 total

includes taxes & fees

Sep 13 - Sep 14

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

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

A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.

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.

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

Key Largo

$237

$322 total

includes taxes & fees

Sep 28 - Sep 29

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 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.

Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

$255

$342 total

includes taxes & fees

Sep 23 - Sep 24

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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Go beyond your typical stay in Islamorada

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Family friendly

Our prices for hotels in Islamorada are cheapest in September

Top neighborhoods in Islamorada

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.

A marina with several yachts docked, palm trees, and a clear blue sky.

A stone monument with a relief sculpture, surrounded by palm trees and a clear blue sky.

A marina with several yachts docked, surrounded by lush greenery and palm trees.

Matecumbe map

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.

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.

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.

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.

Top landmarks in Islamorada

A sandy beach with green vegetation and a calm 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.

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

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.

A modern architectural structure with a white canopy, surrounded by a well-maintained grassy area and concrete pathways.

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.

A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

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.

A small green leaf growing on a rough, textured surface.

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.

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.

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.

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.

Learn more about Islamorada

Dubbed the 'Sportfishing Capital of the World,' this Florida Keys paradise invites you to battle trophy tarpon and marlin in azure waters. Dive beneath the surface where coral reefs burst with marine life, or paddle through mysterious mangrove tunnels where herons stalk the shallows. The History of Diving Museum chronicles humanity's underwater exploration, while MoradaWay Arts District showcases island-inspired creativity. Anne's Beach offers shallow wading perfect for families, with picnic tables near the gentle surf. After a day on the water, sample fresh-caught seafood at dockside restaurants. For a wilder adventure, take a day trip to nearby Everglades National Park, where alligators sun themselves amid saw grass prairies.

See all hotels in Islamorada

A wooden pier extending into calm waters with a covered seating area and a boat docked at the end.

Check out reviews of Islamorada hotels guests love

Hadley Resort and Marina

Hadley Resort and Marina

8/10 Good

"Buena ubicacion en Isla Morada, cerca a restaurantes y supermercados, Dentro del mismo hotel puedes rentar Jet ski, El area de la piscina asi como las areas comunes estaban limpias y el cuarto tenia el tamano adecuado para el numero de personas que nos alojamos y las camas estaban bastantes comodas."

La Jolla Resort

La Jolla Resort

10/10 Excellent

"This is an old school keys property. This is a nice, quiet and peaceful place to vacation. It's right on Florida Bay and water is clear and calm. I'll be back."

Treasure Harbor

Treasure Harbor

10/10 Excellent

"Amazing location and well equipped. Loved the local vibe, didn't see a manatee but plenty of green iguanas. Property was comfortable with great AC."

Islander Resort

Islander Resort

8/10 Good

"Good location. nice clean rooms. bed was very firm. pool tends to get very warm."

Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent

"Very nice and clean rooms, very spacious, Beautiful Ocean View."

Amara Cay Resort

Amara Cay Resort

10/10 Excellent

"I like Everything!"

La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent

"Encantada"

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent

"Everything was great!"

Drop Anchor

Drop Anchor

10/10 Excellent

"Everything was nice and clean. I enjoyed my stay there."

Frequently asked questions

What accommodations do travelers recommend in Islamorada?

Guests like Cheeca Lodge & Spa, Chesapeake Beach Resort and Amara Cay Resort.

Can I book refundable hotels in Islamorada?

If you're looking for the flexibility to change your plans to Islamorada, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

Where should I stay in Islamorada if I want an affordable accommodation?

Coconut Cove Resort and Marina is an accommodation you might want to consider that'll save you money.

Where can I stay in Islamorada if I want a vacation rental instead of a traditional hotel?

If you want to find a good alternative to a hotel, review our selection of 403 vacation homes. In addition, there are 86 apartments and 118 condos.

What will the weather in Islamorada be like during my trip?

With an average temperature of 72°F during the coldest months, Islamorada is a great place to visit any time of year.

Why should I book my Islamorada hotel with Hotels.com?

There are lots of reasons to book your Islamorada trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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