Hotels in Islamorada

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Tonight
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Top 5 hotels in Islamorada at a glance

  1. Chesapeake Beach Resort — 3.5-star hotel in Matecumbe. Guest rating: 9.2/10 — Wonderful.
  2. Amara Cay Resort — 4-star hotel in Matecumbe. Guest rating: 8.8/10 — Excellent.
  3. Cheeca Lodge & Spa — 5-star hotel in Matecumbe. Guest rating: 9.2/10 — Wonderful.
  4. La Jolla Resort — 2.5-star hotel in Matecumbe. Guest rating: 9.2/10 — Wonderful.
  5. Ragged Edge Resort & Marina — 2.5-star hotel in Islamorada. Guest rating: 9.6/10 — Exceptional.

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 swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$151
$226 total
includes taxes & fees
Sep 22 - Sep 23
Chesapeake Beach Resort
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 resort pool with palm trees, beach chairs, and umbrellas.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A beach with palm trees, a dock, and lounge chairs.

Amara Cay Resort

Amara Cay Resort
Matecumbe
$164
$258 total
includes taxes & fees
Sep 1 - Sep 2
Amara Cay Resort
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 tropical resort with a swimming pool, palm trees, and a waterfall.

Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
$149
$241 total
includes taxes & fees
Sep 7 - Sep 8
Cheeca Lodge & Spa
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 beach with wooden lounge chairs, 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.

La Jolla Resort

La Jolla Resort
Matecumbe
$111
$153 total
includes taxes & fees
Aug 31 - Sep 1
La Jolla Resort
A beach with rows of sun loungers and palm trees.
A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.
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.

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
$78
$87 total
includes taxes & fees
Sep 1 - Sep 2
Ragged Edge Resort & Marina
A beach with palm trees, thatched-roof huts, 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 beach with thatched umbrellas, palm trees, and lounge chairs.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

Breezy Palms Resort

Breezy Palms Resort
Matecumbe
$110
$139 total
includes taxes & fees
Sep 1 - Sep 2
Breezy Palms Resort
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.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.
A resort with a pool, beach, and ocean view.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
$175
$270 total
includes taxes & fees
Sep 7 - Sep 8
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.
A coastal resort with a marina, clear blue water, and lush greenery.
A beachside resort with a pool area, lounge chairs, and palm trees.

Pines & Palms Resort

Pines & Palms Resort
Matecumbe
$159
$234 total
includes taxes & fees
Aug 31 - Sep 1
Pines & Palms Resort
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.
A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
$129
$178 total
includes taxes & fees
Aug 31 - Sep 1
Fisher Inn Resort & Marina
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 deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

Drop Anchor

Drop Anchor
Islamorada
$113
$162 total
includes taxes & fees
Aug 31 - Sep 1
Drop Anchor
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 beach scene with two yellow beach chairs and a person lying on one.
A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
$129
$178 total
includes taxes & fees
Sep 20 - Sep 21
Hadley Resort and Marina
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A paved pathway leading to a beach with palm trees and a view of the ocean.
A bar area with a wooden counter, bar stools, and potted plants.
A wooden pier leading to a beach with palm trees and a row of beach huts.

Islander Resort

Islander Resort
Matecumbe
$244
$342 total
includes taxes & fees
Sep 22 - Sep 23
Islander Resort
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 beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.
A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
$149
$168 total
includes taxes & fees
Aug 31 - Sep 1
Coconut Cove Resort and Marina
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 beach resort with palm trees, a thatched hut, and a purple building with a window.
A beach with colorful buildings, kayaks, and lounge chairs.

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
$149
$241 total
includes taxes & fees
Sep 1 - Sep 2
La Siesta Resort & Villas
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 pool area with a view of the ocean, surrounded by palm trees and a clear sky.
A beach with palm trees, lounge chairs, and a view of the ocean.

Rock Reef Resort

Rock Reef Resort
Rock Harbor
$97
$109 total
includes taxes & fees
Aug 31 - Sep 1
Rock Reef Resort
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.
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.

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$120
$180 total
includes taxes & fees
Sep 13 - Sep 14
Lime Tree Bay Resort
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.
Two purple Adirondack chairs on a sandy beach with palm trees and a clear blue sky.

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
Key Largo
$92
$103 total
includes taxes & fees
Sep 1 - Sep 2
The Pelican Key Largo Cottages
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

Ocean Pointe Suites at Key Largo
Tavernier
$116
$153 total
includes taxes & fees
Sep 20 - Sep 21
Ocean Pointe Suites at Key Largo
A wooden dock extending over calm turquoise water, lined with white railings and palm trees.
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.
A wooden sign with the name 'Creekside' above a white pergola entrance.

Creekside Inn

Creekside Inn
Tavernier
$134
$151 total
includes taxes & fees
Aug 31 - Sep 1
Creekside Inn
A view through a window with metal bars, featuring a beach with palm trees, a thatched umbrella, and a wooden dock.
A beach with kayaks lined up near the water's edge, palm trees, and lounge chairs.
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.

Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
Rock Harbor
$119
$162 total
includes taxes & fees
Aug 31 - Sep 1
Kona Kai Resort and Gallery - Adults Only
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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 resort pool with palm trees, beach chairs, and umbrellas.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A beach with palm trees, a dock, and lounge chairs.

Amara Cay Resort

Amara Cay Resort
Matecumbe
$153
per night
$246 total
includes taxes & fees
Amara Cay Resort
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 deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

Drop Anchor

Drop Anchor
Islamorada
$29 off
$112
per night
$161 total
includes taxes & fees
Drop Anchor
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.
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.

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$122
per night
$182 total
includes taxes & fees
Sign in for extra savings
Lime Tree Bay Resort
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.
A coastal resort with a marina, clear blue water, and lush greenery.
A beachside resort with a pool area, lounge chairs, and palm trees.

Pines & Palms Resort

Pines & Palms Resort
Matecumbe
$40 off
$159
per night
$234 total
includes taxes & fees
Pines & Palms Resort
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 beach resort with palm trees, a thatched hut, and a purple building with a window.
A beach with colorful buildings, kayaks, and lounge chairs.

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
$139
per night
$230 total
includes taxes & fees
La Siesta Resort & Villas
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 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

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
$10 off
$94
per night
$137 total
includes taxes & fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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.
An aerial view of a resort with a swimming pool, beach area, and dock.
A hand holding a card with the Bayside Inn logo, palm trees, and a beach setting in the background.

Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
$118
per night
$158 total
includes taxes & fees
Sign in for extra savings
Bayside Inn Key Largo
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

Ocean Pointe Suites at Key Largo
Tavernier
$62 off
$144
per night
$184 total
includes taxes & fees
Ocean Pointe Suites at Key Largo
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.
A beachside seating area with Adirondack chairs and a table, palm trees, 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

Atlantic Bay Resort
Tavernier
$186
per night
$232 total
includes taxes & fees
Sign in for extra savings
Atlantic Bay Resort
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

Bayside Villas by Islander Resort
Matecumbe
$58 off
$232
per night
$329 total
includes taxes & fees
Bayside Villas by Islander Resort
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 swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$151
per night
$226 total
includes taxes & fees
Sign in for extra savings
Chesapeake Beach Resort
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 deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

Drop Anchor

Drop Anchor
Islamorada
$29 off
$113
per night
$162 total
includes taxes & fees
Drop Anchor
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.
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.

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$122
per night
$182 total
includes taxes & fees
Sign in for extra savings
Lime Tree Bay Resort
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.
A coastal resort with a marina, clear blue water, and lush greenery.
A beachside resort with a pool area, lounge chairs, and palm trees.

Pines & Palms Resort

Pines & Palms Resort
Matecumbe
$40 off
$159
per night
$234 total
includes taxes & fees
Pines & Palms Resort
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 resort pool with palm trees, beach chairs, and umbrellas.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A beach with palm trees, a dock, and lounge chairs.

Amara Cay Resort

Amara Cay Resort
Matecumbe
$22 off
$197
per night
$295 total
includes taxes & fees
Amara Cay Resort
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

Ocean Pointe Suites at Key Largo
Tavernier
$53 off
$124
per night
$161 total
includes taxes & fees
Ocean Pointe Suites at Key Largo
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 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

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
$11 off
$98
per night
$142 total
includes taxes & fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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 beach resort with palm trees, a thatched hut, and a purple building with a window.
A beach with colorful buildings, kayaks, and lounge chairs.

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
$20 off
$179
per night
$275 total
includes taxes & fees
La Siesta Resort & Villas
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.
An aerial view of a resort with a swimming pool, beach area, and dock.
A hand holding a card with the Bayside Inn logo, palm trees, and a beach setting in the background.

Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
$139
per night
$182 total
includes taxes & fees
Sign in for extra savings
Bayside Inn Key Largo
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.
A beachside seating area with Adirondack chairs and a table, palm trees, 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

Atlantic Bay Resort
Tavernier
$195
per night
$242 total
includes taxes & fees
Sign in for extra savings
Atlantic Bay Resort
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

Bayside Villas by Islander Resort
Matecumbe
$56 off
$224
per night
$320 total
includes taxes & fees
Bayside Villas by Islander Resort
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 swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$86 off
$386
per night
$981 total
includes taxes & fees
Chesapeake Beach Resort
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 deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

Drop Anchor

Drop Anchor
Islamorada
$57 off
$256
per night
$647 total
includes taxes & fees
Drop Anchor
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.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.
A resort with a pool, beach, and ocean view.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
$135 off
$387
per night
$1,016 total
includes taxes & fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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.
An aerial view of a resort with a swimming pool, beach area, and dock.
A hand holding a card with the Bayside Inn logo, palm trees, and a beach setting in the background.

Bayside Inn Key Largo

Bayside Inn Key Largo
Key Largo
$218
per night
$541 total
includes taxes & fees
Sign in for extra savings
Bayside Inn Key Largo
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

Ocean Pointe Suites at Key Largo
Tavernier
$299 off
$349
per night
$829 total
includes taxes & fees
Ocean Pointe Suites at Key Largo
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.
A beachside seating area with Adirondack chairs and a table, palm trees, 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

Atlantic Bay Resort
Tavernier
$428
per night
$1,009 total
includes taxes & fees
Sign in for extra savings
Atlantic Bay Resort
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

Bayside Villas by Islander Resort
Matecumbe
$860
per night
$2,070 total
includes taxes & fees
Sign in for extra savings
Bayside Villas by Islander Resort

Check out pet-friendly hotels 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 swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$151
$226 total
includes taxes & fees
Sep 22 - Sep 23
Chesapeake Beach Resort
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.
A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
$129
$178 total
includes taxes & fees
Aug 31 - Sep 1
Fisher Inn Resort & Marina
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 resort pool with palm trees, beach chairs, and umbrellas.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A beach with palm trees, a dock, and lounge chairs.

Amara Cay Resort

Amara Cay Resort
Matecumbe
$164
$258 total
includes taxes & fees
Sep 1 - Sep 2
Amara Cay Resort
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 beach scene with two yellow beach chairs and a person lying on one.
A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
$129
$178 total
includes taxes & fees
Sep 20 - Sep 21
Hadley Resort and Marina
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 deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

Drop Anchor

Drop Anchor
Islamorada
$113
$162 total
includes taxes & fees
Aug 31 - Sep 1
Drop Anchor
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.
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.

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$120
$180 total
includes taxes & fees
Sep 13 - Sep 14
Lime Tree Bay Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A paved pathway leading to a beach with palm trees and a view of the ocean.
A bar area with a wooden counter, bar stools, and potted plants.
A wooden pier leading to a beach with palm trees and a row of beach huts.

Islander Resort

Islander Resort
Matecumbe
$244
$342 total
includes taxes & fees
Sep 22 - Sep 23
Islander Resort
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.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.
A resort with a pool, beach, and ocean view.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
$175
$270 total
includes taxes & fees
Sep 7 - Sep 8
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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 beach resort with palm trees, a thatched hut, and a purple building with a window.
A beach with colorful buildings, kayaks, and lounge chairs.

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
$149
$241 total
includes taxes & fees
Sep 1 - Sep 2
La Siesta Resort & Villas
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 waterfront pier with wooden posts and a wooden walkway extending into the water.
A garden with various trees and a gravel path.

Sunset Cove Beach Resort

Sunset Cove Beach Resort
Key Largo
$117
$132 total
includes taxes & fees
Sep 1 - Sep 2
Sunset Cove Beach Resort
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You may also like resorts 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 tropical resort with a swimming pool, palm trees, and a waterfall.

Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
$149
$241 total
includes taxes & fees
Sep 7 - Sep 8
Cheeca Lodge & Spa
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 resort pool with palm trees, beach chairs, and umbrellas.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A beach with palm trees, a dock, and lounge chairs.

Amara Cay Resort

Amara Cay Resort
Matecumbe
$164
$258 total
includes taxes & fees
Sep 1 - Sep 2
Amara Cay Resort
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.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.
A resort with a pool, beach, and ocean view.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
$175
$270 total
includes taxes & fees
Sep 7 - Sep 8
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.
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.

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$120
$180 total
includes taxes & fees
Sep 13 - Sep 14
Lime Tree Bay Resort
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 beach resort with palm trees, a thatched hut, and a purple building with a window.
A beach with colorful buildings, kayaks, and lounge chairs.

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
$149
$241 total
includes taxes & fees
Sep 1 - Sep 2
La Siesta Resort & Villas
A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.
A compact kitchen with wooden cabinets, a refrigerator, and a window with curtains.
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.

Matecumbe Resort

Matecumbe Resort
Matecumbe
$149
$168 total
includes taxes & fees
Aug 31 - Sep 1
Matecumbe Resort
A hammock on a sandy beach with a view of the sea and a tree overhead.
A spacious interior with a high ceiling, large windows, and a central chandelier.
A spacious dining area with high ceilings, wicker furniture, and large windows.
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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
$237
$322 total
includes taxes & fees
Sep 28 - Sep 29
Baker's Cay Resort Key Largo, Curio Collection by Hilton
An aerial view of a resort with a large pool, palm trees, and a beach.
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.
A restaurant with wooden tables and chairs, a bar area, and a view of the sea.

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
$254
$341 total
includes taxes & fees
Sep 3 - Sep 4
Playa Largo Resort & Spa, Autograph Collection
View all properties

You can also stay at hotels with a pool 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 swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
$151
$226 total
includes taxes & fees
Sep 22 - Sep 23
Chesapeake Beach Resort
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 tropical resort with a swimming pool, palm trees, and a waterfall.

Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
$149
$241 total
includes taxes & fees
Sep 7 - Sep 8
Cheeca Lodge & Spa
A beach with palm trees, thatched-roof huts, 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 beach with thatched umbrellas, palm trees, and lounge chairs.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

Breezy Palms Resort

Breezy Palms Resort
Matecumbe
$110
$139 total
includes taxes & fees
Sep 1 - Sep 2
Breezy Palms Resort
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 resort pool with palm trees, beach chairs, and umbrellas.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A beach with palm trees, a dock, and lounge chairs.

Amara Cay Resort

Amara Cay Resort
Matecumbe
$164
$258 total
includes taxes & fees
Sep 1 - Sep 2
Amara Cay Resort
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.
A coastal resort with a marina, clear blue water, and lush greenery.
A beachside resort with a pool area, lounge chairs, and palm trees.

Pines & Palms Resort

Pines & Palms Resort
Matecumbe
$159
$234 total
includes taxes & fees
Aug 31 - Sep 1
Pines & Palms Resort
A beach with rows of sun loungers and palm trees.
A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.
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.

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
$78
$87 total
includes taxes & fees
Sep 1 - Sep 2
Ragged Edge Resort & Marina
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.
A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
$129
$178 total
includes taxes & fees
Aug 31 - Sep 1
Fisher Inn Resort & Marina
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 beach with wooden lounge chairs, 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.

La Jolla Resort

La Jolla Resort
Matecumbe
$111
$153 total
includes taxes & fees
Aug 31 - Sep 1
La Jolla Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A paved pathway leading to a beach with palm trees and a view of the ocean.
A bar area with a wooden counter, bar stools, and potted plants.
A wooden pier leading to a beach with palm trees and a row of beach huts.

Islander Resort

Islander Resort
Matecumbe
$244
$342 total
includes taxes & fees
Sep 22 - Sep 23
Islander Resort
A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.
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.

Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
$120
$180 total
includes taxes & fees
Sep 13 - Sep 14
Lime Tree Bay Resort
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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Our prices for hotels in Islamorada are cheapest in September
Price trends for hotels in Islamorada
Pricing is based on two traveler single night rates
View properties in August
Typical weather for Islamorada
August
High 30°C / low 28°C. Sunny most days.
View properties in August
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Monthly weather averages (˚C)

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

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.
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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.
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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 family-friendly and has lots of nice beaches.
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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.
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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.
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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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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

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Todo muy bello"
Eduyn 2-night trip
Posted less than an hour ago
Amara Cay Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

8/10 Good
"Good"
moraima 3-night trip
Posted 1 hour ago
La Siesta Resort & Villas
Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"Excellent location, nice breakfast."
Suresh 1-night trip
Posted 1 hour ago
Chesapeake Beach Resort
Islander Resort

Islander Resort

10/10 Excellent
"The rooms were beautiful and the atmosphere was festive. We loved the live music and the poolside service. Highly recommend! Another great feature was the downtown home shops boutiques, and galleries. I would definitely go again."
Kathleen 5-night trip
Posted 2 hours ago
Islander Resort
Casa Morada

Casa Morada

8/10 Good
"The room was updated, clean, and comfortable. The bed and pillows were nice. The location was perfect for us. When it’s all completed it’s going to be a really cool spot for sunsets. Overall worth the money for a one nighter on our way home from the lower keys."
Jeremy 1-night trip
Posted 4 days ago
Casa Morada
The Caribbean Resort

The Caribbean Resort

10/10 Excellent
"Excellent place to stay!"
Jose 3-night trip
Posted 6 days ago
The Caribbean Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

10/10 Excellent
"I’d recommend getting breakfast locally instead of the resort’s breakfast. Very friendly and helpful staff."
Dareen 3-night trip
Posted 7 days ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay

10/10 Excellent
"."
David 2-night trip
Posted 7 days ago
Caloosa Cove Resort by CoolVacay
Pines & Palms Resort

Pines & Palms Resort

8/10 Good
"Lovely location, beautifully renovated, clean room, close to everything including great restaurants. If you want peace and quiet this is the spot for you. If your idea of the keys includes loud activities this is not for you. The small beach was not accessible due to rotting sargassum. You could not even spend much time at the pool due to the smell. Not the hotels fault obviously but affected our stay negatively."
Arturo 3-night trip
Posted 7 days ago
Pines & Palms Resort

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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