Hotels with a Pool in Islamorada

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Hotels with a Pool in Islamorada

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Islamorada on Hotels.com. These Islamorada Hotels with a Pool consistently deliver on quality, location and traveler experience. Last updated on .

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
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.
A bar area with a wooden counter, bar stools, and potted plants.

1. Islander Resort

Islander Resort
Matecumbe
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • On private beach
CNY1,750
CNY2,458 total
includes taxes & fees
Oct 18 - Oct 19
Islander Resort
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.
A hotel room with a bed, a bedside table with a lamp, a small table with a basket, a blue and white striped ottoman, and a balcony with a view of palm trees and the ocean.
A beach with palm trees and lounge chairs.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
  • 2 outdoor pools
  • Pool loungers
  • On private beach
CNY1,011
CNY1,514 total
includes taxes & fees
Oct 13 - Oct 14
Chesapeake Beach Resort
A tropical resort with a swimming pool, palm trees, and a waterfall.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A balcony with a view of palm trees and the sea, a white railing, and a table with chairs.
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • 3 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • On private beach
  • Hot tub
CNY1,265
CNY1,912 total
includes taxes & fees
Oct 13 - Oct 14
Cheeca Lodge & Spa
A resort pool with palm trees, beach chairs, and umbrellas.
A hotel room with a sofa, a small round table, a desk with a chair, and a view of the sea through large windows.
A beach with palm trees, a dock, and lounge chairs.
A balcony with a view of a beach, palm trees, and a pool.

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
CNY1,036
CNY1,656 total
includes taxes & fees
Oct 18 - Oct 19
Amara Cay 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 wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.
A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

5. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
  • Outdoor pool
  • Pool loungers
CNY997
CNY1,122 total
includes taxes & fees
Oct 26 - Oct 27
Coconut Cove Resort and Marina
A pool area with a white fence, palm trees, and a building with a white exterior and multiple windows.
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.
A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.

6. La Jolla Resort

La Jolla Resort
Matecumbe
  • Outdoor pool
  • Pool loungers
  • On private beach
CNY851
CNY1,146 total
includes taxes & fees
Oct 14 - Oct 15
La Jolla Resort
Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
A modern hotel room with a balcony, a bed, a TV, and a dining area with chairs and a table.
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

7. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
  • Outdoor pool
  • Pool loungers
  • On private beach
CNY1,078
CNY1,431 total
includes taxes & fees
Nov 8 - Nov 9
Fisher Inn Resort & Marina
An aerial view of a resort with a swimming pool, palm trees, and a dock extending into the water.
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
Room
A beachside resort with a pool area, lounge chairs, and palm trees.

8. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
CNY1,379
CNY1,921 total
includes taxes & fees
Oct 15 - Oct 16
Pines & Palms Resort
A resort with a pool, beach, and ocean view.
A seaside resort with a glass balustrade, outdoor seating, and a mural of tropical leaves.
A coastal resort with a beach, a swimming pool, and multiple buildings.
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
  • 3 outdoor pools
  • Poolside bar
  • Pool loungers
  • On private beach
CNY1,587
CNY2,275 total
includes taxes & fees
Oct 14 - Oct 15
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A resort with a pool surrounded by palm trees and a view of the ocean.
A beach with colorful buildings, kayaks, and lounge chairs.
A beach resort with palm trees, a thatched hut, and a purple building with a window.
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

10. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
CNY1,125
CNY1,755 total
includes taxes & fees
Nov 8 - Nov 9
La Siesta Resort & Villas
A pool area with lounge chairs and umbrellas, surrounded by palm trees and buildings.
A balcony with a view of the beach, lounge chairs, and a palm tree.
A balcony with a view of a beach, a pool, and a thatched-roof structure.
A beach scene with two yellow beach chairs and a person lying on one.

11. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
  • Outdoor pool
  • Pool loungers
  • On private beach
CNY958
CNY1,296 total
includes taxes & fees
Nov 9 - Nov 10
Hadley Resort and Marina
A pool area with clear blue water, white lounge chairs, and palm trees.
A balcony with two wooden chairs and a small table, overlooking a beach with palm trees and the ocean.
A balcony with two wooden chairs and a small table, overlooking a beach with palm trees and the ocean.
A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean.

12. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • On the beach
  • Hot tub
CNY3,494
CNY4,369 total
includes taxes & fees
Oct 19 - Oct 20
The Islands of Islamorada
A swimming pool with a 5 ft depth marker, surrounded by palm trees and lounge chairs.
A beachside seating area with Adirondack chairs and a table, palm trees, and a view of the ocean.
A compact living space with a balcony, a television, and a dining area.
A beach with lounge chairs, palm trees, and a view of the water.

13. Atlantic Bay Resort

Atlantic Bay Resort
Tavernier
  • Outdoor pool
  • Pool loungers
  • On private beach
CNY898
CNY1,162 total
includes taxes & fees
Oct 14 - Oct 15
Atlantic Bay Resort
A nighttime swimming pool with a blue tint, surrounded by palm trees and a fenced area with lounge chairs.
A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.
A beach with palm trees, thatched-roof huts, and lounge chairs.

14. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
  • Outdoor pool
  • Pool loungers
  • On the beach
CNY685
CNY877 total
includes taxes & fees
Oct 21 - Oct 22
Breezy Palms Resort
Exterior
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 balcony with a TV, wicker furniture, and a view of the sea.

15. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
  • Outdoor pool
  • Pool loungers
  • Near the beach
CNY1,735
CNY2,441 total
includes taxes & fees
Oct 18 - Oct 19
Bayside Villas by Islander Resort
A pool area with lounge chairs and a sign indicating a drop-off zone.
A beach with palm trees, a thatched-roof hut, and beach chairs.
A view from a window overlooking a beach with palm trees, a wooden deck, and lounge chairs.
A balcony with a view of the beach, palm trees, and a thatched-roof structure.

16. Drop Anchor

Drop Anchor
Islamorada
  • Outdoor pool
  • Pool loungers
  • Near private beach
CNY746
CNY1,073 total
includes taxes & fees
Oct 13 - Oct 14
Drop Anchor
A swimming pool with a 5 ft depth marker, surrounded by palm trees and a white picket fence.
A hotel room with two beds, each with a different patterned bedspread, a nightstand with a lamp, framed artwork on the wall, and an air conditioning unit.
A bedroom with a bed, a nightstand, a chair, and a door.
A bathroom with a sink, toilet, and shower. There is a mirror above the sink and a shelf with towels.

17. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
  • Outdoor pool
CNY1,247
CNY1,403 total
includes taxes & fees
Oct 13 - Oct 14
The Ocean View Inn & Pub
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 living room with a view of turquoise waters, a white sofa, a glass coffee table, and a wicker chair.
A hammock on a sandy beach with a view of the sea and a tree overhead.
A balcony with white wicker furniture, a table with a drink and snacks, and a view of the ocean.

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • On private beach
  • Hot tub
CNY1,860
CNY2,462 total
includes taxes & fees
Oct 19 - Oct 20
Baker's Cay Resort Key Largo, Curio Collection by Hilton
A resort with a pool, palm trees, and beach chairs.
A hotel room with a bed, a sofa, a chair, a nightstand, a lamp, and a window.
A living room with a flat-screen TV, a woven ottoman, a sofa with floral cushions, a wicker chair, and a lamp.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a microwave.

19. Coconut Palm Inn

Coconut Palm Inn
Tavernier
  • Outdoor pool
  • Pool loungers
  • On private beach
CNY1,259
CNY1,680 total
includes taxes & fees
Oct 11 - Oct 12
Coconut Palm Inn
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.
A beach pathway with palm trees, a lifeguard tower, and the ocean in the background.
A wooden deck with a thatched roof, wooden railings, and yellow chairs.

20. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
  • Outdoor pool
  • Pool loungers
  • Near the beach
CNY678
CNY762 total
includes taxes & fees
Oct 11 - Oct 12
Ragged Edge Resort & Marina
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Discover your perfect hotel with a pool in Islamorada

Breakfast included
Hot tub
4 stars
5 stars
Spa

Hotels with pools and free breakfast in Islamorada

A beach with palm trees and lounge chairs.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
CNY1,011
CNY1,514 total
includes taxes & fees
Oct 13 - Oct 14
Chesapeake Beach 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 wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.
A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
CNY997
CNY1,122 total
includes taxes & fees
Oct 26 - Oct 27
Coconut Cove Resort and Marina
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.
A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.
Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
CNY1,078
CNY1,431 total
includes taxes & fees
Nov 8 - Nov 9
Fisher Inn Resort & Marina
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.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.
A beach with palm trees, a clear blue sky, and a calm sea.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
CNY1,587
CNY2,275 total
includes taxes & fees
Oct 14 - Oct 15
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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 beach scene with two yellow beach chairs and a person lying on one.
An aerial view of a marina with docked boats, a building with balconies, and a beach area.

Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
CNY958
CNY1,296 total
includes taxes & fees
Nov 9 - Nov 10
Hadley Resort and Marina
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 hotel room with a bed, a TV, a sofa, and a balcony with a view.

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
CNY657
CNY951 total
includes taxes & fees
Oct 14 - Oct 15
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A wooden deck with a view of the ocean and a palm tree.
A spacious interior with a high ceiling, large windows, and a central chandelier.
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.

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
CNY1,860
CNY2,462 total
includes taxes & fees
Oct 19 - Oct 20
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Two Adirondack chairs on a sandy beach with a wooden pier extending into calm water.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a microwave.
Room
A bathroom with a white vanity, a mirror, a sink, a cabinet, and a towel rack.

Coconut Palm Inn

Coconut Palm Inn
Tavernier
CNY1,259
CNY1,680 total
includes taxes & fees
Oct 11 - Oct 12
Coconut Palm Inn
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 beachside patio with lounge chairs, a table, and a view of the ocean.
A pool area with lounge chairs and umbrellas, a clear sky, and palm trees.

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
CNY1,763
CNY2,353 total
includes taxes & fees
Nov 1 - Nov 2
Playa Largo Resort & Spa, Autograph Collection
A covered outdoor area with a pool, palm trees, and a wooden deck.
A building with a colorful fish mural on the wall, a door, and a window.
A pool area with lounge chairs and a pool, surrounded by a building with multiple balconies and a garden.
A building with a sign reading "C&C wood fired eats" and a menu board listing items like wood, fired, eats, drinks, salumi, and fromage.

Key Largo Inn

Key Largo Inn
Key Largo
CNY717
CNY806 total
includes taxes & fees
Nov 8 - Nov 9
Key Largo Inn
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Hotels with pools and hot tubs 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 bar area with a thatched roof, wooden chairs, 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
CNY1,265
CNY1,912 total
includes taxes & fees
Oct 13 - Oct 14
Cheeca Lodge & Spa
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 wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.
A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
CNY997
CNY1,122 total
includes taxes & fees
Oct 26 - Oct 27
Coconut Cove Resort and Marina
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 hotel room with a bed, a TV, a sofa, and a balcony with a view.

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
CNY657
CNY951 total
includes taxes & fees
Oct 14 - Oct 15
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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 clear blue pool surrounded by palm trees and a thatched-roof structure, with a sign indicating no diving.
A beachside resort with lounge chairs, a pool, and palm trees.

Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
Rock Harbor
CNY1,303
CNY1,654 total
includes taxes & fees
Oct 11 - Oct 12
Kona Kai Resort and Gallery - Adults Only
A wooden deck with a view of the ocean and a palm tree.
A spacious interior with a high ceiling, large windows, and a central chandelier.
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.

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
CNY1,860
CNY2,462 total
includes taxes & fees
Oct 19 - Oct 20
Baker's Cay Resort Key Largo, Curio Collection by Hilton
A pool area with palm trees and a building with a white roof.
A coastal scene with rocky shores, a wooden pier, and calm water.
A spacious interior with a central open area, a balcony with a railing, and a tiled floor.
A coastal property with a grassy lawn, palm trees, and a white fence overlooking the sea.

Bahia Bay Resort

Bahia Bay Resort
Rock Harbor
CNY1,018
CNY1,145 total
includes taxes & fees
Oct 11 - Oct 12
Bahia Bay Resort
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.
A pool area with clear blue water, white lounge chairs, and palm trees.
A gated entrance to a resort with palm trees and a clear sky.

The Islands of Islamorada

The Islands of Islamorada
Matecumbe
CNY3,494
CNY4,369 total
includes taxes & fees
Oct 19 - Oct 20
The Islands of Islamorada
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 beachside patio with lounge chairs, a table, and a view of the ocean.
A pool area with lounge chairs and umbrellas, a clear sky, and palm trees.

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
CNY1,763
CNY2,353 total
includes taxes & fees
Nov 1 - Nov 2
Playa Largo Resort & Spa, Autograph Collection
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4-star hotels with pools 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 resort pool with palm trees, beach chairs, and umbrellas.
An aerial view of a resort with a swimming pool, palm trees, and a dock.

Amara Cay Resort

Amara Cay Resort
Matecumbe
CNY1,036
CNY1,656 total
includes taxes & fees
Oct 18 - Oct 19
Amara Cay Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
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.
A bar area with a wooden counter, bar stools, and potted plants.

Islander Resort

Islander Resort
Matecumbe
CNY1,750
CNY2,458 total
includes taxes & fees
Oct 18 - Oct 19
Islander Resort
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.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.
A beach with palm trees, a clear blue sky, and a calm sea.

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
CNY1,587
CNY2,275 total
includes taxes & fees
Oct 14 - Oct 15
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 beach with colorful buildings, kayaks, and lounge chairs.
A beach resort with palm trees, a thatched hut, and a purple building with a window.
A resort with a pool surrounded by palm trees and a view of the ocean.

La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
CNY1,125
CNY1,755 total
includes taxes & fees
Nov 8 - Nov 9
La Siesta Resort & Villas
A wooden deck with a view of the ocean and a palm tree.
A spacious interior with a high ceiling, large windows, and a central chandelier.
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.

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Key Largo
CNY1,860
CNY2,462 total
includes taxes & fees
Oct 19 - Oct 20
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 restaurant with wooden tables and chairs, a bar area, and a view of the sea.
A beachside patio with lounge chairs, a table, and a view of the ocean.
A pool area with lounge chairs and umbrellas, a clear sky, and palm trees.

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
CNY1,763
CNY2,353 total
includes taxes & fees
Nov 1 - Nov 2
Playa Largo Resort & Spa, Autograph Collection
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top neighborhoods in Islamorada

A shark sculpture with a sign above it that reads "Islamorada Florida Keys".
A marina with boats docked, a motel, and a cafe.
A calm lake with a reflection of trees and a cloudy sky.
Photo by Joel Rosenblatt
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.

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 wooden deck with benches overlooking a clear blue sea.

Anne's Beach

7.8/10 (597 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Anne's Beach located 8.8 mi (14.1 km) from central Islamorada. If you want to continue walking by the waves, head to Sunset Drive Beach located nearby.
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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.
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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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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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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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