Dredgers Key Holiday Rentals, Key West: Private House Rentals

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Our top choices for Dredgers Key hotels

A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

A couple holding hands in a tropical setting with palm trees and greenery.

1. Blue Flamingo Resort Key West

New Town

Esteban

2.852.874 ₫

4.672.996 ₫ total

includes taxes & fees

22 Sept - 23 Sept

A swimming pool surrounded by palm trees and a natural rock formation.

A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

A spacious lobby with a central seating area, two staircases, and multiple potted plants.

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

2. Havana Cabana at Key West

New Town

Silvia

2.992.070 ₫

5.009.636 ₫ total

includes taxes & fees

22 Sept - 23 Sept

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

A pool area with lounge chairs, palm trees, and a building with a tiled roof.

A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

A modern restaurant with a wooden counter, seating area, and large windows.

3. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

4.917.402 ₫

5.532.078 ₫ total

includes taxes & fees

24 Sept - 25 Sept

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.

A pool area with blue lounge chairs, a hot tub, and a covered seating area.

A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

4. Ibis Bay Beach Resort

Northside Resort

Stephanie

2.638.225 ₫

3.807.345 ₫ total

includes taxes & fees

22 Sept - 23 Sept

A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.

A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

5. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

New Town

Anais

3.020.690 ₫

4.129.903 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

A modern dining area with a glass table, four chairs, and a ceiling fan.

A spacious lobby with a marble floor, leather sofas, and large potted plants.

6. Beachside Resort & Residences

Key West

Jerome

2.271.125 ₫

5.042.987 ₫ total

includes taxes & fees

22 Sept - 23 Sept

A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.

A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

A hotel with a central courtyard, palm trees, and a fountain.

7. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Craige

2.685.058 ₫

3.898.798 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A swimming pool with lounge chairs and palm trees.

A modern living room with a sectional sofa, a small round table, and a potted plant.

A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

8. Hilton Garden Inn Key West / The Keys Collection

New Town

Walt

2.743.858 ₫

3.818.727 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

A bar area with a thatched roof, wooden chairs, and a poolside view.

A hotel room with a balcony, a bed, a desk, and two chairs.

9. Hampton Inn Key West FL

Key West

Rabia

3.516.333 ₫

3.955.875 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

A garden with a pond, rocks, and various plants.

A compact kitchen with wooden cabinets, a microwave, stove, and refrigerator. There is a dining area with a table and chairs, and a sofa.

A pool area with lounge chairs and a wooden building with balconies.

10. Island City House Hotel

Key West Historic District

Osvaldo

4.000.267 ₫

4.500.300 ₫ total

includes taxes & fees

22 Sept - 23 Sept

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

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

11. Parrot Key Hotel & Villas

Northside Resort

Anthony

3.434.376 ₫

5.356.586 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A marina with boats docked, a pool area, and a building with a white facade.

A hotel room with a balcony overlooking a marina and the ocean.

A clear view of turquoise ocean water and a blue sky with clouds.

A breakfast setting with a table, chairs, a vase with flowers, and a city view.

12. Hilton Key West Resort & Marina

Stock Island

Molly

2.754.265 ₫

4.651.562 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A reception area with a curved marble counter, ceiling fans, large windows, and a staircase.

A two-story house with a white exterior, a green roof, and a staircase leading to the upper floor.

A poolside area with lounge chairs and a clear blue pool surrounded by lush tropical vegetation.

A bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.

13. Westwinds Inn

Key West Historic District

Tricia

3.024.592 ₫

3.402.665 ₫ total

includes taxes & fees

22 Sept - 23 Sept

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

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

A person standing by a window overlooking a beach with palm trees and the ocean.

14. Margaritaville Beach House Key West

Key West

TRICIA LYNN

4.631.204 ₫

6.842.799 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.

A two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.

15. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

4.851.837 ₫

6.629.127 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A two-story house with a covered porch, a brick pathway, and a large tree.

A hotel room with two beds, a ceiling fan, a large window with a view of palm trees, and a painting on the wall.

A covered porch with white wicker furniture and a blue floor, surrounded by lush tropical plants.

A poolside area with a swimming pool, a staircase leading to a deck, and a building with multiple windows and balconies.

16. The Marquesa Hotel

Old Town Key West

Darrell

5.949.016 ₫

8.156.123 ₫ total

includes taxes & fees

22 Sept - 23 Sept

A building with a white exterior, a large red awning, and a gated entrance.

A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

A spacious kitchen with a dining area, large windows, and a view of the outdoors.

A pool area with lounge chairs and a lifebuoy.

17. Authors of Key West Guest House

Key West Historic District

Christopher

2.126.972 ₫

2.393.136 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

A marina with boats docked, a swimming pool, and palm trees.

18. The Perry Hotel & Marina Key West

Stock Island

Jade

2.966.052 ₫

4.925.728 ₫ total

includes taxes & fees

22 Sept - 23 Sept

A two-story building with a porch, a front door, and a mailbox.

A swimming pool with a wooden deck and metal handrails, surrounded by lush greenery and potted plants.

A pool surrounded by lush greenery and a wooden deck.

A bedroom with a bed, bedside tables, a dresser, a mirror, and a window with curtains.

19. The Independent Inn - Formerly Heron House Court

Key West Historic District

Michael

2.678.813 ₫

3.874.568 ₫ total

includes taxes & fees

22 Sept - 23 Sept

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

A wooden deck with two wooden chairs and a small table, surrounded by white railings and palm trees.

A two-story building with a balcony, arched windows, and a green roof.

A poolside lounge area with a wicker chair, a straw hat, and a beach bag.

20. Hyatt Vacation Club at Beach House, Key West

Key West

Rachel

4.851.837 ₫

6.629.127 ₫ total

includes taxes & fees

7 Oct - 8 Oct

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Top Dredgers Key Hotel Reviews

Beachside Resort & Residences

8/10 Good

"The room was clean and nice amenities. The staffs were nice. The elevator for our building was out of service when we were there. We had to use the elevator of the next building."

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"A little annoyed at the gate that got locked (leading us to our room), and that the gate was not repaired during our stay, but that was the only real issue out of the entire stay."

Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good

"Love the balcony setting, the rooms layout as well as the ocean view"

Ibis Bay Beach Resort

8/10 Good

"Great"

The Perry Hotel & Marina Key West

10/10 Excellent

"This was our second time staying at The Perry and this time we brought friends. The location on the marina is really nice and there are restaurants nearby, like Roostica! We did notice from our 1st stay that the rooms are needing a little TLC regarding maintenance and repairs. Nothing serious, just an observation. BONUS they have an hourly shuttle to/from Key West! We will stay here again!"

Southwinds Motel

8/10 Good

"The room was clean and the staff very helpful"

Margaritaville Beach House Key West

10/10 Excellent

"Everything on the property was great. The only derogatory thing I have to say is the bathroom needs towel hooks. The bar on the shower door DOES NIT COUNT‼️"

Blue Flamingo Resort Key West

10/10 Excellent

"Was a great place beds could use a little upgrade"

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good

"The hotel was clean, great customer service, and the food was really good!"

More cheap stays in Dredgers Key

Alexander Palms Court

715 South St Key West FL

3.024.593 ₫

3.402.635 ₫ total

22 Sept - 23 Sept

includes taxes & fees

9.4/10 Exceptional! (1,000 reviews)

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

2.638.225 ₫

3.807.345 ₫ total

22 Sept - 23 Sept

includes taxes & fees

8.2/10 Very good! (2,393 reviews)

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

3.516.333 ₫

3.955.875 ₫ total

27 Sept - 28 Sept

includes taxes & fees

Southwinds Motel

1321 Simonton Street Key West FL

3.240.730 ₫

4.523.929 ₫ total

22 Sept - 23 Sept

includes taxes & fees

8.6/10 Excellent! (1,382 reviews)

Pegasus International Hotel

501 Southard Street Key West FL

2.852.874 ₫

4.526.644 ₫ total

1 Oct - 2 Oct

includes taxes & fees

8.2/10 Very good! (1,004 reviews)

Tranquility Guest House

302 Angela st Key West FL

2.315.914 ₫

4.917.752 ₫ total

22 Sept - 23 Sept

includes taxes & fees

Hotels in Dredgers Key with star rating

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Find hotels in Dredgers Key, FL from 2.393.136 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Dredgers Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Dredgers Key hotels

1. Blue Flamingo Resort Key West

2. Havana Cabana at Key West

3. Courtyard by Marriott Key West Waterfront

4. Ibis Bay Beach Resort

5. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

6. Beachside Resort & Residences

7. DoubleTree Resort by Hilton Grand Key - Key West

8. Hilton Garden Inn Key West / The Keys Collection

9. Hampton Inn Key West FL

10. Island City House Hotel

11. Parrot Key Hotel & Villas

12. Hilton Key West Resort & Marina

13. Westwinds Inn

14. Margaritaville Beach House Key West

15. Hyatt Vacation Club at Windward Pointe, Key West

16. The Marquesa Hotel

17. Authors of Key West Guest House

18. The Perry Hotel & Marina Key West

19. The Independent Inn - Formerly Heron House Court

20. Hyatt Vacation Club at Beach House, Key West

Learn more about Dredgers Key

Top Dredgers Key Hotel Reviews

Beachside Resort & Residences

Southernmost Beach Resort and Guesthouses

Hyatt Vacation Club at Windward Pointe, Key West

Ibis Bay Beach Resort

The Perry Hotel & Marina Key West

Southwinds Motel

Margaritaville Beach House Key West

Blue Flamingo Resort Key West

DoubleTree Resort by Hilton Grand Key - Key West

More cheap stays in Dredgers Key

Alexander Palms Court

Ibis Bay Beach Resort

Hampton Inn Key West FL

Southwinds Motel

Pegasus International Hotel

Tranquility Guest House

Hotels in Dredgers Key with star rating

Explore a world of travel with Expedia

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