Top Beach Resorts in Florida Keys

A beach with palm trees, people relaxing on chairs, and colorful kayaks.

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Our top choices for Florida Keys beach hotels

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

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

A covered outdoor area with a view of a beach and palm trees.

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

1. Rock Reef Resort

Rock Harbor

Seaside adventure on a private sandy beach with kayaking, beach towels, and a sun-drenched outdoor pool for coastal relaxation.

S$110

includes taxes & fees

25 Oct - 26 Oct

A covered outdoor area with a view of a pool and palm trees.

A swimming pool with yellow lounge chairs, palm trees, and a white building in the background.

A covered outdoor seating area with a round table and two chairs, overlooking a garden with palm trees.

A covered patio with a round table and chairs, large windows, and a view of a street and greenery.

2. Kingsail Resort

Marathon

S$111

includes taxes & fees

27 Oct - 28 Oct

Two bicycles parked on a sandy beach with the ocean in the background.

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

A covered outdoor seating area with tables and chairs, overlooking a body of water and a distant shoreline.

A wooden dock leading to a row of boats, with a thatched-roof building and palm trees in the background.

3. Bonefish Bay Motel

Marathon

Soak up the sun at this waterfront escape, just minutes from the beach with a peaceful pool and complimentary kayaks.

S$135

includes taxes & fees

18 Oct - 19 Oct

A beach with palm trees and lounge chairs.

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

A balcony with two blue chairs and a small table, overlooking a beach with palm trees and a clear blue sky.

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.

4. Chesapeake Beach Resort

Matecumbe

Unwind on Islamorada's private white sand beach with loungers, boat tours, and spectacular sunset views just steps away

S$272

includes taxes & fees

14 Oct - 15 Oct

A bar area with a long counter, bar stools, and a view of the water.

A waterfront property with a large building, a smaller structure with a thatched roof, and several boats docked.

A balcony with a view of a body of water, a pool, and outdoor seating.

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

5. Fairfield Inn & Suites by Marriott Marathon Florida Keys

Marathon

Escape to seaside bliss with pristine white sand beaches just minutes away and complimentary water activities at this waterfront retreat.

S$193

includes taxes & fees

25 Oct - 26 Oct

A beach with a wooden pier, palm trees, and a clear blue sky.

A room with a wooden table and chairs, a sliding glass door leading to a balcony, and a blue cooler on the floor.

An aerial view of a coastal area with a marina, several boats, and a variety of buildings including a large resort with a pool and landscaped areas.

A waterfront dock with boats and a sunset.

6. Captain Pips Marina & Hideaway

Marathon

Escape to the water's edge with direct beach access, pristine shores, and a marina for boating thrills—your coastal paradise awaits.

S$213

includes taxes & fees

11 Oct - 12 Oct

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

A balcony with a view of the sea, a beach, and a thatched hut.

A balcony with a view of a beach, palm trees, and a clear sky.

A round glass table with a decorative plate, surrounded by wicker chairs with floral upholstery. A large window offers a view of a beach and palm trees.

7. Sunset Cove Beach Resort

Key Largo

Embrace the coastal escape at this hotel with free cabanas and loungers on its private beach, perfect for watching spectacular sunsets.

S$169

includes taxes & fees

12 Oct - 13 Oct

Three colorful drinks on a table with a thatched roof and outdoor seating.

A pool area with lounge chairs, a thatched-roof structure, and a view of the ocean.

A bar area with wicker chairs and a thatched roof, overlooking a body of water with boats.

A modern living room with a large sectional sofa, a flat-screen TV, and a view of the sea through large windows.

8. Hampton Inn Marathon - Florida Keys

Marathon

S$188

includes taxes & fees

18 Oct - 19 Oct

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Choose what matters most at beach hotels in Florida Keys

Pool

Breakfast included

4 stars

5 stars

All-inclusive

Beach hotels with pools in Florida Keys

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 cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.

Havana Cabana at Key West

New Town

S$278

includes taxes & fees

15 Oct - 16 Oct

A Marriott Fairfield Inn & Suites with a modern design, featuring a covered entrance and palm trees.

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Marathon

S$193

includes taxes & fees

25 Oct - 26 Oct

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

A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

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

Blue Flamingo Resort Key West

New Town

S$252

includes taxes & fees

26 Oct - 27 Oct

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.

A hotel with a pool, bicycles, and lush greenery.

A two-story yellow house with a porch, white railings, and green shutters.

Silver Palms Inn & Historic Homes

Old Town Key West

S$241

includes taxes & fees

25 Oct - 26 Oct

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

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.

A beach with palm trees, clear blue water, and a pier extending into the sea.

Beachside Resort & Residences

Key West

S$276

includes taxes & fees

12 Oct - 13 Oct

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

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

Chesapeake Beach Resort

Matecumbe

S$272

includes taxes & fees

14 Oct - 15 Oct

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

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

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

A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

Hampton Inn Key West FL

Key West

S$229

includes taxes & fees

13 Oct - 14 Oct

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

A modern kitchen with white cabinets and a built-in microwave. There is a dining area with a table set for two, a sofa, and a balcony with a view of the ocean.

A multi-story hotel with balconies and a well-lit entrance.

A hotel room with two beds, a balcony with a view of the ocean, and a large wave painting on the wall.

The Laureate Key West

New Town

S$265

includes taxes & fees

25 Oct - 26 Oct

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

Rock Reef Resort

Rock Harbor

S$110

includes taxes & fees

25 Oct - 26 Oct

A swimming pool with lounge chairs and palm trees.

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

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

Hilton Garden Inn Key West / The Keys Collection

New Town

S$213

includes taxes & fees

25 Oct - 26 Oct

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Beach hotels with free breakfast in Florida Keys