Family Hotels in Sugarloaf Key
Florida
United States of America
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A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.

Family Hotels & Resorts in Sugarloaf Key from NZ$200

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your current months are November, 2026 and December, 2026.

November 2026

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Our top choices for Sugarloaf Key family-friendly hotels

A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

A swimming pool with a surrounding deck, palm trees, and lounge chairs.

A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

A waterfront building with a flat roof, large windows, and a balcony.

1. Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 star property

Summerland Key

8.2 out of 10, Very good, (1,001 reviews)

8.2/10

Very good

(1,001 reviews)

The price is NZ$201

NZ$201

includes taxes & fees

30 Nov - 1 Dec

Sugar Loaf Lodge

A wooden deck with a hanging hammock and a view of a green landscape.

A modern kitchen with a large island, bar stools, and a dining area with a round table and chairs.

A spacious living room with a large flat-screen TV, a white sofa, two round coffee tables, and a dining area with a glass table and wicker chairs.

A spacious living area with a kitchen island, a staircase, and large windows offering a view of the outdoors.

2. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

2.0 star property

Summerland Key

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

The price is NZ$1,315

NZ$1,315

includes taxes & fees

30 Nov - 1 Dec

Starlight Serenity - Hideaway w Stunning Views

A modern kitchen with a central island, bar stools, and a dining area with a round table.

3. Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views

Summerland Key

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

The price is NZ$1,146

NZ$1,146

includes taxes & fees

19 Nov - 20 Nov

Starlight Serenity - Hideaway with Stunning Views

A tropical resort with a clear blue pool surrounded by lush palm trees and a thatched-roof hut.

A modern kitchen with white cabinetry, a green island with bar stools, and a wooden floor.

A bedroom with a bed, a ceiling fan, a window, and a mirror.

Two jet skis on a clear turquoise sea with a pier in the background.

4. Private and Exclusive Florida Keys Getaway

Private and Exclusive Florida Keys Getaway

Upper Sugarloaf Key

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

The price is NZ$2,274

NZ$2,274

includes taxes & fees

13 Nov - 14 Nov

Private and Exclusive Florida Keys Getaway

A beachfront hotel with multiple floors, a balcony, and a well-lit entrance.

A wooden deck with a table and chairs, overlooking a beach with palm trees.

A beachside resort with a pool, palm trees, and clear blue water.

5. Private and Exclusive Beach Getaway

Private and Exclusive Beach Getaway

Sugarloaf Key

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

Private and Exclusive Beach Getaway

A covered deck with chairs and umbrellas overlooking a beach.

A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.

A sunset view with a thatched structure and a palm tree by a calm body of water.

Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.

6. Parmer's Resort

Parmer's Resort

2.5 star property

Summerland Key

9.0 out of 10, Wonderful, (1,002 reviews)

9.0/10

Wonderful

(1,002 reviews)

The price is NZ$368

NZ$368

includes taxes & fees

1 Dec - 2 Dec

Parmer's Resort

A hammock set up between wooden posts in a grassy area with palm trees and a clear blue sky.

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

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.

7. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4.0 star property

Stock Island

9.4 out of 10, Exceptional, (1,317 reviews)

9.4/10

Exceptional

(1,317 reviews)

The price is NZ$344

NZ$344

includes taxes & fees

30 Nov - 1 Dec

The Perry Hotel & Marina Key West

A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.

A marina with boats docked, a white building with a covered deck, and palm trees.

A beach with a thatched-roof hut, palm trees, and a pebbled walkway leading to the water.

A marina with RVs docked along a waterway, surrounded by palm trees and buildings.

8. SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Cudjoe Key

9.6 out of 10, Exceptional, (99 reviews)

9.6/10

Exceptional

(99 reviews)

The price is NZ$892

NZ$892

includes taxes & fees

21 Nov - 22 Nov

SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

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

An outdoor patio area with tables and chairs, umbrellas, and palm trees.

A spacious room with a high ceiling, large windows, and a view of palm trees.

A spacious living area with a high ceiling, a blue accent wall, and modern furniture.

9. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property

Key West

8.4 out of 10, Very good, (1,136 reviews)

8.4/10

Very good

(1,136 reviews)

Splash into family fun with a free beach shuttle, outdoor pool, and kid-friendly amenities at this Key West resort.

The price is NZ$335

NZ$335

includes taxes & fees

17 Nov - 18 Nov

DoubleTree Resort by Hilton Grand Key - Key West

A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

A coastal residential area with houses, a marina, and a flag.

10. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Cudjoe Key

8.8 out of 10, Excellent, (11 reviews)

8.8/10

Excellent

(11 reviews)

The price is NZ$841

NZ$841

includes taxes & fees

11 Nov - 12 Nov

Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

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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Choose what matters most at family-friendly hotels in Sugarloaf Key

Breakfast included

Pool

All-inclusive

4 stars

5 stars

Top Sugarloaf Key Hotel Reviews

The Perry Hotel & Marina Key West

Stock Island

10/10 Excellent

Very welcoming, clean & comfortable

ERIN

Reviewed October 7, 2025Reviewed October 7, 2025

The Perry Hotel & Marina Key West

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

10/10 Excellent

A lovely hotel to stay made up of several blocks. Our room was spacious, very clean and a great bathroom. I would stay here again, which says it all…. Thanks.

Paul

Reviewed November 23, 2024Reviewed November 23, 2024

Hampton Inn Key West FL

A pool area with lounge chairs and palm trees.

A sign for Santa Maria Resort surrounded by lush greenery and palm trees.

A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.

A modern indoor space with a curved sofa, a small round table, and a staircase.

Santa Maria Suites

Old Town Key West

10/10 Excellent

Spacious rooms, nicely set up and very clean. Good location.

Bingbing

Reviewed July 26, 2026Reviewed July 26, 2026

Santa Maria Suites

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

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

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

The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

Silver Palms Inn & Historic Homes

Old Town Key West

10/10 Excellent

Great location and very nice ataff

fernando

Reviewed March 28, 2026Reviewed March 28, 2026

Silver Palms Inn & Historic Homes

A swimming pool with a rock waterfall feature, lounge chairs, and palm trees.

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.

A beach with a palm tree and two chairs.

Margaritaville Beach House Key West

Key West

10/10 Excellent

Beautiful resort

Brittany

Reviewed November 25, 2024Reviewed November 25, 2024

Margaritaville Beach House Key West

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

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 covered walkway with a wooden ceiling, white railings, and a brick path.

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

Island City House Hotel

Key West Historic District

10/10 Excellent

Fabulous location and loved the historic Cigar Building next to the pool area. Great staff. Would definitely stay here again next time we’re in Key West

David

Reviewed July 14, 2024Reviewed July 14, 2024

Island City House Hotel

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

A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

Courtyard by Marriott Key West Waterfront

Northside Resort

10/10 Excellent

Complimentary update. Lush gardens great amenities. Quiet. Great bed. After 9 weeks of travel. This has been the best and the last place was $$$$ Very nice pleasant welcome

Ray

Reviewed November 29, 2023Reviewed November 29, 2023

Courtyard by Marriott Key West Waterfront

A hotel with a swimming pool, sun loungers, and palm trees.

A beachside resort with palm trees, outdoor seating, and a food truck.

A spacious living area with a sofa, chairs, a coffee table, and a swing chair.

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

Blue Flamingo Resort Key West

New Town

10/10 Excellent

Fantastic, staff were amazing

damien

Reviewed July 19, 2025Reviewed July 19, 2025

Blue Flamingo Resort Key West

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Family Hotels & Resorts in Sugarloaf Key from NZ$200

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Sugarloaf Key family-friendly hotels

1. Sugar Loaf Lodge

2. Starlight Serenity - Hideaway w Stunning Views

3. Starlight Serenity - Hideaway with Stunning Views

4. Private and Exclusive Florida Keys Getaway

5. Private and Exclusive Beach Getaway

6. Parmer's Resort

7. The Perry Hotel & Marina Key West

8. SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

9. DoubleTree Resort by Hilton Grand Key - Key West

10. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Choose what matters most at family-friendly hotels in Sugarloaf Key

Top Sugarloaf Key Hotel Reviews

The Perry Hotel & Marina Key West

10/10 Excellent

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