Villas in Lower Sugarloaf Key
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A waterfront with a pier, calm water, and houses with palm trees in the background.

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

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Our top choices for Lower Sugarloaf Key villas

A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

A residential property with a swimming pool, a covered patio, and a view of the ocean.

A concrete pathway flanked by lush green foliage, leading to a shaded area.

A bedroom with a bed, a ceiling fan, a balcony with a view, and a nightstand with a lamp.

1. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool

3.5 star property

Summerland Key

7.4 out of 10, Good, (3 reviews)

7.4/10

Good

(3 reviews)

"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "

Preetam

The price is €876

€876

includes taxes & fees

15 Nov - 16 Nov

Atlantic View Luxury Villa with Pool

A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

A porch with green steps, a wicker chair, and a potted plant.

A hotel room with a bed, a television, a small table with a lamp, a chair, and a view of an outdoor swimming pool.

A bathroom with a shower, toilet, and sink.

2. Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!

Old Town Key West

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Great location, great hosts, would definitely stay here again."

Ryan C.

The price is €327

€327

includes taxes & fees

18 Nov - 19 Nov

Poolside Queen Room Steps from Duval!

A bathroom with a shower, toilet, and a small window.

A hotel room with a bed, a painting on the wall, and a door.

A two-story house with a swimming pool, outdoor seating, and a balcony with a yellow umbrella.

3. Poolside King Room Steps from Duval!

Poolside King Room Steps from Duval!

Old Town Key West

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!"

Michael L R.

The price is €378

€378

includes taxes & fees

23 Nov - 24 Nov

Poolside King Room Steps from Duval!

A kitchen with white cabinets, a microwave, a toaster, a coffee maker, a stove, and a refrigerator.

An open door to a room with a bed, a heart-shaped pillow, and a painting on the wall.

4. Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!

Old Town Key West

10.0 out of 10, Exceptional, (26 reviews)

10/10

Exceptional

(26 reviews)

"Great place to stay"

Benjamin K.

The price is €378

€378

includes taxes & fees

22 Nov - 23 Nov

Poolside Studio Villa Steps from Duval!

A kitchen with white cabinets, a stainless steel sink, a microwave, a stove, and a dishwasher.

A porch with white wicker chairs, a small table, and a staircase leading to a balcony with bamboo plants.

5. One Bedroom Deck Villa Steps from Duval!

One Bedroom Deck Villa Steps from Duval!

Old Town Key West

10.0 out of 10, Exceptional, (10 reviews)

10/10

Exceptional

(10 reviews)

"This place was great one of the best host I’ve ever had!!"

Donnie S.

The price is €418

€418

includes taxes & fees

15 Nov - 16 Nov

One Bedroom Deck Villa Steps from Duval!

A bedroom with a bed, a nightstand, a lamp, a swan decoration, and a painting of bicycles on the wall.

6. Loft Villa Steps from Duval!

Loft Villa Steps from Duval!

Old Town Key West

10.0 out of 10, Exceptional, (22 reviews)

10/10

Exceptional

(22 reviews)

"The complimentary breakfast and happy hour was great! The pool and hot tub were wonderful "

Linda W.

The price is €418

€418

includes taxes & fees

15 Nov - 16 Nov

Loft Villa Steps from Duval!

A bedroom with a wooden bed, two nightstands with lamps, a ceiling fan, and decorative plates on the wall.

A house with a porch, a table, and a chair.

A cozy dining area with a wooden table, wicker chairs, and a bowl of fruit. There is a ceiling fan and a colorful wall decoration.

7. Two Bedroom Two Bath Poolside Villa Steps from Duval!

Two Bedroom Two Bath Poolside Villa Steps from Duval!

Old Town Key West

10.0 out of 10, Exceptional, (66 reviews)

10/10

Exceptional

(66 reviews)

"We had a awesome time in Key West Villas. we will go back some time."

Brian H.

The price is €662

€662

includes taxes & fees

16 Nov - 17 Nov

Two Bedroom Two Bath Poolside Villa Steps from Duval!

A living room with a television, a dining area with a table and chairs, and a cozy seating area with a patterned rug.

A two-story house with a balcony, a pool, and outdoor furniture.

8. Two Bedroom Two Bath Balcony Villa Steps from Duval!

Two Bedroom Two Bath Balcony Villa Steps from Duval!

Old Town Key West

10.0 out of 10, Exceptional, (47 reviews)

10/10

Exceptional

(47 reviews)

"Perfect location and addition of happy hour and breakfast was a big bonus!"

Lynn B.

The price is €662

€662

includes taxes & fees

16 Nov - 17 Nov

Two Bedroom Two Bath Balcony Villa Steps from Duval!

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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Learn more about Lower Sugarloaf Key

Head to sights like Upper Sugarloaf Sound and Lower Sugarloaf Sound as you discover Lower Sugarloaf Key.

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3 Star Hotels in Boca Chica Key
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3 Star Hotels in Melody Key
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Resorts in Bahia Honda Key
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Cabin Rentals in Big Torch Key
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Villas in Boca Chica Key
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Inns in Key Haven
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Apartments in Key West
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B&B in Key West
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Condo Rentals in Key West
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Cottages in Key West
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Hotels near Key West Golf Club
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Guest Houses in Key West
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Hostels in Key West
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Resorts in Key West
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Houseboats in Key West
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Holiday Homes in Key West
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Villas in Key West
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Condo Rentals in Lower Florida Keys
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Noble House Hotels in Lower Florida Keys
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Motels in Marathon
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Apartments in No Name Key
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Resorts in No Name Key
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Hotels near Robbie's
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Caravan Parks in Rockland Key
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Holiday Homes in Stock Island
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Beach Hotels in Sugarloaf Key
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Summerland Key Hotels
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Flights to Rockland Key
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Flights to Sugarloaf Key
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American Airlines Fort Lauderdale (FLL) to Key West (EYW) flights
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American Airlines Atlanta (ATL) to Key West (EYW) flights
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American Airlines Manchester (MHT) to Key West (EYW) flights
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American Airlines Panama City (ECP) to Key West (EYW) flights
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Silver Airways Orlando (MCO) to Key West (EYW) flights
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Flights from Melody Key
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Flights from Albany (ALB) to Key West (EYW)
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Flights from Andros Town (ASD) to Key West (EYW)
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Flights from Boston (BOS) to Key West (EYW)
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Flights from Castlebay (BRR) to Key West (EYW)
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Flights from Bowling Green (BWG) to Key West (EYW)
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Flights from Clearwater (CLW) to Key West (EYW)
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Flights from Charleston (CRW) to Key West (EYW)
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Flights from Washington (DCA) to Key West (EYW)
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Flights from Chos Malal (HOS) to Key West (EYW)
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Flights from Washington (IAD) to Key West (EYW)
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Flights from Winston-Salem (INT) to Key West (EYW)
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Flights from New York (JFK) to Key West (EYW)
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Flights from Las Vegas (LAS) to Key West (EYW)
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Flights from Los Angeles (LAX) to Key West (EYW)
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Flights from Londonderry (LDY) to Key West (EYW)
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Flights from Lincoln (LNK) to Key West (EYW)
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Flights from Miami (MIA) to Key West (EYW)
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Flights from West Palm Beach (PBI) to Key West (EYW)
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Flights from Philadelphia (PHL) to Key West (EYW)
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Flights from Redencao (RDC) to Key West (EYW)
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Flights from San Antonio (SAT) to Key West (EYW)
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Flights from Tampa (TPA) to Key West (EYW)
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Flights from Fort Walton Beach (VPS) to Key West (EYW)
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Flights from Vero Beach (VRB) to Key West (EYW)
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Flights from Wemindji (YNC) to Key West (EYW)
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Flights from Windsor (YQG) to Key West (EYW)
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Visit Doctor's Arm
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Big Pine Key Flea Market
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Big Pine Key Holidays
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Visit Boca Chica Key
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Boca Chica Nude Beach
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Visit Cudjoe Key
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Visit Little Torch Key
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Beach Holiday Packages Little Torch Key
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Kid friendly Holiday Packages Key Haven
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Visit Stock Island
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Visit Sugarloaf Key
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Visit Summerland Key
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Ace New Zealand Rental Cars in Boca Chica Key
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Auto Rent Rental Cars in Little Torch Key
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Budget Rental Cars in Melody Key
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Dollar Rent A Car Rental Cars in Boca Chica Key
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Dollar Rent A Car Rental Cars in Key Haven
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Dollar Rent A Car Rental Cars in Lower Florida Keys
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Europcar Rental Cars in Big Torch Key
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Firefly Rental Cars in Ramrod Key
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Foco Rental Cars in Lower Florida Keys
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Global Rent a Car Rental Cars in Lower Florida Keys
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Global Rent a Car Rental Cars in Lower Keys
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Goldcar rental Rental Cars in Lower Keys
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National Car Rental Rental Cars in Lower Keys
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Cudjoe Key Holiday Rentals
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Sugarloaf Key Holiday Rentals
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Search Villas in Lower Sugarloaf Key

Change your mind

Treat yourself

Be picky

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Lower Sugarloaf Key villas

1. Atlantic View Luxury Villa with Pool

2. Poolside Queen Room Steps from Duval!

3. Poolside King Room Steps from Duval!

4. Poolside Studio Villa Steps from Duval!

5. One Bedroom Deck Villa Steps from Duval!

6. Loft Villa Steps from Duval!

7. Two Bedroom Two Bath Poolside Villa Steps from Duval!

8. Two Bedroom Two Bath Balcony Villa Steps from Duval!

Learn more about Lower Sugarloaf Key

Explore a world of travel with Expedia