Name: Sugar Loaf Lodge
Price range: $224 total
Rating: 8

Your Lower Florida Keys Vacation

With a Lower Florida Keys vacation package, you can forget about the hassle of planning and instead focus on experiencing everything this amazing destination has on offer. Your trip to Lower Florida Keys wouldn't be complete without experiencing some of its most well-known cities, starting with Key West. Two of the top attractions here include Smathers Beach and Mallory Square. Cudjoe Key is another favorite with Lower Florida Keys travelers. Visitors to this city love Florida Keys Beaches and Sugarloaf Beach. When it's time to stop dreaming and start discovering, Expedia will help turn your Lower Florida Keys vacation into a reality.

The Latest Lower Florida Keys vacation packages

Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Beach House, Key West

Save 100% on your flight

$733

per person

Jan 31 - Feb 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9.4/10 Exceptional! (1,002 reviews)

The property was excellent, made us feel like we should have stayed longer. Will certainly come back.

Reviewed on Dec 20, 2025

The Key West Hotel

Key West Historic District

$2,681

per person

Feb 2 - Feb 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (505 reviews)

Being right on Duval Street if city noise bothers you you might want to stay a block or two off Duval. But if you want all the action then this place is fantastic. Staff is great and the room was nicely appointed and very comfortable.

Reviewed on Dec 12, 2025

Oceans Edge Key West Resort, Hotel & Marina

$3,132

per person

Feb 2 - Feb 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

So many activities and amazing staff and service. The shuttle was very convenient. I would stay here again! Perfect for families. I felt safe. Very laid back environment.

Reviewed on Dec 26, 2025

Hyatt Vacation Club at Windward Pointe, Key West

Save 100% on your flight

$759

per person

Jan 31 - Feb 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9.6/10 Exceptional! (1,002 reviews)

Stayed for 4 days. Awesome

Reviewed on Dec 26, 2025

Southernmost Beach Resort and Guesthouses

Old Town Key West

Save 100% on your flight

$1,976

per person

Feb 2 - Feb 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

Bed was not so great rest was

Reviewed on Dec 26, 2025

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Where to stay in Lower Florida Keys

Find the best Lower Florida Keys areas and neighborhoods for the activities you enjoy most. Learn more about Lower Florida Keys

Old Town Key West

3 out of top 10 points of interest in this area

4.5/5(226 area reviews)

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Audubon House and Tropical Gardens featuring a house

Key West Historic District

2 out of top 10 points of interest in this area

4.5/5(4,033 area reviews)

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Discover the most popular places to visit in Lower Florida Keys

Duval Street

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Mallory Square

Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

Smathers Beach

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

What to do in Lower Florida Keys

Entertainer in character at the Shipwreck Treasure Museum in Key West

Shipwreck Treasure Museum Tickets

$19

per adult

78% of travellers recommend

Sunset Dinner Cruise with Unlimited Open Bar

Sunset Dinner Cruise in Key West with Live Music & Unlimited Open Bar!

$81

per adult

88% of travellers recommend

Passengers enjoying the shade on the Conch Tour Train in Key West

Key West Conch Tour Train

$45

per adult

88% of travellers recommend

See all activities in Lower Florida Keys

Lower Florida Keys Hotel Deals

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL

Fully refundableReserve now, pay when you stay

$140 nightly

$158 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

7.4/10 Good! (1,001 reviews)

Staff very polite and accommodating.

Reviewed on Dec 21, 2025

Parmer's Resort

565 Barry Avenue Summerland Key FL

Fully refundableReserve now, pay when you stay

$243 nightly

$273 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

9/10 Wonderful! (1,000 reviews)

Gorgeous view, convenient location, friendly staff!

Reviewed on Dec 24, 2025

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL

Fully refundableReserve now, pay when you stay

$199 nightly

$224 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

8/10 Very Good! (998 reviews)

Staff was wonderful. Room is sweet and on pretty piece of water. Aging property, but well kept. Quiet, clean, good shower, comfy beds. Quick trip to key west. Great deal for the money. Very happy this is where we landed.

Reviewed on Dec 21, 2025

See all 3,558 properties in Lower Florida Keys

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.