Name: Sugar Loaf Lodge
Price range: $190 total
Rating: 8.2

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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

$1,060

per person

Jul 9 - Jul 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.4/10 Exceptional! (1,034 reviews)

This property exceeded expectations. The one down side was the "beach". There is a great sandy area to hangout. But there is no "traditional" beach that goes into the water. But it is still a great property.

Reviewed on May 6, 2026

Hyatt Vacation Club at Windward Pointe, Key West

Save 100% on your flight

$1,119

per person

Jul 9 - Jul 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9.4/10 Exceptional! (1,066 reviews)

The hidden resort fees were absolutely ridiculous! $40 a day, plus $5 a day plus $150 coverage without any explanation. This property is located directly next to the airport and they do not provide a shuttle service to pick you up. We used Uber for everything, another extra expense. ( The Hampton Inn next door had a shuttle that went everywhere)

Reviewed on May 5, 2026

The Key West Hotel

Key West Historic District

Save 100% on your flight

$1,767

per person

Jun 11 - Jun 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (552 reviews)

The staff at the hotel were excellent. Very friendly and helpful. Room was very clean and comfortable. We were right in the middle of the old district which had many many places to explore. Hotel had a wonderful hidden pool with live music/bar next to it in case we just wanted to relax after exploring all day.

Reviewed on Apr 21, 2026

Hyatt Vacation Club at Sunset Harbor, Key West

Old Town Key West

Save 100% on your flight

$1,100

per person

Jul 16 - Jul 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

8.6/10 Excellent! (366 reviews)

Stayed in a one bedroom unit. Good size kitchen/living room, however bathroom was tiny. Bedroom was ok.. lots of closet/storage, however bed could have been bigger. Location was awesome… just a couple blocks to everything!

Reviewed on May 6, 2026

The Gardens Hotel

Old Town Key West

Save 100% on your flight

$1,260

per person

Jul 16 - Jul 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.8/10 Exceptional! (1,003 reviews)

This was one of the nicest places we have ever stayed. It felt like a tropical oasis but was only a block over from Duval. Wine tasting room was great and the hotel cat, Lucy, was the sweetest! Breakfast each morning was amazing! We would definitely stay here again when we come back to visit!

Reviewed on Apr 26, 2026

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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(229 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.

Key West Historic District

2 out of top 10 points of interest in this area

4.5/5(4,090 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

4.5/5(3,520 reviews)

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

4.5/5(3,147 reviews)

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.

Southernmost Point

4.5/5(3,246 reviews)

Snap a memorable photograph from the edge of North America at this monumental landmark.

What to do in Lower Florida Keys

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

$42

per adult

94% of travellers recommend

Key West Sunset Sail with Live Music, Drinks and Appetizers!

$80

per traveler

92% of travellers recommend

Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

$79

per adult

94% of travellers recommend

See all activities in Lower Florida Keys

Lower Florida Keys Hotel Deals

Parmer's Resort

565 Barry Avenue Summerland Key FL

Fully refundableReserve now, pay when you stay

$181 nightly

$204 total

May 28 - May 29

Total with taxes and fees

9/10 Wonderful! (1,007 reviews)

Second time staying at parmers. The property is nice and secluded. However the rooms are fairly dated. Staff is very welcoming and friendly.

Reviewed on May 7, 2026

Sugarloaf Key Hotel at KOA Resort

251 Co Rd 939 Summerland Key FL

9.8/10 Exceptional! (566 reviews)

The staff and the property were excellent. They really work hard to keep things clean and they’re very friendly. The property features are excellent for the most part. The only disappointment was the beach. It was small and the water was very dirty. Not something I’d swim in but none of the beaches ...

Reviewed on May 5, 2026

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Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL

Fully refundableReserve now, pay when you stay

$169 nightly

$190 total

May 10 - May 11

Total with taxes and fees

8.2/10 Very Good! (1,005 reviews)

Great waterfront view from spacious, clean, and quiet room. Good restaurant on site. Mid -century modern decor. Very quiet and peaceful low-traffic area. Plenty of convenient parking. Convenient spot to head to/from lively Key West. Great coffee/breakfast shop ~ a mile south of property.

Reviewed on May 7, 2026

See all 3,465 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.