Name: Looe Key Reef Resort
Price range: $263 total
Rating: 7.6

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

$924

per person

Jun 21 - Jun 24

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.4/10 Exceptional! (1,004 reviews)

Clean, beautiful. Maintained. Smelled amazing. Excellent staff. I want to come back and stay longer.

Reviewed on Apr 6, 2026

The Key West Hotel

Key West Historic District

$1,442

per person

May 17 - May 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (542 reviews)

Great location! We were very impressed with Chris! He told us where to park and was very welcoming when we arrived. The loft room setup was perfect for us and the Bali Bar did not disappoint! We will be back!!

Reviewed on Apr 5, 2026

Hyatt Vacation Club at Windward Pointe, Key West

Save 100% on your flight

$1,214

per person

May 17 - May 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.4/10 Exceptional! (1,011 reviews)

We had a wonderful family vacation there

Reviewed on Apr 8, 2026

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

$1,111

per person

May 17 - May 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9/10 Wonderful! (918 reviews)

This was my second stay at the Lighthouse Hotel and it was just as wonderful as before! Excellent location and the staff is always happy to help!

Reviewed on Apr 7, 2026

Hyatt Vacation Club at Sunset Harbor, Key West

Old Town Key West

Save 100% on your flight

$1,170

per person

Jun 17 - Jun 21

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

8.6/10 Excellent! (345 reviews)

We didn't have a full kitchen, just a coffeemaker and a small microwave. Basically, a studio room. A/C was great.

Reviewed on Apr 6, 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

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.

Southernmost Point

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

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.

What to do in Lower Florida Keys

Miami to Key West Day Trip with Activity Options

$39

per adult

82% 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

Key West Rum & Reggae: Snorkel & Sunset Sail Combo

$55

per adult

88% of travellers recommend

See all activities in Lower Florida Keys

Lower Florida Keys Hotel Deals

Sugarloaf Key Hotel at KOA Resort

251 Co Rd 939 Summerland Key FL

9.8/10 Exceptional! (548 reviews)

Stayed in one of the apartments. Good location if key west accommodation is too pricy or unavailable - approx 25min drive. Nice pool, jacuzzi and bar set-up. Only negative was very uncomfortable mattress on sofa bed.

Reviewed on Apr 10, 2026

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Parmer's Resort

565 Barry Avenue Summerland Key FL

Fully refundableReserve now, pay when you stay

$217 nightly

$244 total

Apr 27 - Apr 28

Total with taxes and fees

9/10 Wonderful! (1,010 reviews)

The accommodations that were offered to us were off property, faced a dirty lot with trash receptacles and smelled like mold and mildew! As soon as we saw our accommodations we asked for compensation, in which they blamed Expedia. Expedia told us that it was up to Parker’s to provide a refund. Upon ...

Reviewed on Apr 9, 2026

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL

Fully refundableReserve now, pay when you stay

$233 nightly

$263 total

May 11 - May 12

Total with taxes and fees

7.6/10 Good! (1,006 reviews)

Staff was great rooms were clean well worth it

Reviewed on Apr 9, 2026

See all 3,404 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.