Name: Old Wooden Bridge Resort and Marina
Price range: $286 total
Rating: 8.6

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Your Lower Keys Vacation

Make planning your next big getaway quick and easy with a Lower Keys vacation package. Whether it's history, nature or something else entirely that brings you here, our package deals will help you discover the best of it. A trip to Lower Keys wouldn't be complete without spending a day or two in Cudjoe Key. This city is one of the most well-known places to visit here. When you're ready to stop dreaming and start packing, Expedia will help turn your Lower Keys vacation into reality.

The Latest Lower Keys vacation packages

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

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

Save 100% on your flight

$959

per person

Jul 9 - Jul 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9/10 Wonderful! (938 reviews)

Great service and clean space

Reviewed on May 24, 2026

Hyatt Vacation Club at Windward Pointe, Key West

Save 100% on your flight

$1,091

per person

Aug 1 - Aug 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (1,098 reviews)

The room and balcony were fantastic. The pool, grounds, and view of the ocean were lovely. The staff was super welcoming and friendly when we arrived. We enjoyed the close restaurant and walking path right across the street.

Reviewed on May 28, 2026

The Key West Hotel

Key West Historic District

Save 100% on your flight

$1,217

per person

Aug 1 - Aug 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (555 reviews)

Our room was spacious and clean, with a bag of Key Lime cookies waiting for us on arrival. We appreciated boxed instead of bottled water that was always available in-room at no extra cost. But the thing we enjoyed most was the secluded Bali Bar, which was hidden away from busy Duvall Street. The live music was excellent and the. bar tenders were very accommodating. There are many hotels and places to stay in Key West but we would definitely return to this one. Highly recommend!

Reviewed on May 18, 2026

Hyatt Vacation Club at Sunset Harbor, Key West

Old Town Key West

$1,052

per person

Jul 7 - Jul 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

8.6/10 Excellent! (373 reviews)

Wished we had paid more for a unit that at least had a window other than to a hallway. Room was clean but not spotless. Found at least 3 long hairs in the bathroom area. Staff at desk was quite abrupt and condescending. At check in AND check out. Gave 4 stars but 5 stars could easily be reached with just a little more attention to detail

Reviewed on May 18, 2026

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

Save 100% on your flight

$2,736

per person

Jul 21 - Jul 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (3 reviews)

Key west is a vibe! My teenagers had a blast. No complaints. A lot of elders which is fine. I do have teens and they seems less than pleased while at he pool. We didn’t care though! We will be back, can not beat the location .

Reviewed on Mar 26, 2026

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Where to stay in Lower Keys

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

Bahia Honda State Park beach in the Florida Keys near the overseas highway bridge.

Big Coppitt Key

If you're spending some time in Big Coppitt Key, Shark Key and Wilhelmina Harvey Park are top sights worth seeing.

Discover the most popular places to visit in Lower Keys

Calusa Beach

Why not spend a lazy afternoon at Calusa Beach during your trip to Big Pine Key? While you're in the area, wander around the natural setting.

Sugarloaf Beach

Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?

Boca Chica Marina Key West Florida damaged by Hurricane Irma

Boca Chica Beach

Why not spend a lazy afternoon at Boca Chica Beach during your trip to Key West? Stroll along the area's seaside, or simply savor its lively bars.

What to do in Lower Keys

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

$45

per adult

94% of travellers recommend

Miami to Key West Day Trip with Activity Options

$39

per adult

84% of travellers recommend

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

$80

per traveler

92% of travellers recommend

See all activities in Lower Keys

Lower Keys Hotel Deals

Parmer's Resort

565 Barry Avenue Summerland Key FL

Fully refundableReserve now, pay when you stay

$208 nightly

$234 total

Jun 3 - Jun 4

Total with taxes and fees

9/10 Wonderful! (1,000 reviews)

"El Aseo y la atención"

Reviewed on May 25, 2026

Sugarloaf Key Hotel at KOA Resort

251 Co Rd 939 Summerland Key FL

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Old Wooden Bridge Resort and Marina

1791 Bogie Drive Big Pine Key FL

$254 nightly

$286 total

May 31 - Jun 1

Total with taxes and fees

8.6/10 Excellent! (342 reviews)

"Nothing really to complain about. Room was nice and clean. Price was comparable to other places for a weekend rate. The pictures of the property make you think it is all on the water. It isn't but still just across the street from water"

Reviewed on May 26, 2026

See all 818 properties in Lower 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.