Name: Hilton Garden Inn Key West / The Keys Collection
Price range: $142 total
Rating: 7.8

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The Latest Fleming Key vacation packages

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

The Penguin Hotel

South Beach

Save 100% on your flight

$494

per person

Oct 30 - Nov 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (1,414 reviews)

The only thing missing was breakfast. We were given drink vouchers, however we don’t drink.

Reviewed on Aug 21, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$5,733

per person

Oct 28 - Oct 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Barnacle Resort

Long Beach Estates

$1,015

per person

Nov 2 - Nov 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (39 reviews)

Perfect place for a quiet getaway.

Reviewed on May 24, 2025

President Villa

South Beach

Save 100% on your flight

$507

per person

Oct 30 - Nov 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (1,000 reviews)

Hospitable staff, clean, location ideal to walking distance to beach and shopping. Safe place!

Reviewed on Aug 8, 2025

Bentley Hotel South Beach

South Beach

$850

per person

Nov 2 - Nov 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (294 reviews)

We loved our stay at the Bentley Hotel! The staff was so friendly and always took the initiative to help us out. It was my girlfriend's birthday and when they learned aboit it they brought champagne, snacks to the room and left us a heartfelt card. Thank you again for your hospitality. We cannot wait to be back again!

Reviewed on Aug 24, 2025

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Fleming Key Hotel Deals

Beachside Resort & Residences

3841 N Roosevelt Blvd, Key West, FL

Fully refundableReserve now, pay when you stay

$184 nightly

$207 total

Aug 26 - Aug 27

Total with taxes and fees

8.4/10 Very Good! (1,479 reviews)

"The property was excellent, located in the heart of everything!! 😍"

Reviewed on Aug 23, 2025

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue, Key West, FL

Fully refundableReserve now, pay when you stay

$219 nightly

$247 total

Sep 2 - Sep 3

Total with taxes and fees

8.8/10 Excellent! (1,685 reviews)

"Nice rooms. Pool water needs attention due to some algae growth on bottom."

Reviewed on Aug 21, 2025

Hilton Garden Inn Key West / The Keys Collection

3850 N Roosevelt Blvd, Key West, FL

Fully refundableReserve now, pay when you stay

$126 nightly

$142 total

Sep 1 - Sep 2

Total with taxes and fees

7.8/10 Good! (1,070 reviews)

"Most excellent facility with very accommodating staff."

Reviewed on Aug 18, 2025

See all 2,765 properties in Fleming Key

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.