Name: Southernmost Beach Resort and Guesthouses
Price range: $319 total
Rating: 8.8

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The Latest Fleming Key vacation packages

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

MirabileCondoDwntown MIA Brickell w PRKG

Downtown Miami

$635

per person

Jul 23 - Jul 26

found 22 hours ago

Roundtrip flight included

New York (NYC) to Miami (MIA)

2/10 (2 reviews)

3BR Pool House Sleeps 8

Driftwood

$983

per person

Jul 14 - Jul 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

No reviews

The W - Bayshore Unit 1003

East Fort Lauderdale

$679

per person

Jul 17 - Jul 21

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

6/10 (2 reviews)

Miami Downtown Condos

Downtown Miami

$821

per person

Jul 12 - Jul 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (151 reviews)

This was an overall excellent experience. The room was nice and reasonably priced. There ended up being an ac issue where the room temperature wouldn’t drop below 77 degrees, which produced several sleepless nights. The communication with the rental temp was pretty horrid, we received a few ineffective ways to troubleshoot it; but nothing was ever fixed. We were even promised a follow up phone call the next day(post checkout) and were ghosted. This was pretty disappointing.

Reviewed on May 9, 2026

Casablanca Miami Beach

North Beach

$2,146

per person

Jul 12 - Jul 16

found 1 day ago

Roundtrip flight included

New York (NYC) to Miami (MIA)

5.8/10 (323 reviews)

Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

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Fleming Key Hotel Deals

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$202 nightly

$227 total

May 12 - May 13

Total with taxes and fees

8.4/10 Very Good! (2,224 reviews)

The only thing missing was a balcony

Reviewed on May 11, 2026

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$222 nightly

$250 total

Jun 8 - Jun 9

Total with taxes and fees

8.8/10 Excellent! (1,814 reviews)

We had not been there before, would have liked to have been on a higher floor. The staff offered to move us the next day but it wasn't worth doing all that. The breakfast was good, needs more options but everything tasted great. The room was clean, a/c didn't always keep up for some reason, so it ...

Reviewed on May 11, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundable

$283 nightly

$319 total

May 25 - May 26

Total with taxes and fees

8.8/10 Excellent! (3,302 reviews)

Room was very clean. Amenities were great. Didn’t use the beach much because of all the seaweed. Great location.

Reviewed on May 11, 2026

See all 2,753 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.