Name: Southernmost Beach Resort and Guesthouses
Price range: $294 total
Rating: 8.8

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The Latest Rockland Key vacation packages

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

Oceans Edge Key West Resort, Hotel & Marina

Save 100% on your flight

$530

per person

Jul 22 - Jul 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9/10 Wonderful! (1,872 reviews)

Staff was courteous and helpful. Room was clean with lovely ambiance.

Reviewed on May 20, 2026

Hyatt Vacation Club at Windward Pointe, Key West

Save 100% on your flight

$936

per person

Aug 7 - Aug 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (1,079 reviews)

Great location and hotel!

Reviewed on May 20, 2026

The Key West Hotel

Key West Historic District

Save 100% on your flight

$1,898

per person

Jul 1 - Jul 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (552 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

Save 100% on your flight

$964

per person

Aug 12 - Aug 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

8.6/10 Excellent! (366 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

Southernmost Beach Resort and Guesthouses

Old Town Key West

Save 100% on your flight

$538

per person

Jul 22 - Jul 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

8.8/10 Excellent! (3,304 reviews)

Resort is older. Pools are over crowded and do not have enough lounge chairs. Restaurant was ok.

Reviewed on May 20, 2026

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Rockland Key Hotel Deals

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$193 nightly

$217 total

May 21 - May 22

Total with taxes and fees

8.4/10 Very Good! (2,247 reviews)

"Staff waa really kind and helpful."

Reviewed on May 20, 2026

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$255 nightly

$287 total

May 27 - May 28

Total with taxes and fees

8.8/10 Excellent! (1,801 reviews)

"Excellent service, highly recommended"

Reviewed on May 19, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundable

$261 nightly

$294 total

Jun 8 - Jun 9

Total with taxes and fees

8.8/10 Excellent! (3,338 reviews)

"Resort is older. Pools are over crowded and do not have enough lounge chairs. Restaurant was ok."

Reviewed on May 20, 2026

See all 3,306 properties in Rockland 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.