Name: Southernmost Beach Resort and Guesthouses
Price range: $253 total
Rating: 8.8

The Latest Beachside Vacation Packages

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

Ibis Bay Beach Resort

Northside Resort

Save 100% on your flight

$654

per person

Sep 8 - Sep 15

found 2 days ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

8.2/10 Very Good! (2,289 reviews)

Pier House Resort & Spa

Key West Historic District

Save 100% on your flight

$1,011

per person

Sep 8 - Sep 15

found 2 days ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9/10 Wonderful! (1,199 reviews)

Coconut Beach Resort

Old Town Key West

Save 100% on your flight

$795

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

8.8/10 Excellent! (203 reviews)

So overall its a nice spot but the units are split with a dividing door, so when we arrived to check out the room the doors were not locked and people were in our unit. For it being an ocean view with a premium price, the resort description said they have someone who frequently cleans the beach access from debris but it was completely covered in sargasim seaweed with no access to the water. Make sure you check the sargasim season because it very much limits your access to the beach. On our final day we were packing and getting dressed to leave when the maintenance were punching in the door code to come clean the room, nevermind we were standing in our birthday suits in the kitchen when they opened the door without knocking at 9:30am when checkout time is 10am. Other than that it was conveniant location to get to all the fun spots on the island.

Reviewed on Jul 15, 2026

The Palms Hotel

Old Town Key West

Save 100% on your flight

$684

per person

Sep 8 - Sep 15

found 2 days ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9/10 Wonderful! (1,012 reviews)

Stayed here 3 times now .. every time is a great time..

Reviewed on Jul 15, 2026

The Marker Key West Harbor Resort

Key West Historic District

Save 100% on your flight

$830

per person

Sep 8 - Sep 15

found 2 days ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (1,005 reviews)

Very clean, AC was great in the 95 degree heat

Reviewed on Jul 17, 2026

Where to stay in Beachside

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

A white building with shutters, palm trees, and a lawn.

Old Town Key West

4 out of top 10 points of interest in this area

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.

Beachside Hotel Deals

Atlantic Paradise by AvantStay | Great Location w/ & Shared Pool and hot tub!

Key West FL

9.4/10 Exceptional! (92 reviews)

"Great location. Great communication with owner."

Reviewed on Apr 17, 2026

Get rates

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$202 nightly

$228 total

Aug 17 - Aug 18

Total with taxes and fees

8.6/10 Excellent! (2,348 reviews)

"Check in could have been better. We arrived early and was told we would be notified when our room was ready but no one notified us. I had to check again on my own after waiting for hours in the lobby. Room was clean, but the bathroom door handle came off when I tried to close the door, the sink had ..."

Reviewed on Jul 16, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundableReserve now, pay when you stay

$225 nightly

$253 total

Aug 10 - Aug 11

Total with taxes and fees

8.8/10 Excellent! (3,471 reviews)

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Reviewed on Jul 17, 2026

See all 2,771 properties in Beachside

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.