Name: Beachside Resort & Residences
Price range: $227 total
Rating: 8.6

Your Sunset Key Vacation

Let our Sunset Key vacation packages take you to a destination where long-lasting memories are waiting to be made. While it's especially renowned for its coastal beaches, there's plenty to love about this neighborhood. Not sure where to go during your trip to Sunset Key? Nearby attractions like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square are great places to start. No matter what your dream Sunset Key vacation may look like, you can turn it into reality with Expedia.

The Latest Sunset Key Vacation Packages

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

Hyatt Vacation Club at Windward Pointe, Key West

Save 100% on your flight

$683

per person

Sep 9 - Sep 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (1,121 reviews)

We had a wonderful stay at the Hyatt. We stayed for 7 days and had a very relaxing vacation. We were afraid that the airplane traffic would be disturbing as it's so close to the airport, but after the first day, we never even paid any attention to it. The landscaping and grounds were very professionally maintained. We spent many hours around the pool and also on the outdoor games provided. Our room had a great view and was furnished with everything we needed. We enjoyed how quite this side of the island was, very relaxing. We would definitely consider another stay here.

Reviewed on Jun 20, 2026

The Porch on Frances Inn

Old Town Key West

$817

per person

Jul 28 - Jul 31

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.8/10 Exceptional! (130 reviews)

I enjoyed my stay, but BEWARE: free parking is a misnomer at best and false advertising at worst. There is no free onsite parking. Rather, there can be street parking around the property that is available, but a lot of it is reserved for residents of Key West only. So don’t book based on the free parking claim alone.

Reviewed on Jun 16, 2026

Coconut Beach Resort

Old Town Key West

Save 100% on your flight

$994

per person

Sep 5 - Sep 9

found 20 hours ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

8.8/10 Excellent! (194 reviews)

This was a great place to stay! Clean and well-placed on Key West. Pool and patio were great for getting some sun.

Reviewed on May 29, 2026

The Key West Hotel

Key West Historic District

Save 100% on your flight

$1,102

per person

Aug 14 - Aug 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (559 reviews)

We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.

Reviewed on Jun 7, 2026

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

Save 100% on your flight

$2,027

per person

Sep 2 - Sep 8

found 20 hours 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

Where to stay in Sunset Key

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

Old Town Key West

3 out of top 10 points of interest in this area

4.5/5(229 area reviews)

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.

Key West Historic District

2 out of top 10 points of interest in this area

4.5/5(4,090 area reviews)

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Sunset Key Hotel Deals

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

8.4/10 Very Good! (2,421 reviews)

"Muy limpió y muy buen lugar para ir de vacaciones."

Reviewed on Jun 20, 2026

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Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

8.8/10 Excellent! (3,376 reviews)

"★★☆☆☆ 2/5 Stars Southernmost Beach Resort is located in a beautiful part of Key West, and we arrived looking forward to a relaxing beachfront getaway. Unfortunately, the experience did not live up to the premium price. First, the costs add up quickly. In addition to an already expensive nightly room ..."

Reviewed on Jun 19, 2026

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Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$202 nightly

$227 total

Jun 21 - Jun 22

Total with taxes and fees

8.6/10 Excellent! (2,299 reviews)

"Nice rooms and very nice staff!"

Reviewed on Jun 19, 2026

See all 2,686 properties in Sunset 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.