Beachside Holidays from £1,155

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Lighthouse Suites Collection

Lighthouse Suites Collection

Old Town Key West
Save 100% on your flight
£1,155
per person
15 Oct - 19 Oct
found 17 hours ago
Return direct flight included
Louisville (SDF) to Key West (EYW)
No reviews
The Key West Hotel

The Key West Hotel

Key West Historic District
Save 100% on your flight
£1,790
per person
15 Nov - 20 Nov
found 5 hours ago
Return direct flight included
London (LHR) to Key West (EYW)
9.2/10 Wonderful! (562 reviews)
Great place to stay - highly recommend.

Reviewed on 20 Aug 2026

Coconut Beach Resort

Coconut Beach Resort

Old Town Key West
£1,164
per person
15 Oct - 19 Oct
found 17 hours ago
Return direct flight included
Louisville (SDF) to Key West (EYW)
8.8/10 Excellent! (219 reviews)
Maintenance people were so nice and helpful Place was clean Blanket on the bed was paper thin like a sheet Could not get both TVs to work said no service Room was on Third floor all stairs no elevator a bit difficult with luggage

Reviewed on 11 Sept 2026

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Old Town Key West
£1,797
per person
15 Nov - 22 Nov
found 5 hours ago
Return direct flight included
London (LHR) to Key West (EYW)
9.8/10 Exceptional! (9 reviews)
Absolutely loved the Privacy and that we were right next to Cuban Coffee Queen! This is a nice little place to stay with great privacy. It was clean, had the little things, like Q-Tips! Will definitely stay there next year!

Reviewed on 27 Aug 2026

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

£1,492
per person
15 Nov - 20 Nov
found 5 hours ago
Return direct flight included
London (LHR) to Key West (EYW)
9.4/10 Exceptional! (1,255 reviews)
We love staying here everything is 10/10!

Reviewed on 12 Sept 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

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

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A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

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A two-story house with green shutters and a wooden balcony.

Key West Historic District

2 out of top 10 points of interest in this area

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.

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A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.

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A sunset over the ocean with scattered clouds.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

Find hotels in Uptown - Upper Duval

Top hotels in Beachside

Beachfront 2BDR Condo, Pool & Hot Tub w/ Ocean Views | Papaya Place by AvantStay

Beachfront 2BDR Condo, Pool & Hot Tub w/ Ocean Views | Papaya Place by AvantStay

Key West FL
8.8/10 Excellent! (57 reviews)
"Clean, and communication with host was excellent."

Reviewed on 14 Jan 2026

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Beachfront 2BDR Condo, Pool & Hot Tub w/ Ocean Views | Papaya Place by AvantStay
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
£175
20 Sept - 21 Sept
includes taxes & fees
8.6/10 Excellent! (3,584 reviews)
"Nice place but no water access and not worth the money. Rooms are very small and TV didn't work. Very little parking at the complex we stayed at."

Reviewed on 12 Sept 2026

Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
£143
13 Sept - 14 Sept
includes taxes & fees
Beachside Resort & Residences
See all 2,754 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.
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Where to go when
Where to go when

Stay near popular Beachside attractions

Smathers Beach

8.4/10 (8,320 reviews)
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
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Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

£33
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

£41
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Key West Parasailing Downtown

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides

£59
per traveller
92% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
See all activities in Key West

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.