Beachside Vacations
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The Latest Beachside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
per person
Jul 28 - Jul 31
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (1,004 reviews)
I love that we could go to the beach and it had a great location for everything.
Reviewed on Jun 19, 2024
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
6.6/10 (1,006 reviews)
Besides they never cleaned our room but once in 5 days after calling/asking and running out of everything. They were happy to bring stuff but not clean was strange but would definitely stay here again. amazing place/resort. Love the adult pool.
Reviewed on Jun 8, 2024
The Marker Key West Harbor Resort
Key West Historic District
per person
Jul 28 - Jul 31
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (1,005 reviews)
The resort was beautiful, and the location was fantastic. Everything was in walking distance. We would definitely stay here again.
Reviewed on Jun 16, 2024
Where to stay in Beachside
Find the best Beachside areas and neighborhoods for the activities you enjoy most. Learn more about Beachside
Key West Historic District
4 out of top 10 points of interest in this area
4.5/5(4,033 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.
Beachside Hotel Deals
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $167 per night from Jun 24 to Jun 25
$167
$246 total
includes taxes & fees
Jun 24 - Jun 25
8.8/10 Excellent! (1,521 reviews)
"Our stay was wonderful! Property and rooms were very nice and clean. Balcony was added bonus overlooking the marina! Live music by the restaurant and included activities such as 1 hour kayaking tour and freestyle canvas painting. Definitely recommend renting a golf cart from Jerry at the Tikihut ..."
Reviewed on Jun 19, 2024
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $263 per night from Jul 17 to Jul 18
$263
$360 total
includes taxes & fees
Jul 17 - Jul 18
8.4/10 Very Good! (1,765 reviews)
"This location is right across the street from a beautiful blue water beach. You don’t need a car . Between the shuttle/ Ubers and the golf cart rental is fun. I took my daughter here for her 8th grade graudution gift. We had an amazing time. Everyone was very friendly and welcoming. Everything is ..."
Reviewed on Jun 19, 2024
Southernmost Beach Resort
1319 Duval Street, Key West, FL
Fully refundable
The price is $264 per night from Jul 7 to Jul 8
$264
$360 total
includes taxes & fees
Jul 7 - Jul 8
8.2/10 Very Good! (1,855 reviews)
"Wonderful resort. Staff is friendly, location is convenient. Only downside; parking space is limited."
Reviewed on Jun 19, 2024
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.
Explore other types of vacation packages
Discover the most popular places to visit in Beachside
Smathers Beach
4/5(1,151 reviews)
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
Things to do
Full-Day Trip to Key West from Miami
$75
Per adult
76% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
$42
Per adult
78% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.