Beachside Vacation Packages
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Top Holiday Package Deals in Beachside
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
per person
Jul. 17 - Jul. 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Key West (EYW)
9/10 Wonderful! (1,508 reviews)
It was average. Sure did try to stick it ti me when I tried to stay an extra day.
Reviewed on Jun. 14, 2024
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
per person
Jul. 17 - Jul. 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Key West (EYW)
8.8/10 Excellent! (1,007 reviews)
Has its own beach, just walk downstairs, no driving or Uber required, No charge for umbrellas, beach chairs or towels. A bar, casual and formal dining right on the premises. Walkable to everything on Duval St. Has parking right there.
Reviewed on Jun. 13, 2024
Ibis Bay Beach Resort
Northside Resort
Save 100% on your flight
per person
Aug. 26 - Sep. 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
7.8/10 Good! (1,572 reviews)
The property is nice & clean. Staff were great! The bed was very uncomfortable, and the blinds very flimsy.
Reviewed on Jun. 14, 2024
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
per person
Aug. 26 - Sep. 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) 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
Winslow's Bungalows - Key West Historic Inns
Key West Historic District
Save 100% on your flight
per person
Aug. 26 - Sep. 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9/10 Wonderful! (727 reviews)
The bungalows and property are amazing and have very beautifully landscaped gardens. Great private bungalows nestled into a scenic tropical paradise. We also used the swimming pool every midday after touring numerous beaches, historic sites, and restaurants. It's perfectly located in the middle of Old Town where all the fun starts. You can Uber anywhere for around 10 dollars and they are only minutes away when requested. The only negative is the cleaning service was hit or miss, so request maid service every day. The staff is very helpful and quick to rectify any needs or issues.
Reviewed on Jun. 10, 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(156 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 CA $208 per night from Jun. 16 to Jun. 17
CA $208
CA $313 total
includes taxes & fees
Jun 16 - Jun 17
8.8/10 Excellent! (1,518 reviews)
"Very close to the action but far enough away when you want to relax."
Reviewed on Jun. 12, 2024
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $259 per night from Jul. 7 to Jul. 8
CA $259
CA $378 total
includes taxes & fees
Jul 7 - Jul 8
8.4/10 Very Good! (1,800 reviews)
"WE LOVED THE STAFF, EVERYONE WAS SO NICE & HELPFUL. THE BREAKFAST WAS DELICIOUS. THE COURTESY SHUTTLE WAS THE BEST."
Reviewed on Jun. 11, 2024
Southernmost Beach Resort
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $276 per night from Jun. 18 to Jun. 19
CA $276
CA $397 total
includes taxes & fees
Jun 18 - Jun 19
8.2/10 Very Good! (1,892 reviews)
"The resort itself was lovely, but the cleaning staff could do better. When they came, they refilled the water, made the beds and put new towels. However, they did not sweep up or vacuum the rooms at all - since we have access to beach and outside, dirt accumulates. We did our best by keeping shoes ..."
Reviewed on Jun. 10, 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(56 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
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $78
Per adult
86% of travellers recommend
Full-Day Trip to Key West from Miami
CA $102
Per adult
76% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
CA $57
Per adult
78% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.