Beachside Vacations from $757

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The Latest Beachside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West
Kona Kai Oasis
Oceans Edge Key West Resort, Hotel & Marina
The Key West Hotel
Hyatt Vacation Club at Windward Pointe, Key West

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Where to stay in Beachside

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

Beachside Hotel Deals

GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

Key West FL
9.8/10 Exceptional! (33 reviews)
The location was awesome and the property manager was wonderful.

Reviewed on Sep 30, 2025

GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $211 total per night from Dec 2 to Dec 3
$211 total
Dec 2 - Dec 3
Total with taxes and fees
8.6/10 Excellent! (1,720 reviews)
Great room, restaurant, and shuttle!

Reviewed on Nov 26, 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $164 total per night from Nov 30 to Dec 1
$164 total
Nov 30 - Dec 1
Total with taxes and fees
7.8/10 Good! (1,730 reviews)
Everything was beautiful and it was a pleasure to stay there. Will stay again.

Reviewed on Nov 25, 2025

Blue Flamingo Resort Key West
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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Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.