Bay Point Vacations from $498
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Bay Point Vacation
Say farewell to the worries of planning and hello to a Bay Point vacation package. With everything organized before you go, you can focus on discovering every inch of this city, starting with Lower Sugarloaf Key, which is great for families, views and nature. Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound are just a few of the many sights you'll want to check out during your trip to Bay Point. Whatever your travel plans or the size of your budget, organizing a tailored Bay Point vacation is a breeze with Expedia.
The Latest Bay Point 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
Price was $1,471, price is now $1,059 per person
$1,059
per person
Sep 1 - Sep 6
just found
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,150 reviews)
Great resort! Beautiful grounds, nice pool, good food and fun activities.
Reviewed on Jul 1, 2026
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $1,519, price is now $1,120 per person
$1,120
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Ibis Bay Beach Resort
Northside Resort
Price was $776, price is now $575 per person
$575
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8/10 Very Good! (2,299 reviews)
Unfortunately, our stay did not meet expectations. The bathroom was in poor condition. The sink was clogged, and the shower was very outdated. There were rusty screws sticking up from the shower floor, which felt unsafe and should be repaired.
Overall, the room was much more expensive than what the condition justified. For the price we paid for one night, I expected a much better-maintained room.
Reviewed on Jun 30, 2026
Where to stay in Bay Point
Find the best Bay Point areas and neighborhoods for the activities you enjoy most. Learn more about Bay Point
Old Town Key West
4 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.
Bay Point Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$249 nightly
The price is $280 total per night from Jul 6 to Jul 7
$280 total
Jul 6 - Jul 7
Total with taxes and fees
8.6/10 Excellent! (2,314 reviews)
"We booked a two bedroom suite. It was not as advertised. There was a primary entry and then a secondary entry to two separate rooms. One room was small and was only a bedroom. The second room was an actual suite with a master bedroom. With three small kids this was less than ideal. I spoke to staff ..."
Reviewed on Jun 30, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $207 total per night from Jul 5 to Jul 6
$207 total
Jul 5 - Jul 6
Total with taxes and fees
8.4/10 Very Good! (2,464 reviews)
"Did not like the rooms. They were like a motel set up"
Reviewed on Jul 1, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$248 nightly
The price is $278 total per night from Jul 14 to Jul 15
$278 total
Jul 14 - Jul 15
Total with taxes and fees
8.8/10 Excellent! (3,419 reviews)
"Beautiful resort ! Very clean ! The staff was amazing , everyone on the property was very friendly They always reached out from the front desk ( not a virtual assistant) to make sure you had all that you needed and to let you know about fun events they were having that day , thank you Frank ,Marilyn ..."
Reviewed on Jul 1, 2026
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.