
Saddlebunch Keys Vacations from $1,194
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
The Latest Saddlebunch Keys 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 $1,902, price is now $1,194 per person
$1,194
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.4/10 Exceptional! (1,098 reviews)
The room and balcony were fantastic. The pool, grounds, and view of the ocean were lovely. The staff was super welcoming and friendly when we arrived. We enjoyed the close restaurant and walking path right across the street.
Reviewed on May 28, 2026

Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $2,604, price is now $1,695 per person
$1,695
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.4/10 Exceptional! (1,060 reviews)
Booked the hotel for my bachelorette ~10 girls two rooms, a little far from duval so Ubers were annoying and too many main roads for a good bike ride experience but the pool was gorgeous, boat dock left right behind property, plenty of getting ready space, staff was sooo accommodating letting us check in early and holding our bags before/after the airport arrival and departure. Very clean room, fresh towels every morning, spacious room and bathroom.
Reviewed on May 31, 2026

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $3,094, price is now $2,020 per person
$2,020
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.2/10 Wonderful! (556 reviews)
Our room was spacious and clean, with a bag of Key Lime cookies waiting for us on arrival. We appreciated boxed instead of bottled water that was always available in-room at no extra cost. But the thing we enjoyed most was the secluded Bali Bar, which was hidden away from busy Duvall Street. The live music was excellent and the. bar tenders were very accommodating. There are many hotels and places to stay in Key West but we would definitely return to this one. Highly recommend!
Reviewed on May 18, 2026

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,892, price is now $1,346 per person
$1,346
per person
Jul 21 - Jul 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9/10 Wonderful! (1,865 reviews)
Oceans edge is a must stay for any that’s traveling to Key West I highly recommend this property wonderful staff cleanliness.
Reviewed on May 31, 2026

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Old Town Key West
Save 100% on your flight
Price was $3,769, price is now $2,684 per person
$2,684
per person
Aug 18 - Aug 24
just found
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
10/10 Exceptional! (1 review)
Loved the closeness to Duval st and the privacy
Reviewed on Oct 17, 2025
Don't see what you're looking for?
See all available trips from Des Moines to Saddlebunch Keys
View all tripsSaddlebunch Keys Hotel Deals

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$187 nightly
The price is $210 total per night from Jun 30 to Jul 1
$210 total
Jun 30 - Jul 1
Total with taxes and fees
8.4/10 Very Good! (2,324 reviews)
"Very disappointing, read why. If a hot tub/real restaurants are important/necessary to you, do not book here. They claim there is a hot tub on the premises, it is actually a 7 minute walk to a completely different hotel. (The properties are owned by the same company,this is false advertising. When ..."
Reviewed on May 31, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $294 total per night from Jun 8 to Jun 9
$294 total
Jun 8 - Jun 9
Total with taxes and fees
8.8/10 Excellent! (3,344 reviews)
"Overall, we were very happy with our stay. The staff were extremely responsive to text requests and the food and bar beverages were very good and fairly priced. My only feedback is 1 - I purposely booked this hotel because it was one of the only ones with private beach access. Unfortunately, the ..."
Reviewed on May 31, 2026

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$268 nightly
The price is $302 total per night from Jun 15 to Jun 16
$302 total
Jun 15 - Jun 16
Total with taxes and fees
8.8/10 Excellent! (1,806 reviews)
"Very friendly, clean shuttle to town."
Reviewed on May 30, 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.
Find the Best Saddlebunch Keys Vacation Packages
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















