Saddlebunch Keys Vacations from $583
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The Latest Saddlebunch Keys vacation packages
Price found within the past 48 hours. Click for updated prices.
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Old Town Key West
Save 100% on your flight
Price was $2,811, price is now $2,029 per person
$2,029
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
No reviews
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $1,829, price is now $1,338 per person
$1,338
per person
Sep 23 - 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
Pier House Resort & Spa
Key West Historic District
Price was $1,635, price is now $1,218 per person
$1,218
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,199 reviews)
Very nice place with great food and excellent customer service. We had a wonderful experience and would definitely return.
Reviewed on Jul 15, 2026
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Old Town Key West
Price was $2,202, price is now $1,646 per person
$1,646
per person
Oct 3 - Oct 8
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
10/10 Exceptional! (6 reviews)
Although not on the beach you are a ten min bike ride from most. All restaurants Duval has to offer. The house is cute, clean and the back yard is awesome. We will stay again nextime!
Reviewed on Nov 24, 2025
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See all available trips from Columbus to Saddlebunch Keys
View all tripsSaddlebunch Keys Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$213 nightly
The price is $240 total per night from Aug 16 to Aug 17
$240 total
Aug 16 - Aug 17
Total with taxes and fees
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$225 nightly
The price is $253 total per night from Aug 10 to Aug 11
$253 total
Aug 10 - Aug 11
Total with taxes and fees
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $201 total per night from Aug 16 to Aug 17
$201 total
Aug 16 - Aug 17
Total with taxes and fees
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
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- Smathers Beach
- Old Town Key West Vacations
- Sombrero Beach
- Robbie's
- Key West Burlesque Theater
- Bahama Village Vacations
- Sunset Key Vacations
- Key West Vacations
- Waterfront Playhouse
- Sails To Rails Museum at Flagler Station
- Jackson Square
- Schooner Western Union
- Key West Butterfly and Nature Conservatory
- Stock Island Yacht Club & Marina
- South Beach
- Fort Zachary Taylor Historic State Park
- Key West Lighthouse and Keeper's Quarters Museum
- Tennessee Williams Key West Exhibit
- Museum of Art & History at the Custom House
- Mallory Square
- Key West National Wildlife Refuge
- Duval Street
- Fort East Martello Museum and Gallery
- Visit Downtown Key West
- The Kite House
- Mallory Dock
- Key West Tropical Forest and Botanical Garden
- Key West Shipwreck Museum
- Key West Firehouse Museum
- All inclusive Vacation Packages Key West
- Key West Historic District Vacations
- Upper Sugarloaf Sound
- Visit Sugarloaf Key
- Ernest Hemingway Home and Museum
- Southernmost Point
- Boca Chica Nude Beach
- Visit Big Pine Key
- Harry S. Truman Little White House
- Clarence S. Higgs Memorial Beach Park
- Saint Mary Star of the Sea
- San Carlos Institute - Casa Cuba
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
