Book Hotels in Saddlebunch Keys, FL
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Top Saddlebunch Keys hotels
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
$196 nightly
The price is $221 total per night from Oct 4 to Oct 5
$221 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack ...
"Great place to be, but nothing in the resort, not even a simple store with the essentials."
Reviewed on Sep 21, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$171 nightly
The price is $193 total per night from Sep 22 to Sep 23
$193 total
Sep 22 - Sep 23
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
"The pool was lovely and the Bartenders and Hotel staff were awesome"
Reviewed on Sep 20, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$234 nightly
The price is $263 total per night from Oct 4 to Oct 5
$263 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like a free airport shuttle. You'll appreciate the hot tub, ...
"Everything on the property was great. The only derogatory thing I have to say is the bathroom needs towel hooks. The bar on the shower door DOES NIT COUNT‼️"
Reviewed on Sep 21, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $180 total per night from Sep 22 to Sep 23
$180 total
Sep 22 - Sep 23
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate ...
"Was a great place beds could use a little upgrade"
Reviewed on Sep 20, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$267 nightly
The price is $301 total per night from Sep 29 to Sep 30
$301 total
Sep 29 - Sep 30
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
"Very convenient to the airport. They upgraded us to a suite which was a bit nicer than we thought our room would be. Rooms are nothing to write home about but not bad. We happened to pick a weekend that a motorcycle group was holding a bike competition so that increased the patronage for the weekend. ..."
Reviewed on Sep 20, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $146 total per night from Sep 22 to Sep 23
$146 total
Sep 22 - Sep 23
Total with taxes and fees
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool ...
"Property appears to either be in pre bankruptcy, about to be sold as is, or to be totally demolished for new construction. They also charged a "resort fee" of $30 per day above the Expedia charge which was not known until checkout."
Reviewed on Sep 21, 2026
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 Sep 28 to Sep 29
$253 total
Sep 28 - Sep 29
Total with taxes and fees
A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, along ...
Pier House Resort & Spa
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$308 nightly
The price is $346 total per night from Sep 28 to Sep 29
$346 total
Sep 28 - Sep 29
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$185 nightly
The price is $208 total per night from Sep 22 to Sep 23
$208 total
Sep 22 - Sep 23
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
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See all available properties in Saddlebunch Keys
View all propertiesLowest 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.
Recent Saddlebunch Keys hotel reviews by fellow wanderers
Margaritaville Beach House Key West
5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Everything on the property was great. The only derogatory thing I have to say is the bathroom needs towel hooks. The bar on the shower door DOES NIT COUNT‼️"
A verified traveler stayed at Margaritaville Beach House Key West
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