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
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $223 total per night from Oct 4 to Oct 5
$223 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 ...
"Everything was exceptional"
Reviewed on Sep 13, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $187 total per night from Sep 28 to Sep 29
$187 total
Sep 28 - Sep 29
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 ...
"Staff very friendly and helpful. Really enjoyed our stay. Very clean and up to date. Great vibe.. amazing pool. Not as close as we thought to Duvall but not a problem with renting golf cart. Would stay here again in a heart beat"
Reviewed on Sep 11, 2026
Pier House Resort & Spa
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$306 nightly
The price is $344 total per night from Sep 23 to Sep 24
$344 total
Sep 23 - Sep 24
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. ...
"Best location in Key West. The private beach and service on the beach are the best"
Reviewed on Sep 13, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$287 nightly
The price is $323 total per night from Sep 22 to Sep 23
$323 total
Sep 22 - Sep 23
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 ...
"Beautiful property very well maintained and staff was great. Will definitely go again and recommend this."
Reviewed on Sep 13, 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 14 to Sep 15
$146 total
Sep 14 - Sep 15
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 ...
"Clean room"
Reviewed on Sep 13, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $269 total per night from Sep 27 to Sep 28
$269 total
Sep 27 - Sep 28
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 ...
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 14 to Sep 15
$180 total
Sep 14 - Sep 15
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 ...
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 Sep 28 to Sep 29
$263 total
Sep 28 - Sep 29
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, ...
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 14 to Sep 15
$208 total
Sep 14 - Sep 15
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
Southernmost Beach Resort and Guesthouses
4 out of 5
Posted 2 hours ago
Travelocity Verified Review
"The pool closest to our room was closed due to renovations. This made it very difficult to get to the beach and the beach bar as you couldn't go through that area. Also the nasty smelly seaweed was all over the beach and you couldn't use the beach or go into the water. The smell was horrible and you relly didn't want to be outside at this end of the resort. They finally started cleaning it up the second day we were there but you still could't use the beach or the water access because of the massive cleanup and the still was worse when they were cleaning it up. I didn't find this to be the case with the resort across the way and their guests were able to use their beach and go into the water there. They said they do a daily very early morning cleanup so their guest can enjoy the water access."
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
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