Book Hotels in Saddlebunch Keys, FL
Cabins, apartments, houseboats! We offer comfortable & private vacation rentals
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check prices for these dates
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 ...
"Love the balcony setting, the rooms layout as well as the ocean view"
Reviewed on Sep 21, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $188 total per night from Sep 29 to Sep 30
$188 total
Sep 29 - Sep 30
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
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 ...
"A little annoyed at the gate that got locked (leading us to our room), and that the gate was not repaired during our stay, but that was the only real issue out of the entire stay."
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
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 ...
"Comfortable beds"
Reviewed on Sep 21, 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 ...
"Great"
Reviewed on Sep 21, 2026
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. ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$266 nightly
The price is $299 total per night from Sep 29 to Sep 30
$299 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 ...
Don't see what you're looking for?
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
Beachside Resort & Residences
5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Comfortable beds"
A verified traveler stayed at Beachside Resort & Residences
Explore More Ways to Travel with Travelocity
- Winslow's Bungalows - Key West Historic Inns
- LA TE DA Hotel - Adults Only
- New Orleans House - Gay Men Adult Resort
- NYAH Key West - Adults Only
- Hotels in Summerland Key
- Sunset Key Hotels
- Truman Annex Hotels
- Parrot Key Hotel & Villas
- Orchid Key Inn - Adults Only
- Opal Key Resort & Marina Key West
- Hilton Key West Resort & Marina
- Ocean Key Resort - A Noble House Resort
- Big Coppitt Key Hotels
- Sunshine Key RV Resort & Marina
- Hotels in Big Pine Key
- Casa Marina Hotels
- Hotels in Cow Key
- Downtown Key West Hotels
- Hotels near Duval Street
- Hotels near Ernest Hemingway Home and Museum
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near Harry S Truman Little White House
- Historic Seaport Hotels
- Bedandbreakfast in Key West
- Condos in Key West
- Casa Marina Key West Curio Collection by Hilton
- Budget in Key West
- Coconut Beach Resort
- Duval House
- Family Friendly in Key West
- H2O Suites - Adults Only
- Havana Cabana at Key West
- Heron House - Adult Only
- The Independent Inn - Formerly Heron House Court
- Suites in Key West
- Island City House Hotel
- Beachside Resort & Residences
- Ella's Cottages - Key West Historic Inns
- Lighthouse Hotel - Key West Historic Inns
- Key West Historic District Hotels
- Adults Only in Key West
- All-Inclusive in Key West
- Southernmost House - Adult Exclusive
- The Perry Hotel & Marina Key West
- The Marquesa Hotel
- The Marker Key West Harbor Resort
- The Laureate Key West
- The Gardens Hotel
- Southwinds Motel
- Southernmost Beach Resort and Guesthouses
- Simonton Court Historic Inn & Cottages
- Silver Palms Inn & Historic Homes
- Seashell Motel
- Pier House Resort & Spa
- Parmer's Resort
- Resorts in Key West
- Privatevacationhomes in Key West
- Hotels near Key West FL
- Hotels in Key West
- Wicker Guesthouse
- The Southernmost Inn - Adults Only
- Hotels near Mallory Square
- Hawks Cay Resort
- Isla Bella Beach Resort & Spa
- Tranquility Bay Beachfront Hotel and Resort
- Hotels in Marathon
- Old Town Key West Hotels
- Looe Key Reef Resort
- Hotels near Smathers Beach
- Hotels near Southernmost Point
- Sugar Loaf Lodge
- Sugarloaf Key Hotel at KOA Resort
- Amsterdam's Curry Mansion Inn
- Beach in Key West
- Flights to Key West
- Flights from St Louis (STL) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from Pittsburgh (PIT) to Key West (EYW)
- Flights from Philadelphia (PHL) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Milwaukee (MKE) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Newark (EWR) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Baltimore (BWI) to Key West (EYW)
- Flights from Nashville (BNA) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Alcoa (TYS) to Key West (EYW)
