Key West Hotels

Key West Hotels with Pools

Key West, FL
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Most popular hotels with a pool in Key West
Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

Excellent, 2 reviews
#1 out of 78 hotels
$206+
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The Gardens Hotel

The Gardens Hotel

Excellent, 171 reviews
#2 out of 78 hotels
$303+
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The Guesthouses at Southernmost Beach Resort - Adults only

The Guesthouses at Southernmost Beach Resort - Adults only

Excellent, 31 reviews
#3 out of 78 hotels
$330+
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The Mansion on the Sea - Southernmost House in the USA

The Mansion on the Sea - Southernmost House in the USA

Excellent, 16 reviews
#4 out of 78 hotels
$468+
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Marreros Guest Mansion - Adult Only

Marreros Guest Mansion - Adult Only

Excellent, 133 reviews
#5 out of 78 hotels
$336+
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Almond Tree Inn

Almond Tree Inn

Excellent, 275 reviews
#6 out of 78 hotels
$291+
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Santa Maria Suites

Santa Maria Suites

Excellent, 652 reviews
#7 out of 78 hotels
$381+
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Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

Excellent, 268 reviews
#8 out of 78 hotels
$285+
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Heron House Court - Adult Only

Heron House Court - Adult Only

Excellent, 16 reviews
#9 out of 78 hotels
$142+
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H2O Suites- Adults Only

H2O Suites- Adults Only

Excellent, 545 reviews
#10 out of 78 hotels
$382+
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The Mermaid & The Alligator

The Mermaid & The Alligator

Excellent, 190 reviews
#11 out of 78 hotels
$233+
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Island City House Hotel

Island City House Hotel

Excellent, 673 reviews
#12 out of 78 hotels
$233+
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Heron House - Adult Only

Heron House - Adult Only

Excellent, 17 reviews
#13 out of 78 hotels
$166+
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Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

Excellent, 1,162 reviews
#14 out of 78 hotels
$181+
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Southernmost Point Guest House

Southernmost Point Guest House

Excellent, 1,168 reviews
#15 out of 78 hotels
$193+
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Hyatt Residence Club Key West, Windward Pointe

Hyatt Residence Club Key West, Windward Pointe

Excellent, 801 reviews
#16 out of 78 hotels
$300+
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The Capitana Key West

The Capitana Key West

Excellent, 2,791 reviews
#17 out of 78 hotels
$304+
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Hyatt Residence Club Key West, Beach House

Hyatt Residence Club Key West, Beach House

Excellent, 627 reviews
#18 out of 78 hotels
$290+
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Douglas House

Douglas House

Excellent, 2,724 reviews
#19 out of 78 hotels
$186+
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The Inn On Fleming

The Inn On Fleming

Excellent, 512 reviews
#20 out of 78 hotels
$194+
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Truman Hotel

Truman Hotel

Excellent, 3,026 reviews
#21 out of 78 hotels
$224+
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Ambrosia Key West

Ambrosia Key West

Excellent, 833 reviews
#22 out of 78 hotels
$202+
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Courtney's Place Historic Cottages & Inns

Courtney's Place Historic Cottages & Inns

Excellent, 1,412 reviews
#23 out of 78 hotels
$168+
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The Casablanca Hotel

The Casablanca Hotel

Excellent, 626 reviews
#24 out of 78 hotels
$148+
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The Perry Hotel Key West

The Perry Hotel Key West

Excellent, 326 reviews
#25 out of 78 hotels
$201+
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The Laureate Key West

The Laureate Key West

Excellent, 2,219 reviews
#26 out of 78 hotels
$216+
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Westwinds Inn

Westwinds Inn

Excellent, 1,054 reviews
#27 out of 78 hotels
$196+
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Blue Marlin Motel

Blue Marlin Motel

Excellent, 4,832 reviews
#28 out of 78 hotels
$178+
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The Garden House

The Garden House

Excellent, 390 reviews
#29 out of 78 hotels
$142+
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Ocean Key Resort & Spa

Ocean Key Resort & Spa

Excellent, 189 reviews
#30 out of 78 hotels
$429+
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Rose Lane Villas

Rose Lane Villas

Excellent, 283 reviews
#31 out of 78 hotels
$246+
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Duval House

Duval House

Excellent, 926 reviews
#32 out of 78 hotels
$153+
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La Pensione Inn - Adult Exclusive

La Pensione Inn - Adult Exclusive

Excellent, 664 reviews
#33 out of 78 hotels
$174+
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Oceans Edge Key West

Oceans Edge Key West

Excellent, 1,399 reviews
#34 out of 78 hotels
$224+
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Harborside Motel & Marina

Harborside Motel & Marina

Excellent, 1,535 reviews
#35 out of 78 hotels
$190+
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Opal Key Resort & Marina

Opal Key Resort & Marina

Excellent, 1,570 reviews
#36 out of 78 hotels
$327+
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Hyatt Residence Club Key West, Sunset Harbor

Hyatt Residence Club Key West, Sunset Harbor

Excellent, 3 reviews
#37 out of 78 hotels
$209+
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The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Excellent, 138 reviews
#38 out of 78 hotels
$311+
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Silver Palms Inn

Silver Palms Inn

Excellent, 3,359 reviews
#39 out of 78 hotels
$190+
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Weatherstation Inn

Weatherstation Inn

Excellent, 235 reviews
#40 out of 78 hotels
$179+
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Hampton Inn Key West Fl

Hampton Inn Key West Fl

Excellent, 1,930 reviews
#41 out of 78 hotels
$203+
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Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

Excellent, 732 reviews
#42 out of 78 hotels
$257+
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New Orleans House - Gay Men Adult Resort

New Orleans House - Gay Men Adult Resort

Excellent, 270 reviews
#43 out of 78 hotels
$224+
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Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Excellent, 2,926 reviews
#44 out of 78 hotels
$224+
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Eden House

Eden House

Excellent, 1,063 reviews
#45 out of 78 hotels
$208+
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Hyatt Centric Key West Resort And Spa

Hyatt Centric Key West Resort And Spa

Excellent, 726 reviews
#46 out of 78 hotels
$353+
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Coconut Mallory Resort and Marina

Coconut Mallory Resort and Marina

Excellent, 243 reviews
#47 out of 78 hotels
$236+
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Beachside Resort & Residences

Beachside Resort & Residences

Excellent, 352 reviews
#48 out of 78 hotels
$218+
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Pier House Resort & Spa

Pier House Resort & Spa

Excellent, 705 reviews
#49 out of 78 hotels
$443+
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Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront

Excellent, 351 reviews
#50 out of 78 hotels
$170+
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The Saint Hotel Key West Autograph Collection

The Saint Hotel Key West Autograph Collection

Excellent, 41 reviews
#51 out of 78 hotels
$237+
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Margaritaville Beach House Key West

Margaritaville Beach House Key West

Excellent, 1,190 reviews
#52 out of 78 hotels
$290+
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The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

Excellent, 903 reviews
#53 out of 78 hotels
$186+
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Authors Key West Guesthouse

Authors Key West Guesthouse

Excellent, 1,330 reviews
#54 out of 78 hotels
$123+
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Havana Cabana at Key West

Havana Cabana at Key West

Excellent, 1,345 reviews
#55 out of 78 hotels
$214+
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Southwinds Motel

Southwinds Motel

Excellent, 2,185 reviews
#56 out of 78 hotels
$170+
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Duval Inn

Duval Inn

Excellent, 955 reviews
#57 out of 78 hotels
$222+
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The Palms Hotel

The Palms Hotel

Excellent, 2,317 reviews
#58 out of 78 hotels
$142+
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Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Excellent, 1,153 reviews
#59 out of 78 hotels
$245+
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Wicker Guesthouse

Wicker Guesthouse

Good, 2,972 reviews
#60 out of 78 hotels
$170+
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Pegasus International Hotel

Pegasus International Hotel

Good, 1,317 reviews
#61 out of 78 hotels
$208+
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Southernmost Beach Resort

Southernmost Beach Resort

Good, 73 reviews
#62 out of 78 hotels
$308+
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Suite Dreams Inn by the Beach

Suite Dreams Inn by the Beach

Good, 34 reviews
#63 out of 78 hotels
$222+
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El Patio Motel

El Patio Motel

Good, 2,474 reviews
#64 out of 78 hotels
$122+
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Fairfield Inn & Suites by Marriott Key West at The Keys Collection

Fairfield Inn & Suites by Marriott Key West at The Keys Collection

Good, 2,262 reviews
#65 out of 78 hotels
$176+
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DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

Good, 977 reviews
#66 out of 78 hotels
$191+
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NYAH Key West - Adult Exclusive

NYAH Key West - Adult Exclusive

Good, 2,112 reviews
#67 out of 78 hotels
$99+
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Colors On White

Colors On White

Good, 123 reviews
#68 out of 78 hotels
$152+
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The Southernmost Inn-Adults Only

The Southernmost Inn-Adults Only

Good, 1,673 reviews
#69 out of 78 hotels
$152+
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Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns

Good, 276 reviews
#70 out of 78 hotels
$221+
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La Concha Key West

La Concha Key West

Good, 960 reviews
#71 out of 78 hotels
$279+
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Fairfield Inn & Suites by Marriott Key West

Fairfield Inn & Suites by Marriott Key West

Good, 1,333 reviews
#72 out of 78 hotels
$172+
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The Gates Hotel Key West

The Gates Hotel Key West

Good, 1,835 reviews
#73 out of 78 hotels
$189+
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Ibis Bay Resort

Ibis Bay Resort

Good, 2,676 reviews
#74 out of 78 hotels
$170+
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The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

Good, 406 reviews
#75 out of 78 hotels
$377+
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Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Good, 1,551 reviews
#76 out of 78 hotels
$164+
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24 North Hotel Key West

24 North Hotel Key West

Good, 1,943 reviews
#77 out of 78 hotels
$192+
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Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

Good, 533 reviews
#78 out of 78 hotels
$360+
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Hotels United States Florida Key West Pool