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, 1 review
#1 out of 74 hotels
$329+
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The Gardens Hotel

The Gardens Hotel

Excellent, 158 reviews
#2 out of 74 hotels
$412+
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The Guesthouses at Southernmost Beach Resort - Adults only

The Guesthouses at Southernmost Beach Resort - Adults only

Excellent, 1 review
#3 out of 74 hotels
$453+
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Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

Excellent, 289 reviews
#4 out of 74 hotels
$425+
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Hyatt Residence Club Key West, Sunset Harbor

Hyatt Residence Club Key West, Sunset Harbor

Excellent, 2 reviews
#5 out of 74 hotels
$353+
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Marreros Guest Mansion - Adult Only

Marreros Guest Mansion - Adult Only

Excellent, 142 reviews
#6 out of 74 hotels
$328+
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Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

Excellent, 259 reviews
#7 out of 74 hotels
$422+
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H2O Suites- Adults Only

H2O Suites- Adults Only

Excellent, 517 reviews
#8 out of 74 hotels
$510+
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The Mermaid & Alligator

The Mermaid & Alligator

Excellent, 180 reviews
#9 out of 74 hotels
$404+
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Island City House Hotel

Island City House Hotel

Excellent, 631 reviews
#10 out of 74 hotels
$388+
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Santa Maria Suites

Santa Maria Suites

Excellent, 575 reviews
#11 out of 74 hotels
$585+
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Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

Excellent, 1,087 reviews
#12 out of 74 hotels
$337+
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Southernmost Point Guest House

Southernmost Point Guest House

Excellent, 1,157 reviews
#13 out of 74 hotels
$336+
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Carey's Corner #10 by Brightwild

Carey's Corner #10 by Brightwild

Excellent, 12 reviews
#14 out of 74 hotels
$336+
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Hyatt Residence Club Key West, Windward Pointe

Hyatt Residence Club Key West, Windward Pointe

Excellent, 731 reviews
#15 out of 74 hotels
$454+
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Truman Hotel

Truman Hotel

Excellent, 2,751 reviews
#16 out of 74 hotels
$280+
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The Capitana Key West

The Capitana Key West

Excellent, 2,467 reviews
#17 out of 74 hotels
$375+
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Hyatt Residence Club Key West, Beach House

Hyatt Residence Club Key West, Beach House

Excellent, 694 reviews
#18 out of 74 hotels
$422+
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Douglas House

Douglas House

Excellent, 2,499 reviews
#19 out of 74 hotels
$292+
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The Inn On Fleming

The Inn On Fleming

Excellent, 481 reviews
#20 out of 74 hotels
$296+
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The Garden House

The Garden House

Excellent, 391 reviews
#21 out of 74 hotels
$245+
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The Laureate Key West

The Laureate Key West

Excellent, 2,171 reviews
#22 out of 74 hotels
$277+
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Ambrosia Key West

Ambrosia Key West

Excellent, 827 reviews
#23 out of 74 hotels
$354+
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The Casablanca Hotel

The Casablanca Hotel

Excellent, 568 reviews
#24 out of 74 hotels
$287+
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The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Excellent, 25 reviews
#25 out of 74 hotels
$448+
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The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

Excellent, 289 reviews
#26 out of 74 hotels
$311+
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Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Excellent, 1,198 reviews
#27 out of 74 hotels
$309+
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Westwinds Inn

Westwinds Inn

Excellent, 1,142 reviews
#28 out of 74 hotels
$320+
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Blue Marlin Motel

Blue Marlin Motel

Excellent, 4,590 reviews
#29 out of 74 hotels
$234+
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Rose Lane Villas

Rose Lane Villas

Excellent, 261 reviews
#30 out of 74 hotels
$437+
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Duval House

Duval House

Excellent, 856 reviews
#31 out of 74 hotels
$245+
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La Pensione Inn - Adult Exclusive

La Pensione Inn - Adult Exclusive

Excellent, 597 reviews
#32 out of 74 hotels
$329+
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Harborside Motel & Marina

Harborside Motel & Marina

Excellent, 1,519 reviews
#33 out of 74 hotels
$246+
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Opal Key Resort & Marina

Opal Key Resort & Marina

Excellent, 1,470 reviews
#34 out of 74 hotels
$488+
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Silver Palms Inn

Silver Palms Inn

Excellent, 3,075 reviews
#35 out of 74 hotels
$341+
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Hampton Inn Key West Fl

Hampton Inn Key West Fl

Excellent, 1,725 reviews
#36 out of 74 hotels
$325+
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Ocean Key Resort & Spa, a Noble House Resort

Ocean Key Resort & Spa, a Noble House Resort

Excellent, 152 reviews
#37 out of 74 hotels
$500+
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Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

Excellent, 678 reviews
#38 out of 74 hotels
$347+
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The Saint Hotel Key West Autograph Collection

The Saint Hotel Key West Autograph Collection

Excellent, 38 reviews
#39 out of 74 hotels
$334+
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New Orleans House - Gay Male Adult Guesthouse

New Orleans House - Gay Male Adult Guesthouse

Excellent, 291 reviews
#40 out of 74 hotels
$224+
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Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Excellent, 2,421 reviews
#41 out of 74 hotels
$329+
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Authors Key West Guesthouse

Authors Key West Guesthouse

Excellent, 1,253 reviews
#42 out of 74 hotels
$246+
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Coconut Mallory Resort and Marina

Coconut Mallory Resort and Marina

Excellent, 283 reviews
#43 out of 74 hotels
$291+
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Eden House

Eden House

Excellent, 1,095 reviews
#44 out of 74 hotels
$288+
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Pescado Penthouse On Duval

Pescado Penthouse On Duval

Excellent, 38 reviews
#45 out of 74 hotels
$274+
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Margaritaville Beach House Key West

Margaritaville Beach House Key West

Excellent, 1,199 reviews
#46 out of 74 hotels
$382+
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Hyatt Centric Key West Resort And Spa

Hyatt Centric Key West Resort And Spa

Excellent, 635 reviews
#47 out of 74 hotels
$492+
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The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

Excellent, 840 reviews
#48 out of 74 hotels
$350+
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Havana Cabana at Key West

Havana Cabana at Key West

Excellent, 1,305 reviews
#49 out of 74 hotels
$219+
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Southwinds Motel

Southwinds Motel

Excellent, 2,097 reviews
#50 out of 74 hotels
$231+
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Pier House Resort & Spa

Pier House Resort & Spa

Excellent, 661 reviews
#51 out of 74 hotels
$554+
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Duval Inn

Duval Inn

Excellent, 896 reviews
#52 out of 74 hotels
$292+
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Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront

Excellent, 291 reviews
#53 out of 74 hotels
$303+
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Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Excellent, 1,088 reviews
#54 out of 74 hotels
$369+
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The Palms Hotel

The Palms Hotel

Excellent, 2,120 reviews
#55 out of 74 hotels
$288+
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Wicker Guesthouse

Wicker Guesthouse

Good, 2,911 reviews
#56 out of 74 hotels
$281+
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Pegasus International Hotel

Pegasus International Hotel

Good, 1,202 reviews
#57 out of 74 hotels
$254+
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El Patio Motel

El Patio Motel

Good, 2,308 reviews
#58 out of 74 hotels
$208+
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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, 2,179 reviews
#59 out of 74 hotels
$268+
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Suite Dreams Inn by the Beach

Suite Dreams Inn by the Beach

Good, 28 reviews
#60 out of 74 hotels
$282+
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DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

Good, 800 reviews
#61 out of 74 hotels
$278+
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NYAH Key West - Adult Exclusive

NYAH Key West - Adult Exclusive

Good, 1,991 reviews
#62 out of 74 hotels
$126+
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Colors On White

Colors On White

Good, 126 reviews
#63 out of 74 hotels
$260+
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The Southernmost Inn-Adults Only

The Southernmost Inn-Adults Only

Good, 1,517 reviews
#64 out of 74 hotels
$274+
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La Concha Key West

La Concha Key West

Good, 687 reviews
#65 out of 74 hotels
$333+
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Fairfield Inn & Suites by Marriott Key West

Fairfield Inn & Suites by Marriott Key West

Good, 1,313 reviews
#66 out of 74 hotels
$291+
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The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

Good, 360 reviews
#67 out of 74 hotels
$547+
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The Gates Hotel Key West

The Gates Hotel Key West

Good, 1,524 reviews
#68 out of 74 hotels
$272+
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Ibis Bay Resort

Ibis Bay Resort

Good, 2,709 reviews
#69 out of 74 hotels
$283+
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Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Good, 1,453 reviews
#70 out of 74 hotels
$241+
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24 North Hotel Key West

24 North Hotel Key West

Good, 1,566 reviews
#71 out of 74 hotels
$268+
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Southernmost Beach Resort

Southernmost Beach Resort

Good, 17 reviews
#72 out of 74 hotels
$439+
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An Island Oasis

An Island Oasis

Good, 1 review
#73 out of 74 hotels
$278+
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Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

Okay, 376 reviews
#74 out of 74 hotels
$533+
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Hotels United States Florida Key West Pool