Key West Hotels

Key West Hotels with Pools

Key West, FL
Check-in
Check-out
Bundle with KAYAK |

Let KAYAK do the searching

Save on your next stay

Search and compare hundreds of travel sites at once for pool hotels in Key West, Florida

We’re completely free to use – no hidden charges or fees

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 75 hotels
$328+
Check-in
Check-out
The Gardens Hotel

The Gardens Hotel

Excellent, 158 reviews
#2 out of 75 hotels
$412+
Check-in
Check-out
The Guesthouses at Southernmost Beach Resort - Adults only

The Guesthouses at Southernmost Beach Resort - Adults only

Excellent, 1 review
#3 out of 75 hotels
$437+
Check-in
Check-out
Almond Tree Inn

Almond Tree Inn

Excellent, 290 reviews
#4 out of 75 hotels
$423+
Check-in
Check-out
Hyatt Residence Club Key West, Sunset Harbor

Hyatt Residence Club Key West, Sunset Harbor

Excellent, 2 reviews
#5 out of 75 hotels
$358+
Check-in
Check-out
Marreros Guest Mansion - Adult Only

Marreros Guest Mansion - Adult Only

Excellent, 140 reviews
#6 out of 75 hotels
$330+
Check-in
Check-out
Orchid Key Inn

Orchid Key Inn

Excellent, 263 reviews
#7 out of 75 hotels
$424+
Check-in
Check-out
H2O Suites- Adults Only

H2O Suites- Adults Only

Excellent, 523 reviews
#8 out of 75 hotels
$513+
Check-in
Check-out
The Mermaid & The Alligator

The Mermaid & The Alligator

Excellent, 180 reviews
#9 out of 75 hotels
$401+
Check-in
Check-out
Island City House Hotel

Island City House Hotel

Excellent, 631 reviews
#10 out of 75 hotels
$366+
Check-in
Check-out
Santa Maria Suites

Santa Maria Suites

Excellent, 582 reviews
#11 out of 75 hotels
$593+
Check-in
Check-out
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

Excellent, 1,082 reviews
#12 out of 75 hotels
$369+
Check-in
Check-out
Southernmost Point Guest House

Southernmost Point Guest House

Excellent, 1,153 reviews
#13 out of 75 hotels
$348+
Check-in
Check-out
Hyatt Residence Club Key West, Windward Pointe

Hyatt Residence Club Key West, Windward Pointe

Excellent, 735 reviews
#14 out of 75 hotels
$454+
Check-in
Check-out
Truman Hotel

Truman Hotel

Excellent, 2,769 reviews
#15 out of 75 hotels
$258+
Check-in
Check-out
The Capitana Key West

The Capitana Key West

Excellent, 2,486 reviews
#16 out of 75 hotels
$404+
Check-in
Check-out
Hyatt Residence Club Key West, Beach House

Hyatt Residence Club Key West, Beach House

Excellent, 692 reviews
#17 out of 75 hotels
$426+
Check-in
Check-out
Douglas House

Douglas House

Excellent, 2,515 reviews
#18 out of 75 hotels
$291+
Check-in
Check-out
Carey's Corner #10 by Brightwild

Carey's Corner #10 by Brightwild

Excellent, 13 reviews
#19 out of 75 hotels
$340+
Check-in
Check-out
The Inn On Fleming

The Inn On Fleming

Excellent, 485 reviews
#20 out of 75 hotels
$296+
Check-in
Check-out
The Garden House

The Garden House

Excellent, 391 reviews
#21 out of 75 hotels
$245+
Check-in
Check-out
The Laureate Key West

The Laureate Key West

Excellent, 2,170 reviews
#22 out of 75 hotels
$280+
Check-in
Check-out
Ambrosia Key West

Ambrosia Key West

Excellent, 828 reviews
#23 out of 75 hotels
$353+
Check-in
Check-out
Westwinds Inn

Westwinds Inn

Excellent, 1,127 reviews
#24 out of 75 hotels
$318+
Check-in
Check-out
The Casablanca Hotel

The Casablanca Hotel

Excellent, 566 reviews
#25 out of 75 hotels
$263+
Check-in
Check-out
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Excellent, 25 reviews
#26 out of 75 hotels
$474+
Check-in
Check-out
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

Excellent, 292 reviews
#27 out of 75 hotels
$316+
Check-in
Check-out
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Excellent, 1,196 reviews
#28 out of 75 hotels
$296+
Check-in
Check-out
Blue Marlin Motel

Blue Marlin Motel

Excellent, 4,608 reviews
#29 out of 75 hotels
$234+
Check-in
Check-out
Rose Lane Villas

Rose Lane Villas

Excellent, 265 reviews
#30 out of 75 hotels
$439+
Check-in
Check-out
Duval House

Duval House

Excellent, 858 reviews
#31 out of 75 hotels
$245+
Check-in
Check-out
La Pensione Inn - Adult Exclusive

La Pensione Inn - Adult Exclusive

Excellent, 605 reviews
#32 out of 75 hotels
$315+
Check-in
Check-out
Harborside Motel & Marina

Harborside Motel & Marina

Excellent, 1,519 reviews
#33 out of 75 hotels
$246+
Check-in
Check-out
Opal Key Resort & Marina

Opal Key Resort & Marina

Excellent, 1,468 reviews
#34 out of 75 hotels
$485+
Check-in
Check-out
Silver Palms Inn

Silver Palms Inn

Excellent, 3,093 reviews
#35 out of 75 hotels
$340+
Check-in
Check-out
Weatherstation Inn

Weatherstation Inn

Excellent, 228 reviews
#36 out of 75 hotels
$291+
Check-in
Check-out
Hampton Inn Key West Fl

Hampton Inn Key West Fl

Excellent, 1,733 reviews
#37 out of 75 hotels
$318+
Check-in
Check-out
Ocean Key Resort & Spa, a Noble House Resort

Ocean Key Resort & Spa, a Noble House Resort

Excellent, 154 reviews
#38 out of 75 hotels
$538+
Check-in
Check-out
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

Excellent, 678 reviews
#39 out of 75 hotels
$346+
Check-in
Check-out
The Saint Hotel Key West Autograph Collection

The Saint Hotel Key West Autograph Collection

Excellent, 38 reviews
#40 out of 75 hotels
$335+
Check-in
Check-out
New Orleans House - Gay Male Adult Guesthouse

New Orleans House - Gay Male Adult Guesthouse

Excellent, 290 reviews
#41 out of 75 hotels
$224+
Check-in
Check-out
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Excellent, 2,466 reviews
#42 out of 75 hotels
$338+
Check-in
Check-out
Coconut Mallory Resort and Marina

Coconut Mallory Resort and Marina

Excellent, 285 reviews
#43 out of 75 hotels
$290+
Check-in
Check-out
Eden House

Eden House

Excellent, 1,090 reviews
#44 out of 75 hotels
$271+
Check-in
Check-out
Duval Inn

Duval Inn

Excellent, 894 reviews
#45 out of 75 hotels
$292+
Check-in
Check-out
Margaritaville Beach House Key West

Margaritaville Beach House Key West

Excellent, 1,191 reviews
#46 out of 75 hotels
$375+
Check-in
Check-out
Hyatt Centric Key West Resort And Spa

Hyatt Centric Key West Resort And Spa

Excellent, 631 reviews
#47 out of 75 hotels
$499+
Check-in
Check-out
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

Excellent, 847 reviews
#48 out of 75 hotels
$347+
Check-in
Check-out
Authors Key West Guesthouse

Authors Key West Guesthouse

Excellent, 1,258 reviews
#49 out of 75 hotels
$246+
Check-in
Check-out
Pescado Penthouse On Duval

Pescado Penthouse On Duval

Excellent, 40 reviews
#50 out of 75 hotels
$289+
Check-in
Check-out
Southwinds Motel

Southwinds Motel

Excellent, 2,105 reviews
#51 out of 75 hotels
$236+
Check-in
Check-out
Pier House Resort & Spa

Pier House Resort & Spa

Excellent, 657 reviews
#52 out of 75 hotels
$570+
Check-in
Check-out
Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront

Excellent, 285 reviews
#53 out of 75 hotels
$305+
Check-in
Check-out
Havana Cabana at Key West

Havana Cabana at Key West

Excellent, 1,301 reviews
#54 out of 75 hotels
$252+
Check-in
Check-out
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Excellent, 1,083 reviews
#55 out of 75 hotels
$386+
Check-in
Check-out
The Palms Hotel

The Palms Hotel

Excellent, 2,145 reviews
#56 out of 75 hotels
$286+
Check-in
Check-out
Wicker Guesthouse

Wicker Guesthouse

Good, 2,932 reviews
#57 out of 75 hotels
$276+
Check-in
Check-out
El Patio Motel

El Patio Motel

Good, 2,327 reviews
#58 out of 75 hotels
$208+
Check-in
Check-out
Pegasus International Hotel

Pegasus International Hotel

Good, 1,210 reviews
#59 out of 75 hotels
$254+
Check-in
Check-out
Suite Dreams Inn by the Beach

Suite Dreams Inn by the Beach

Good, 29 reviews
#60 out of 75 hotels
$281+
Check-in
Check-out
Fairfield Inn & Suites by Marriott Key West at The Keys Collection

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

Good, 2,160 reviews
#61 out of 75 hotels
$250+
Check-in
Check-out
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

Good, 796 reviews
#62 out of 75 hotels
$282+
Check-in
Check-out
NYAH Key West - Adult Exclusive

NYAH Key West - Adult Exclusive

Good, 2,011 reviews
#63 out of 75 hotels
$127+
Check-in
Check-out
Colors On White

Colors On White

Good, 124 reviews
#64 out of 75 hotels
$260+
Check-in
Check-out
The Southernmost Inn-Adults Only

The Southernmost Inn-Adults Only

Good, 1,522 reviews
#65 out of 75 hotels
$270+
Check-in
Check-out
Fairfield Inn & Suites by Marriott Key West

Fairfield Inn & Suites by Marriott Key West

Good, 36 reviews
#66 out of 75 hotels
$289+
Check-in
Check-out
La Concha Key West

La Concha Key West

Good, 676 reviews
#67 out of 75 hotels
$333+
Check-in
Check-out
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

Good, 361 reviews
#68 out of 75 hotels
$538+
Check-in
Check-out
The Gates Hotel Key West

The Gates Hotel Key West

Good, 1,540 reviews
#69 out of 75 hotels
$278+
Check-in
Check-out
Ibis Bay Resort

Ibis Bay Resort

Good, 2,701 reviews
#70 out of 75 hotels
$297+
Check-in
Check-out
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Good, 1,441 reviews
#71 out of 75 hotels
$248+
Check-in
Check-out
24 North Hotel Key West

24 North Hotel Key West

Good, 1,578 reviews
#72 out of 75 hotels
$267+
Check-in
Check-out
Southernmost Beach Resort

Southernmost Beach Resort

Good, 17 reviews
#73 out of 75 hotels
$441+
Check-in
Check-out
An Island Oasis

An Island Oasis

Good, 1 review
#74 out of 75 hotels
$259+
Check-in
Check-out
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

Okay, 372 reviews
#75 out of 75 hotels
$536+
Check-in
Check-out
Hotels United States Florida Key West Pool