Hotels in Key West, FL with pool

We book 372 properties in Key West that have a pool, out of 590 we can price and reserve there. Most of them are 4-star, though the range runs 2 to 5. The best reviewed is Sunnyside Up, at 9.0 out of 10.

372 hotels in Key West, FL with pool

48 of 372 properties

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Sunnyside Up 9.0 (4)

Key West · 0.7 km from centre

check-in from 04:00 PM

Same rate as booking direct

Superb4 reviews9.0

Southernmost Inn Adult Exclusive 8.0 (2,089)

Key West · 0.7 km from centre

check-in from 04:00 PM

Same rate as booking direct

Very good2,089 reviews8.0

Pegasus International Hotel 8.0 (1,189)

Key West · 0.5 km from centre

check-in from 04:00 PM

Same rate as booking direct

Very good1,189 reviews8.0

Kona Kai Oasis 8.0 (136)

Key West · 0.8 km from centre

check-in from 04:00 PM

Same rate as booking direct

Very good136 reviews8.0

Curry House - Rooms 3 & 4

Key West · 0.4 km from centre

check-in from 04:00 PM

Same rate as booking direct

Honey Bun Hideaway 7.0 (1)

Key West · 0.8 km from centre

check-in from 04:00 PM

Same rate as booking direct

Good1 review7.0

Key Lime Cottage 7.0 (2)

Key West · 0.8 km from centre

check-in from 04:00 PM

Same rate as booking direct

Good2 reviews7.0

Grand Maloney Hotel 7.2 (5)

Key West · 0.8 km from centre

Same rate as booking direct

Good5 reviews7.2

The Reach Key West, Curio Collection by Hilton 7.9 (671)

Key West · 0.9 km from centre

check-in from 04:00 PM

Same rate as booking direct

Good671 reviews7.9

Hilton Garden Inn Key West / The Keys Collection 7.8 (1,715)

Key West · 4.8 km from centre

check-in from 04:00 PM

Same rate as booking direct

Good1,715 reviews7.8

Ibis Bay Resort 7.8 (2,614)

Key West · 3.2 km from centre

check-in from 04:00 PM

Same rate as booking direct

Good2,614 reviews7.8

Casa Marina Key West, Curio Collection by Hilton 7.7 (815)

Key West · 1.1 km from centre

check-in from 04:00 PM

Same rate as booking direct

Good815 reviews7.7

Exceptional

Key West Villas 9.9 (429)

Key West · 0.4 km from centre

check-in from 03:00 PM

Same rate as booking direct

Exceptional429 reviews9.9

Southernmost Point Guest House & Garden Bar 9.3 (1,549)

Key West · 0.9 km from centre

check-in from 03:00 PM

Same rate as booking direct

Superb1,549 reviews9.3

The Speakeasy Inn and Rum Bar 9.4 (403)

Key West · 0.6 km from centre

check-in from 03:00 PM

Same rate as booking direct

Superb403 reviews9.4

Key West Harbor Inn - Adults Only 9.3 (353)

Key West · 0.8 km from centre

check-in from 03:00 PM

Same rate as booking direct

Superb353 reviews9.3

Exceptional

The Conch House Heritage Inn 9.6 (98)

Key West · 0.3 km from centre

check-in from 03:00 PM

Same rate as booking direct

Exceptional98 reviews9.6

Exceptional

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly 9.8 (64)

Key West · 0.7 km from centre

check-in from 03:00 PM

Same rate as booking direct

Exceptional64 reviews9.8

Duval Gardens at Southernmost Beach Resort – Adults Only 9.4 (123)

Key West · 0.8 km from centre

check-in from 03:00 PM

Same rate as booking direct

Superb123 reviews9.4

The Capitana Key West 9.0 (3,781)

Key West · 2.1 km from centre

check-in from 04:00 PM

Same rate as booking direct

Superb3,781 reviews9.0

Courtney's Place Historic Cottages & Inns 9.0 (1,081)

Key West · 0.2 km from centre

check-in from 03:00 PM

Same rate as booking direct

Superb1,081 reviews9.0

Coco Plum Inn 9.0 (718)

Key West · 0.6 km from centre

check-in from 03:00 PM

Same rate as booking direct

Superb718 reviews9.0

The Casablanca Hotel 9.0 (679)

Key West · 0.4 km from centre

check-in from 03:00 PM

Same rate as booking direct

Superb679 reviews9.0

Exceptional

Marreros Guest Mansion - Adult Only 9.5 (80)

Key West · 0.6 km from centre

check-in from 03:00 PM

Same rate as booking direct

Exceptional80 reviews9.5

Weatherstation Inn 9.2 (160)

Key West · 0.9 km from centre

check-in from 03:00 PM

Same rate as booking direct

Superb160 reviews9.2

Exceptional

LA TE DA Hotel - Adults Only 9.8 (49)

Key West · 0.6 km from centre

check-in from 03:00 PM

Same rate as booking direct

Exceptional49 reviews9.8

Truman Hotel 8.9 (4,229)

Key West · 0.3 km from centre

check-in from 03:00 PM

Same rate as booking direct

Fabulous4,229 reviews8.9

Exceptional

Andrews Inn & Garden Cottages 9.6 (51)

Key West · 0.5 km from centre

check-in from 03:00 PM

Same rate as booking direct

Exceptional51 reviews9.6

Marrero's Guest Mansion 9.2 (102)

Key West · 0.6 km from centre

check-in from 03:00 PM

Same rate as booking direct

Superb102 reviews9.2

Authors of Key West Guest House 9.0 (203)

Key West · 0.6 km from centre

check-in from 03:00 PM

Same rate as booking direct

Superb203 reviews9.0

Blue Marlin Motel 8.8 (5,792)

Key West · 0.8 km from centre

check-in from 03:00 PM

Same rate as booking direct

Fabulous5,792 reviews8.8

Alexander Palms Court - No Hidden Resort Fees! 8.8 (1,146)

Key West · 0.7 km from centre

check-in from 03:00 PM

Same rate as booking direct

Fabulous1,146 reviews8.8

La Pensione Inn - Adult Exclusive 8.8 (901)

Key West · 0.3 km from centre

check-in from 04:00 PM

Same rate as booking direct

Fabulous901 reviews8.8

Exceptional

Orchid Bay Condo - Pool - Old Town - Walk to Duval 9.7 (36)

Key West · 0.5 km from centre

check-in from 04:00 PM

Same rate as booking direct

Exceptional36 reviews9.7

Grand Marina Suite -Waterfront Condo 8.9 (116)

Key West · 7.2 km from centre

check-in from 04:00 PM

Same rate as booking direct

Fabulous116 reviews8.9

Rose Lane Villas 8.7 (277)

Key West · 0.7 km from centre

check-in from 04:00 PM

Same rate as booking direct

Fabulous277 reviews8.7

Opal Key Resort & Marina 8.6 (1,598)

Key West · 1 km from centre

check-in from 04:00 PM

Same rate as booking direct

Fabulous1,598 reviews8.6

Lighthouse Hotel - Key West Historic Inns 8.6 (1,027)

Key West · 0.6 km from centre

check-in from 04:00 PM

Same rate as booking direct

Fabulous1,027 reviews8.6

Exceptional

Papa's Hideaway 9.6 (27)

Key West · 0.8 km from centre

check-in from 04:00 PM

Same rate as booking direct

Exceptional27 reviews9.6

Coconut Beach Resort 8.8 (63)

Key West · 1 km from centre

check-in from 04:00 PM

Same rate as booking direct

Fabulous63 reviews8.8

Coconut Mallory Resort and Marina 8.5 (308)

Key West · 4.9 km from centre

check-in from 04:00 PM

Same rate as booking direct

Very good308 reviews8.5

Keys Please! 9.8 (15)

Key West · 0.7 km from centre

check-in from 04:00 PM

Same rate as booking direct

Exceptional15 reviews9.8

NYAH Key West - Adults Only 8.4 (242)

Key West · 0.5 km from centre

check-in from 04:00 PM

Same rate as booking direct

Very good242 reviews8.4

St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock 9.6 (11)

Key West · 1 km from centre

check-in from 04:00 PM

Same rate as booking direct

Exceptional11 reviews9.6

Eleuthera - 2x2 Fully Updated Old Town Waterfront Corner Condo 9.2 (15)

Key West · 1 km from centre

check-in from 04:00 PM

Same rate as booking direct

Superb15 reviews9.2

Fitch Lodge - Key West Historic Inns 8.3 (578)

Key West · 0.7 km from centre

check-in from 04:00 PM

Same rate as booking direct

Very good578 reviews8.3

Andros - Spacious 2x2 Waterfront Condo 9.8 (8)

Key West · 1 km from centre

check-in from 04:00 PM

Same rate as booking direct

Exceptional8 reviews9.8

Curacao - Large 2x2 Waterfront Condo Great View Pool & Dock 9.8 (8)

Key West · 1 km from centre

check-in from 04:00 PM

Same rate as booking direct

Exceptional8 reviews9.8

A pool is listed among each property's facilities. Outdoor pools in particular are often seasonal and the feed does not say when they close, so we check it is open for your dates.

Also in Key West

Pet friendly Step-free & accessible Free parking Every hotel inKey West

Need something the filter can’t check?

A filter reads a list of facilities. It cannot ring the property and ask whether the shower is step-free, whether the pool is open in November, or whether they will take a dog over 20kg. Say what you need and we will.

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