Hotels with Pool in Key West
Florida
United States of America
Hotels with Pool
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Higgs Beach showing a beach and tropical scenes as well as a large group of people

Key West Hotel Guide - Hotels with Pool in Key West, Florida

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Top Key West Hotels with Pool

Our top choices for Key West hotels with a pool

3 outdoor pools, pool umbrellas, pool loungers

Breakfast, lunch, dinner served; American cuisine, beach views

Southernmost Beach Resort and Guesthouses

4.0 star property

Old Town Key West

8.6 out of 10, Excellent, (2698)

8.6/10

Excellent

(2698)

"Great stay awesome staff we will definitely stay here again. "

The price is €220

€220

includes taxes & fees

7 Sept - 8 Sept

Southernmost Beach Resort and Guesthouses

2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)

Blue Flamingo Resort Key West

4.0 star property

New Town

7.8 out of 10, Good, (1554)

7.8/10

Good

(1554)

"I would love to stay there again! "

The price is €157

€157

includes taxes & fees

21 Sept - 22 Sept

Blue Flamingo Resort Key West

Outdoor pool, pool umbrellas, pool loungers

Room, 2 Queen Beds, Ocean View | Living area

Hampton Inn Key West FL

2.5 star property

Key West

9.0 out of 10, Wonderful, (1219)

9.0/10

Wonderful

(1219)

"Excellent accommodations, clean and friendly staff . I would definitely stay here again. "

The price is €159

€159

includes taxes & fees

15 Sept - 16 Sept

Hampton Inn Key West FL

The Gates Hotel Key West Newly Renovated

4.0 star property

New Town

7.8 out of 10, Good, (1001)

7.8/10

Good

(1001)

"Beautiful resort!!"

The Gates Hotel Key West Newly Renovated

4 outdoor pools, pool umbrellas, pool loungers

Premium bedding, minibar, in-room safe, individually decorated

Parrot Key Hotel & Villas

4.0 star property

Northside Resort

9.0 out of 10, Wonderful, (1059)

9.0/10

Wonderful

(1059)

"Great view. Great staff and very clean"

The price is €173

€173

includes taxes & fees

1 Sept - 2 Sept

Parrot Key Hotel & Villas

Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

Silver Palms Inn

3.5 star property

Old Town Key West

9.2 out of 10, Wonderful, (1008)

9.2/10

Wonderful

(1008)

"Staff was very helpful and we enjoyed our stay"

The price is €138

€138

includes taxes & fees

24 Aug - 25 Aug

Silver Palms Inn

Outdoor pool, open 7:00 AM to 11 PM, pool umbrellas, pool loungers

Margaritaville Beach House Key West

4.0 star property

Key West

8.4 out of 10, Very good, (999)

8.4/10

Very good

(999)

"Everything was was great "

Margaritaville Beach House Key West

Outdoor pool, open 7:00 AM to 10:00 PM, free pool cabanas, pool loungers

Pool views, serves lunch, dinner and happy hour

Fairfield Inn and Suites by Marriott Key West

3.0 star property

New Town

7.8 out of 10, Good, (1141)

7.8/10

Good

(1141)

"Good place to stay"

The price is €135

€135

includes taxes & fees

14 Sept - 15 Sept

Fairfield Inn and Suites by Marriott Key West

The Southernmost Inn - Adults Only

3.0 star property

Old Town Key West

8.2 out of 10, Very good, (1164)

8.2/10

Very good

(1164)

"Very friendly staff. "

The price is €143

€143

includes taxes & fees

26 Aug - 27 Aug

The Southernmost Inn - Adults Only

Egyptian cotton sheets, premium bedding, down duvets, in-room safe

Daily cooked-to-order breakfast for a fee

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property

Stock Island

9.0 out of 10, Wonderful, (1726)

9.0/10

Wonderful

(1726)

"Beautiful property with amazing and attentive staff."

The price is €211

€211

includes taxes & fees

2 Sept - 3 Sept

Oceans Edge Key West Resort, Hotel & Marina

Lowest 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.

Hotels with pools and ocean views in Key West

Hampton Inn Key West FL

2.5 star property

Key West

9.0 out of 10, Wonderful, (1219)

9.0/10

Wonderful

(1219)

The price is €159

€159

includes taxes & fees

15 Sept - 16 Sept

Hampton Inn Key West FL

Parrot Key Hotel & Villas

4.0 star property

Northside Resort

9.0 out of 10, Wonderful, (1059)

9.0/10

Wonderful

(1059)

The price is €173

€173

includes taxes & fees

1 Sept - 2 Sept

Parrot Key Hotel & Villas

Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)

Daily continental breakfast (USD 18 per person)

Hilton Garden Inn Key West / The Keys Collection

3.5 star property

New Town

7.8 out of 10, Good, (1070)

7.8/10

Good

(1070)

The price is €121

€121

includes taxes & fees

1 Sept - 2 Sept

Hilton Garden Inn Key West / The Keys Collection

Hyatt Centric Key West Resort and Spa

4.0 star property

Key West Historic District

9.0 out of 10, Wonderful, (1004)

9.0/10

Wonderful

(1004)

The price is €223

€223

includes taxes & fees

7 Sept - 8 Sept

Hyatt Centric Key West Resort and Spa

Premium Room, 1 King Bed, Mobility Accessible

Breakfast, lunch, dinner served; Cuban cuisine, pool views

Havana Cabana at Key West

4.0 star property

New Town

8.8 out of 10, Excellent, (1758)

8.8/10

Excellent

(1758)

The price is €174

€174

includes taxes & fees

8 Sept - 9 Sept

Havana Cabana at Key West

Southernmost Beach Resort and Guesthouses

4.0 star property

Old Town Key West

8.6 out of 10, Excellent, (2698)

8.6/10

Excellent

(2698)

The price is €220

€220

includes taxes & fees

7 Sept - 8 Sept

Southernmost Beach Resort and Guesthouses

Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio

Mansion Room #106 - Ocean View w/ Direct Pool Access - Adults Only

Southernmost House

4.0 star property

Old Town Key West

9.4 out of 10, Exceptional, (1003)

9.4/10

Exceptional

(1003)

The price is €255

€255

includes taxes & fees

7 Sept - 8 Sept

Southernmost House

Margaritaville Beach House Key West

4.0 star property

Key West

8.8 out of 10, Excellent, (1775)

8.8/10

Excellent

(1775)

The price is €225

€225

includes taxes & fees

7 Sept - 8 Sept

Margaritaville Beach House Key West

Ocean Front 3BR Presidential Suite | Living area

Private beach, white sand, sun-loungers, beach towels

Beachside Resort & Residences

3.5 star property

Key West

8.6 out of 10, Excellent, (1481)

8.6/10

Excellent

(1481)

The price is €163

€163

includes taxes & fees

25 Aug - 26 Aug

Beachside Resort & Residences

Casa Marina Key West, Curio Collection by Hilton

4.0 star property

Old Town Key West

8.4 out of 10, Very good, (306)

8.4/10

Very good

(306)

The price is €263

€263

includes taxes & fees

2 Sept - 3 Sept

Casa Marina Key West, Curio Collection by Hilton

Hotels with pools and free breakfast in Key West

Silver Palms Inn

3.5 star property

Old Town Key West

9.2 out of 10, Wonderful, (1008)

9.2/10

Wonderful

(1008)

The price is €138

€138

includes taxes & fees

24 Aug - 25 Aug

Silver Palms Inn

Hampton Inn Key West FL

2.5 star property

Key West

9.0 out of 10, Wonderful, (1219)

9.0/10

Wonderful

(1219)

The price is €159

€159

includes taxes & fees

15 Sept - 16 Sept

Hampton Inn Key West FL

Room, Non Smoking, Private Bathroom | Bathroom

Authors of Key West Guest House

3.0 star property

Old Town Key West

9.0 out of 10, Wonderful, (1003)

9.0/10

Wonderful

(1003)

Authors of Key West Guest House

NYAH Private Balcony Room 6 Single Beds | Balcony view

NYAH Key West - Adults Only

3.0 star property

Key West Historic District

7.8 out of 10, Good, (1003)

7.8/10

Good

(1003)

NYAH Key West - Adults Only

Parrot Key Hotel & Villas

4.0 star property

Northside Resort

9.0 out of 10, Wonderful, (1059)

9.0/10

Wonderful

(1059)

The price is €173

€173

includes taxes & fees

1 Sept - 2 Sept

Parrot Key Hotel & Villas

Private beach, sun-loungers, windsurfing, kayaking

Ibis Bay Beach Resort

2.5 star property

Northside Resort

8.2 out of 10, Very good, (1991)

8.2/10

Very good

(1991)

The price is €130

€130

includes taxes & fees

17 Sept - 18 Sept

Ibis Bay Beach Resort

2 outdoor pools, pool umbrellas, pool loungers

Southwinds Motel

2.0 star property

Old Town Key West

8.8 out of 10, Excellent, (1157)

8.8/10

Excellent

(1157)

The price is €144

€144

includes taxes & fees

24 Aug - 25 Aug

Southwinds Motel

Hilton Garden Inn Key West / The Keys Collection

3.5 star property

New Town

7.8 out of 10, Good, (1070)

7.8/10

Good

(1070)

The price is €121

€121

includes taxes & fees

1 Sept - 2 Sept

Hilton Garden Inn Key West / The Keys Collection

The Southernmost Inn - Adults Only

3.0 star property

Old Town Key West

8.2 out of 10, Very good, (1164)

8.2/10

Very good

(1164)

The price is €143

€143

includes taxes & fees

26 Aug - 27 Aug

The Southernmost Inn - Adults Only

Heron House - Adult Only

3.5 star property

Old Town Key West

9.0 out of 10, Wonderful, (1133)

9.0/10

Wonderful

(1133)

The price is €141

€141

includes taxes & fees

24 Aug - 25 Aug

Heron House - Adult Only

Hotels with pools and hot tubs in Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property

Key West

9.6 out of 10, Exceptional, (1005)

9.6/10

Exceptional

(1005)

The price is €239

€239

includes taxes & fees

1 Sept - 2 Sept

Hyatt Vacation Club at Windward Pointe, Key West

Full-sized fridge, microwave, oven, stovetop

Hyatt Vacation Club at Beach House, Key West

3.5 star property

Key West

9.4 out of 10, Exceptional, (1003)

9.4/10

Exceptional

(1003)

The price is €233

€233

includes taxes & fees

9 Sept - 10 Sept

Hyatt Vacation Club at Beach House, Key West

NYAH Key West - Adults Only

3.0 star property

Key West Historic District

7.8 out of 10, Good, (1003)

7.8/10

Good

(1003)

NYAH Key West - Adults Only

Poinciana Patio, Pool View, Patio - Adult Only | Terrace/patio

Tropical Inn

3.5 star property

Old Town Key West

9.4 out of 10, Exceptional, (343)

9.4/10

Exceptional

(343)

The price is €162

€162

includes taxes & fees

26 Aug - 27 Aug

Tropical Inn

The Southernmost Inn - Adults Only

3.0 star property

Old Town Key West

8.2 out of 10, Very good, (1164)

8.2/10

Very good

(1164)

The price is €143

€143

includes taxes & fees

26 Aug - 27 Aug

The Southernmost Inn - Adults Only

Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio

Paradise Inn Key West - Adults Only

3.5 star property

Old Town Key West

9.2 out of 10, Wonderful, (1000)

9.2/10

Wonderful

(1000)

Paradise Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

3.0 star property

Old Town Key West

8.8 out of 10, Excellent, (1001)

8.8/10

Excellent

(1001)

The Cabana Inn Key West - Adults Only

Pegasus International Hotel

2.5 star property

Old Town Key West

8.2 out of 10, Very good, (1001)

8.2/10

Very good

(1001)

Pegasus International Hotel

Eden House

3.5 star property

Key West Historic District

9.0 out of 10, Wonderful, (1003)

9.0/10

Wonderful

(1003)

The price is €176

€176

includes taxes & fees

1 Sept - 2 Sept

Eden House

Almond Tree Inn Hotel - Adults Only

3.5 star property

Old Town Key West

10.0 out of 10, Exceptional, (1001)

10.0/10

Exceptional

(1001)

The price is €205

€205

includes taxes & fees

24 Aug - 25 Aug

Almond Tree Inn Hotel - Adults Only

Lowest 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.

Top Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"It was relaxing"

Ricardo 3-night trip

Posted 23 hours ago

Southernmost Beach Resort and Guesthouses

Beachside Resort & Residences

10/10 Excellent

"The entire staff was very nice and accommodating, we always had close convenient parking. We were very close to things we wanted to do on the water and staff was very helpful with the local attractions. We would stay again and again.... 2 thumbs up"

Michael 4-night trip

Posted 23 hours ago

Beachside Resort & Residences

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"Enjoy the stay! Beautiful property "

Andrea 2-night trip

Posted 1 day ago

Hyatt Vacation Club at Windward Pointe, Key West

The Reach Key West, Curio Collection by Hilton

10/10 Excellent

"Very clean and friendly staff. We really liked the restaurant and the wait staff are clearly professionals. "

Michelle 5-night trip

Posted 1 day ago

The Reach Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Great Property and Staff. Rooms were very clean and housekeeping did a great job. Lot of rooms with actual view and beach access was amazing. Highly recommend. "

Heather 5-night trip

Posted 1 day ago

Casa Marina Key West, Curio Collection by Hilton

The Southernmost Inn - Adults Only

10/10 Excellent

"Parking is extra. Did not know this. Expensive to park on-site or park on the street, which you have to pay for, as well. "

Lawrence 1-night trip

Posted 1 day ago

The Southernmost Inn - Adults Only

Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent

"Nice"

Schella 2-night trip

Posted 2 days ago

Oceans Edge Key West Resort, Hotel & Marina

Fairfield Inn and Suites by Marriott Key West

10/10 Excellent

"Me gustó que tenían transporte para el Old Town de Key west "

Maryorie 1-night trip

Posted 2 days ago

Fairfield Inn and Suites by Marriott Key West

The Perry Hotel & Marina Key West

10/10 Excellent

"easy access to fishing, shuttle to key west, great rooms"

Lecia 4-night trip

Posted 3 days ago

The Perry Hotel & Marina Key West

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4 Star Hotels in Key West
3 Star Hotels in Key West

More top Key West Hotels

Pier House Resort & Spa
Fairfield Inn and Suites by Marriott Key West
DoubleTree Resort by Hilton Grand Key - Key West
Parrot Key Hotel & Villas
The Reach Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only
The Perry Hotel & Marina Key West
Hampton Inn Key West FL
Havana Cabana at Key West
The Laureate Key West
Southwinds Motel
Winslow's Bungalows - Key West Historic Inns
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Opal Key Resort & Marina, Key West
The Marker Key West Harbor Resort
La Concha Key West, Autograph Collection
NYAH Key West - Adults Only
Eden House
Courtyard by Marriott Key West Waterfront

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Key West Hotel Guide - Hotels with Pool in Key West, Florida

Change your mind

Treat yourself

Be picky

Check availability on Key West Hotels with Pool

Top Key West Hotels with Pool

Our top choices for Key West hotels with a pool

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Hampton Inn Key West FL

Hampton Inn Key West FL

The Gates Hotel Key West Newly Renovated

The Gates Hotel Key West Newly Renovated

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Silver Palms Inn

Silver Palms Inn

Margaritaville Beach House Key West

Margaritaville Beach House Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Hotels with pools and ocean views in Key West

Hampton Inn Key West FL

Hampton Inn Key West FL

Hotels with pools and free breakfast in Key West

Silver Palms Inn

Silver Palms Inn

Hotels with pools and hot tubs in Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Top Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Nearby Cities

Hotel Theme

More accommodation types in Key West

Hotels near other Attractions

More top Key West Hotels

Expedia's Latest Trends