Outdoor Pools in Key West

Key West, FL Hotels with an Outdoor Pool $95

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Featured Key West Hotels with an Outdoor Pool

Image for 24 North Hotel Key West
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Free CancellationPay later
$103/night
Sep 16 - Sep 17
4.1/5Very Good! (1,852 reviews)

"Nice property. Beautiful pool. So happy there was a shuttle service. Two thumbs up!"…"

Reviewed on Sep 9, 2019

24 North Hotel Key West
Image for Best Western Key Ambassador Resort Inn
2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
Free CancellationPay later
$124/night
Sep 16 - Sep 17
4.1/5Very Good! (2,023 reviews)

"Best location in Key West. Quiet, new rooms, upscale, awesome budget hotel!"…"

Reviewed on Sep 4, 2019

Best Western Key Ambassador Resort Inn
Image for Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Free CancellationPay later
$191/night
Sep 16 - Sep 17
4.4/5Wonderful! (4,705 reviews)

"There was a lot of construction at the resort that we were not aware of. Sitting out in the sun with power tools running was annoying. The resort had 1 pool under renovation and that was the closest to our room. The staff here was amazing! Julie the concierge was fantastic! We did have a great time ..."…"

Reviewed on Sep 13, 2019

Southernmost Beach Resort
Image for The Gates Hotel Key West
4 out of 5
3824 N Roosevelt Blvd, Key West, FL
Free CancellationPay later
$108/night
Sep 16 - Sep 17
4.3/5Excellent! (1,740 reviews)

"Had a great time there staff was friendly and helpful. Loved the shuttle to Mallory Square. Only issue was each driver told us something different on pick up time it was either every 30 mins or every hour so made it hard to know when to get back to the meet up point so you didn’t miss the ..."…"

Reviewed on Sep 6, 2019

The Gates Hotel Key West
Image for Silver Palms Inn
3.5 out of 5
830 Truman Ave, Key West, FL
Free CancellationPay later
$139/night
Sep 18 - Sep 19
4.5/5Wonderful! (2,070 reviews)

"The staff were helpful, friendly and attentive! The hotel was beautiful, we loved the pool and the Tiki bar! We had a wonderful time and will be back to stay again!"…"

Reviewed on Sep 10, 2019

Silver Palms Inn
Image for Sheraton Suites Key West
3.5 out of 5
2001 S Roosevelt Blvd, Key West, FL
$165/night
Oct 3 - Oct 4
4.2/5Excellent! (2,126 reviews)

"Room was awesome but lots of construction going on. Great location and friendly people - just a lot of workers, noise, and chaos during the day."…"

Reviewed on Aug 25, 2019

Sheraton Suites Key West
Image for Fairfield Inn and Suites by Marriott Key West
3 out of 5
2400 N Roosevelt Blvd, Key West, FL
Free CancellationPay later
$125/night
Sep 18 - Sep 19
4.1/5Very Good! (1,754 reviews)

"First time staying at this location and was surprised. Property is very nice, ample parking, and very clean. Daily breakfast was very good. AC worked great, shower/bathroom were clean. Only complaint was the gap at the bottom of the door but we put a towel under the door to close the gap. We would ..."…"

Reviewed on Sep 7, 2019

Fairfield Inn and Suites by Marriott Key West
Image for Fairfield Inn & Suites Key West at The Keys Collection
3.5 out of 5
3852 North Roosevelt Boulevard, Key West, FL
Free CancellationPay later
$123/night
Sep 18 - Sep 19
4.2/5Very Good! (1,533 reviews)

"The pool side bar was closed yet they gave you coupons for free drinks, i used the cooler inside to get my wine rather than walk to next hotel to use coupons, could have done beter, like have a waiter take orders and go get you your drinks, that eas disapointing"…"

Reviewed on Sep 11, 2019

Fairfield Inn & Suites Key West at The Keys Collection
Image for DoubleTree Resort by Hilton Grand Key - Key West
3.5 out of 5
3990 S Roosevelt Blvd, Key West, FL
Free CancellationPay later
$121/night
Sep 22 - Sep 23
4.1/5Very Good! (2,113 reviews)

"Free shuttle, great pool.Free coffee,newspaper. Quiet location."…"

Reviewed on Sep 13, 2019

DoubleTree Resort by Hilton Grand Key - Key West
Image for Ibis Bay Beach Resort
2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
$95/night
Sep 16 - Sep 17
3.9/5Very Good! (2,021 reviews)

"very nice place to have a relaxing time in key west very quite very clean very nice view to the ocean i enjoyed it"…"

Reviewed on Sep 4, 2019

Ibis Bay Beach Resort
Image for The Reach Resort, Curio Collection by Hilton
4 out of 5
1435 Simonton Street, Key West, FL
Get Rates
4/5Very Good! (2,146 reviews)

"Jennifer Robino, Guest Experience Supervisor was instrumental in making our 25th anniversary memorable. She personally picked us up and when there was a little hiccup with our accommodation she sprang to action and saved our vacation. I had arranged to have a bottle our special champagne and a basket ..."…"

Reviewed on Jul 21, 2019

The Reach Resort, Curio Collection by Hilton
Image for Pier House Resort & Spa
4 out of 5
1 Duval St, Key West, FL
Free CancellationPay later
$229/night
Sep 22 - Sep 23
4.5/5Wonderful! (1,914 reviews)

"Wonderful place to stay in Key West -- right on the water, on Duval St and walking distance to all kinds of restaurants and bars. Beach, pool, service staff, all excellent. We'll be back, for sure!"…"

Reviewed on Sep 6, 2019

Pier House Resort & Spa
Image for The Cabana Inn Key West-Adults Only
3 out of 5
413 Applerouth Lane, Key West, FL
Free CancellationPay later
$100/night
Sep 23 - Sep 24
4.5/5Wonderful! (1,071 reviews)

"The pool and cabana area was so pretty and peaceful!"…"

Reviewed on Sep 11, 2019

The Cabana Inn Key West-Adults Only
Image for Key Lime Inn - Key West
2.5 out of 5
725 Truman Ave, Key West, FL
Get Rates
4.4/5Wonderful! (1,184 reviews)

"The property has an old Key West feel to it. Cute bungalows, nice pool, decent continental breakfast, great staff, and it's quiet!!!! It has it's own paid parking lot, which is very convenient! I travel to Key West for work (very little play) and can actually get a good night's sleep at the Key Lime ..."…"

Reviewed on Jul 29, 2019

Key Lime Inn - Key West
Image for Ocean Key Resort - A Noble House Resort
4 out of 5
Zero Duval St., Key West, FL
$229/night
Sep 16 - Sep 17
4.6/5Wonderful! (2,001 reviews)

"From the minute you walk in the resort is amazing. It’s conveniently located at the end of duval street as well where there are many things to do and places to eat. The pool is also amazing."…"

Reviewed on Sep 7, 2019

Ocean Key Resort - A Noble House Resort
Image for Crowne Plaza Key West-La Concha
4 out of 5
430 Duval St, Key West, FL
$159/night
Sep 26 - Sep 27
4.1/5Very Good! (2,114 reviews)

"Great location and hotel. Watch for the extra charges of $40 a night. I guess it was a charge to be able to stay there?"…"

Reviewed on Sep 7, 2019

Crowne Plaza Key West-La Concha
Image for H2O Suites - Adults Only
3.5 out of 5
1212 Simonton Street, Key West, FL
$249/night
Sep 19 - Sep 20
4.9/5Exceptional! (227 reviews)

"The customer service at this property is outstanding. They really go above and beyond to make sure guests have whatever they need. The beds are extremely comfortable. They have refrigerators and freezers, irons, ironing boards, safes, you name it. They are within walking distance to Duvall Street, ..."…"

Reviewed on Aug 26, 2019

H2O Suites - Adults Only
Image for Southernmost House
3 out of 5
1400 Duval Street, Key West, FL
Free CancellationPay later
$249/night
Sep 16 - Sep 17
4.5/5Wonderful! (776 reviews)

"The place is awesome and staff is pleasant and friendly."…"

Reviewed on Aug 18, 2019

Southernmost House
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Pocket Guide: Hotels with an Outdoor Pool in Key West

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