Pools in Florida Keys

Browse for Florida Keys Hotels with a Pool from $86

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Featured Florida Keys Hotels with a Pool

Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
$215
per night
Oct 30 - Oct 31
4.4/5Wonderful! (4,803 reviews)

"Great location and excellent staff - overall very nice; however was slot of construction/renovations going on which shut down the closest pool to the room and created a mild distraction - aside from that no complaints and good to see the property being updated"…"

Reviewed on Oct 13, 2019

Southernmost Beach Resort
24 North Hotel Key West
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
$119
per night
Oct 17 - Oct 18
4.1/5Very Good! (1,887 reviews)

"Good location. Service good. Didn't like that i didn't find water in our room the first night."…"

Reviewed on Oct 14, 2019

24 North Hotel Key West
Best Western Key Ambassador Resort Inn
2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
Free CancellationReserve now, pay when you stay
$149
per night
Oct 16 - Oct 17
4.1/5Very Good! (2,035 reviews)

"The hotel was super clean. It has the GREATEST STAFF"…"

Reviewed on Oct 7, 2019

Best Western Key Ambassador Resort Inn
The Gates Hotel Key West
4 out of 5
3824 N Roosevelt Blvd, Key West, FL
$127
per night
Oct 29 - Oct 30
4.3/5Excellent! (1,763 reviews)

"The property was clean, staff was very helpful and eager to please guests. Great bar, food on food truck right outside entrance to the bar was really good. Only improvement I would say they need to do is improve the mattresses and pillows on the beds."…"

Reviewed on Oct 7, 2019

The Gates Hotel Key West
Amara Cay Resort
3.5 out of 5
80001 Overseas Hwy, Islamorada, FL
Free CancellationReserve now, pay when you stay
$155
per night
Oct 28 - Oct 29
4.3/5Excellent! (1,847 reviews)

"Would be nice if the bar was open later and more food options!"…"

Reviewed on Oct 10, 2019

Amara Cay Resort
Parrot Key Hotel & Villas
4 out of 5
2801 N Roosevelt Blvd, Key West, FL
$169
per night
Oct 16 - Oct 17
4.3/5Excellent! (2,182 reviews)

"We loved the rooms, free flip flops, beach area with chairs and hammocks. Staff was awesome!"…"

Reviewed on Oct 13, 2019

Parrot Key Hotel & Villas
Silver Palms Inn
3.5 out of 5
830 Truman Ave, Key West, FL
Free CancellationReserve now, pay when you stay
$139
per night
Oct 28 - Oct 29
4.5/5Wonderful! (2,066 reviews)

"Walkung distance to Duval street. Great breakfast that was included. Awesome bar service at poolside."…"

Reviewed on Oct 13, 2019

Silver Palms Inn
Sheraton Suites Key West
3.5 out of 5
2001 S Roosevelt Blvd, Key West, FL
$198
per night
Oct 27 - Oct 28
4.2/5Excellent! (2,148 reviews)

"The Sheraton was conveniently located to all restaurants and attractions in Key West. Especially liked the shuttle service to old town."…"

Reviewed on Sep 18, 2019

Sheraton Suites Key West
Fairfield Inn and Suites by Marriott Key West
3 out of 5
2400 N Roosevelt Blvd, Key West, FL
Free CancellationReserve now, pay when you stay
$143
per night
Oct 17 - Oct 18
4.1/5Very Good! (1,772 reviews)

"I didn’t like the pillows . They need some firm pillows."…"

Reviewed on Sep 18, 2019

Fairfield Inn and Suites by Marriott Key West
Islander Resort
3 out of 5
82100 Overseas Highway, Islamorada, FL
Free CancellationReserve now, pay when you stay
$199
per night
Oct 16 - Oct 17
4.2/5Excellent! (1,769 reviews)

"The renovated property is beautiful. The grounds are lush with beautiful landscaping. The rooms are very comfortable and clean. We stayed there with our pet and she was treated very well by the staff. Staff was friendly and willing to assist with any requests. We will definitely be back again soon! ..."…"

Reviewed on Oct 7, 2019

Islander Resort
The Southernmost Inn-Adults Only
2.5 out of 5
525 United Street, Key West, FL
$148
per night
Oct 17 - Oct 18
4.2/5Very Good! (1,348 reviews)

"Good location near Southernmost point and right off Duval Street. Friendly staff, nice pool area."…"

Reviewed on Oct 14, 2019

The Southernmost Inn-Adults Only
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
$118
per night
Oct 27 - Oct 28
4.5/5Wonderful! (1,975 reviews)

"Nice hotel, location is a bit far from City center but some may think it's a benefit. Three small pools, couple of table tennis tables, but that's it. Not really a resort with activities for guests. Ridiculous expensive breakfast with nothing more than continental breakfast with eggs sausages and ..."…"

Reviewed on Oct 12, 2019

Oceans Edge Key West Resort, Hotel & Marina
Fairfield Inn & Suites Key West at The Keys Collection
3.5 out of 5
3852 North Roosevelt Boulevard, Key West, FL
Free CancellationReserve now, pay when you stay
$156
per night
Oct 17 - Oct 18
4.2/5Very Good! (1,560 reviews)

"Property is very well upkept.Free breakfast was good. Pool area is nice. Staff is very friendly and helpful. Would stay here again"…"

Reviewed on Sep 22, 2019

Fairfield Inn & Suites Key West at The Keys Collection
Lime Tree Bay Resort
3.5 out of 5
68500 Overseas Hwy, Long Key, FL
$109
per night
Oct 16 - Oct 17
4.3/5Excellent! (1,347 reviews)

"This place is a gem! The room was exceptionally clean, bed was exceptionally comfortable, the grounds, including the beach, pool, seating areas, bar, and office were stupendous. I can't say enough good things about this hotel. I can't wait to go back next year!"…"

Reviewed on Oct 14, 2019

Lime Tree Bay Resort
Hawks Cay Resort
4 out of 5
61 Hawks Cay Blvd, Marathon, FL
Free CancellationReserve now, pay when you stay
$167
per night
Oct 16 - Oct 17
4.2/5Very Good! (2,021 reviews)

"the view is beautiful and the service excellent. the room was clean and comfortable."…"

Reviewed on Oct 12, 2019

Hawks Cay Resort
DoubleTree Resort by Hilton Grand Key - Key West
3.5 out of 5
3990 S Roosevelt Blvd, Key West, FL
$148
per night
Oct 27 - Oct 28
4.1/5Very Good! (2,124 reviews)

"Very nice, clean,convenient transportación to Douwn town, friendly staff"…"

Reviewed on Oct 1, 2019

DoubleTree Resort by Hilton Grand Key - Key West
Marina Del Mar Resort and Marina
2.5 out of 5
527 Caribbean Drive, Key Largo, FL
Free CancellationReserve now, pay when you stay
$109
per night
Oct 16 - Oct 17
3.6/5Good! (2,152 reviews)

"Absolutely amazing to stay on the marina the staff was phenomenal breakfast was great"…"

Reviewed on Oct 13, 2019

Marina Del Mar Resort and Marina
Holiday Inn Key Largo
3 out of 5
99701 Overseas Hwy, Key Largo, FL
Free Cancellation
$86
per night
Oct 30 - Oct 31
3.9/5Very Good! (1,641 reviews)

"The hotel has a beautiful outdoor area with two pools, a hot tub and a Fun bar that serves food. It was very centrally locates in Key Largo and very close to restaurants and shopping, some of which were within walking distance. I would definitely go back."…"

Reviewed on Oct 8, 2019

Holiday Inn Key Largo
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Pocket Guide: Hotels with a Pool in Florida Keys

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