Outdoor Pools in Florida Keys

Florida Keys, FL Hotels with an Outdoor Pool $109

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Featured Florida Keys Hotels with an Outdoor Pool

24 North Hotel Key West
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Free CancellationReserve now, pay when you stay
$127
per night
Oct 20 - Oct 21
4.1/5Very Good! (1,893 reviews)

"Very relaxing and beautiful pool area. Convenient to have the shuttle running from the front of the hotel to Mallory square. Beds and bedding very comfortable. Food at the pool was very good had breakfast there every morning. Staff always pleasant and very helpful. Excellent for the price.!"…"

Reviewed on Oct 15, 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
$139
per night
Oct 27 - Oct 28
4.1/5Very Good! (2,036 reviews)

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

Reviewed on Oct 7, 2019

Best Western Key Ambassador Resort Inn
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Free CancellationReserve now, pay when you stay
$215
per night
Oct 30 - Oct 31
4.4/5Wonderful! (4,811 reviews)

"We enjoyed our stay Immensely. The grounds are kept beautifully and all the staff was professionally trained and accommodating to our needs"…"

Reviewed on Oct 16, 2019

Southernmost Beach Resort
The Gates Hotel Key West
4 out of 5
3824 N Roosevelt Blvd, Key West, FL
Free CancellationReserve now, pay when you stay
$135
per night
Oct 20 - Oct 21
4.3/5Excellent! (1,769 reviews)

"Property was ok....maid service in the morning was not good...left the room for many hours and room was never made up, no clean towels etc. walkways need power washing, very dirty to walk around barefoot. In all it was just ok."…"

Reviewed on Oct 15, 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 31 - Nov 1
4.3/5Excellent! (1,850 reviews)

"View from #225 is ocean view. Room was good size with balcony. Enjoyed the pool. Good size with a bar nearby. The beach area was nice with plenty of seating for this time of year. Eating area clean and breakfast was good."…"

Reviewed on Oct 16, 2019

Amara Cay Resort
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 29 - Oct 30
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
$182
per night
Oct 31 - Nov 1
4.2/5Excellent! (2,151 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
$170
per night
Oct 20 - Oct 21
4.1/5Very Good! (1,775 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
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
$121
per night
Oct 29 - Oct 30
4.2/5Very Good! (1,564 reviews)

"The staff are amazing, so friendly and breakfast was great! My second time staying here and I’d definitely do it again!"…"

Reviewed on Oct 14, 2019

Fairfield Inn & Suites Key West at The Keys Collection
DoubleTree Resort by Hilton Grand Key - Key West
3.5 out of 5
3990 S Roosevelt Blvd, Key West, FL
Free CancellationReserve now, pay when you stay
$152
per night
Oct 29 - Oct 30
4.1/5Very Good! (2,128 reviews)

"The staff was friendly and accommodating. There really wasn’t anything unique about the hotel but we had a pleasant stay."…"

Reviewed on Oct 14, 2019

DoubleTree Resort by Hilton Grand Key - Key West
Lime Tree Bay Resort
3.5 out of 5
68500 Overseas Hwy, Long Key, FL
Free CancellationReserve now, pay when you stay
$109
per night
Oct 21 - Oct 22
4.2/5Excellent! (1,350 reviews)

"They can't help it but the traffic on the overseas highway is nearly constant. They could try to be a little more descriptive of their rooms as in "accessed by stairs only". We had to accept a smaller room since we could not walk up the stairs to our premium room."…"

Reviewed on Oct 15, 2019

Lime Tree Bay Resort
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 20 - Oct 21
3.6/5Good! (2,155 reviews)

"This property was beautifully maintained, overlooking the canal. The restaurant next door had amazing food and service. The room was beautiful and super clean."…"

Reviewed on Oct 16, 2019

Marina Del Mar Resort and Marina
Ibis Bay Beach Resort
2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
$118
per night
Oct 20 - Oct 21
3.9/5Very Good! (2,036 reviews)

"The rooms are unique and clean. It was a nice beach feel and I couldn’t ask for anything better. Love the hammocks and the beach area to watch the sunrise. The shuttle was also cute. “Life’s too short bus”."…"

Reviewed on Oct 16, 2019

Ibis Bay Beach Resort
Ocean Pointe Suites at Key Largo
3.5 out of 5
500 Burton Dr, Tavernier, FL
$116
per night
Oct 27 - Oct 28
3.8/5Good! (2,088 reviews)

"I liked the gated security feeling. The staff was extremely friendly."…"

Reviewed on Oct 3, 2019

Ocean Pointe Suites at Key Largo
The Reach Key West, Curio Collection by Hilton
4 out of 5
1435 Simonton Street, Key West, FL
Get Rates
4/5Very Good! (2,152 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 Key West, Curio Collection by Hilton
Courtyard by Marriott Marathon Florida Keys
3 out of 5
2146 Overseas Hwy, Marathon, FL
Free CancellationReserve now, pay when you stay
$134
per night
Oct 27 - Oct 28
4.7/5Exceptional! (529 reviews)

"Everything was amazing, room was awesome, and staff super amazing."…"

Reviewed on Oct 14, 2019

Courtyard by Marriott Marathon Florida Keys
Key Largo Bay Marriott Beach Resort
3.5 out of 5
103800 Overseas Hwy, Key Largo, FL
Free CancellationReserve now, pay when you stay
$170
per night
Oct 29 - Oct 30
4.2/5Excellent! (1,633 reviews)

"The location was great! Gus’ restaurant was terrible."…"

Reviewed on Oct 12, 2019

Key Largo Bay Marriott Beach Resort
Pier House Resort & Spa
4 out of 5
1 Duval St, Key West, FL
Free CancellationReserve now, pay when you stay
$230
per night
Oct 28 - Oct 29
4.5/5Wonderful! (1,942 reviews)

"Loved the location at beginning of Duval Street and almost next to Mallory Square. Very close to marina where some restaurants and bars are located. Close to docks where we took a few boat tours. Hotel has nice small beach with beach bar but for those lazy days staff walks between beach and pool ..."…"

Reviewed on Oct 17, 2019

Pier House Resort & Spa
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Pocket Guide: Hotels with an Outdoor Pool in Florida Keys

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