Find Hotels with an Outdoor Pool in Historic Seaport, FL

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Check availability on Historic Seaport Hotels with an Outdoor Pool

Our top choices for Historic Seaport hotels with an outdoor pool

Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very Good, (1002)
"Great little hotel in the heart of Old Town."
United States
Robert
$144 nightly
The price is $163
Dec 14 - Dec 15
Total with taxes and fees
NYAH Key West - Adults Only
Outdoor pool
The Garden House

The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (668)
"It a small convenient location and walkable to great areas. "
United States
Manuel
$121 nightly
The price is $133
Dec 14 - Dec 15
Total with taxes and fees
The Garden House
3 outdoor pools, pool umbrellas, sun loungers
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1006)
"Fantastic staff, great breakfast"
United States
Kelly
$262 nightly
The price is $295
Dec 16 - Dec 17
Total with taxes and fees
The Marker Key West Harbor Resort
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers
Heron House Court - Adult Only

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1007)
"Great staff, very friendly. Oerfect location, short walk to Duval, but far enough to get sleep. "
United States
Chandler
$173 nightly
The price is $195
Dec 14 - Dec 15
Total with taxes and fees
Heron House Court - Adult Only
King Room D | Balcony
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (878)
"The staff was really nice"
United States
doug
$146 nightly
The price is $165
Dec 14 - Dec 15
Total with taxes and fees
Simonton Court Historic Inn & Cottages
Exterior
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1007)
"View was amazing, great location and friendly staff"
United States
Stacey
$342 nightly
The price is $385
Dec 14 - Dec 15
Total with taxes and fees
Hyatt Centric Key West Resort and Spa
Exterior
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (284)
"Hotel staff was amazing. Room was spotless! Excellent place to stay! Will definitely stay here again in the future! "
United States
Tracy
$259 nightly
The price is $291
Dec 14 - Dec 15
Total with taxes and fees
La Concha Key West, Autograph Collection
Interior
Grand Maloney Hotel

Grand Maloney Hotel

Grand Maloney Hotel
2.0 star property
Key West Historic District
7.6 out of 10, Good, (11)
"It was clean quiet and was within walking distance to every thing. Going to stay there again in the future "
United States
Jodee
$326 nightly
The price is $359
Dec 14 - Dec 15
Total with taxes and fees
Grand Maloney Hotel
Sweet Caroline - Two Bedroom Spacious Apartment | Private kitchen | Microwave
Banana's Foster Guesthouse

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (7)
"The room was spotless and very comfortable."
United States
KARLA
$320 nightly
The price is $360
Dec 17 - Dec 18
Total with taxes and fees
Banana's Foster Guesthouse
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1004)
"Great stay."
United States
Sarit
$454 nightly
The price is $511
Dec 17 - Dec 18
Total with taxes and fees
Ocean Key Resort - A Noble House Resort
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.
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Price trends for hotels in Historic Seaport

Less expensive
More expensive
This month
Next month
September
March
$487
$498
Month
Price
January
$498
February
$582
March
$630
April
$558
May
$496
June
$416
July
$420
August
$393
September
$352
October
$428
November
$495
December
$487
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Historic Seaport. Select dates and complete search for nightly totals inclusive of taxes and fees.

Top Historic Seaport Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Our stay at Pier House Resort was truly amazing. The ambiance throughout created a genuine “Don’t Worry, Be Happy” atmosphere that made our getaway unforgettable. Every staff member we interacted with was courteous, professional, and friendly — they took wonderful care of us from start to finish. Between the private beach, great dining, and the legendary Chart Room bar, we felt completely at ease. We’re already looking forward to planning our return."
Rick 4-night trip
Posted 3 days ago
Pier House Resort & Spa

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