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Find Hotels with a Pool in St. Augustine

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Check availability on St. Augustine Hotels with a Pool

Tonight
Dec 28 - Dec 29
Tomorrow
Dec 29 - Dec 30
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for St. Augustine hotels with a pool

Outdoor pool, sun loungers
Hyatt Regency Trinidad

Hyatt Regency Trinidad

Hyatt Regency Trinidad
4.5 star property
Downtown Port of Spain
9.2 out of 10, Wonderful, (1004)
"Great hotel"
Canada
jazid
The price is ￥31,627
￥38,427 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Hyatt Regency Trinidad
Outdoor pool, sun loungers
Kapok Hotel

Kapok Hotel

Kapok Hotel
4.0 star property
Port of Spain
8.4 out of 10, Very Good, (1003)
"Excellent option for a visit to Port of Spain "
United States
Allan
The price is ￥18,921
￥23,683 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Kapok Hotel
Outdoor pool
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre
4.5 star property
Port of Spain
8.2 out of 10, Very Good, (1003)
"room was clean, staff was helpful "
United States
Aphene A.
The price is ￥27,224
￥33,009 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hilton Trinidad & Conference Centre
Outdoor pool
The BRIX, Autograph Collection

The BRIX, Autograph Collection

The BRIX, Autograph Collection
4.5 star property
Port of Spain
9.2 out of 10, Wonderful, (514)
"Best Hotel in Trinidad. Safe, great staff, food and rooms."
United States
David
The price is ￥30,844
￥37,012 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The BRIX, Autograph Collection
Outdoor pool
Runway Hotel

Runway Hotel

Runway Hotel
3.0 star property
Piarco
7.2 out of 10, Good, (253)
"Nice stay "
United States
Zahir
The price is ￥22,167
￥24,406 total
includes taxes & fees
Dec 29 - Dec 30
Runway Hotel
Individually decorated, individually furnished, blackout drapes
SherNest Guest House

SherNest Guest House

SherNest Guest House
3.0 star property
San Juan
10.0 out of 10, Exceptional, (2)
"We could not have had a better place to stay since we were trying to be close to family but did not know what to expect. Our suite was very clean, but could have used a few things like towel racks, some place to hang clothes in the bathroom while showering, paper towels, and wash clothes. The food was excellent for breakfast. The pool was so awesome with a charming atmosphere. But the staff was the best part. So caring and helpful. Shernette, Russell and Doris over and above our expectation....
United States
Patricia Joy
The price is ￥17,614
￥21,136 total
includes taxes & fees
Dec 29 - Dec 30
SherNest Guest House
Outdoor pool
Queen's Comfort Inn

Queen's Comfort Inn

Queen's Comfort Inn
3.0 star property
Port of Spain
8.4 out of 10, Very Good, (18)
"Asha is the a great host! She will make you feel welcome. The location is perfectly nested in proximity to many interesting attractions. I felt safe and comfortable. Great experience!"
Canada
Abigail
The price is ￥13,465
￥16,159 total
includes taxes & fees
Dec 29 - Dec 30
Queen's Comfort Inn
Exterior
The Chancellor Hotel

The Chancellor Hotel

The Chancellor Hotel
3.0 star property
Port of Spain
7.2 out of 10, Good, (32)
"The staffs were very friendly. I Didn't use the pool. Supermarket was close by as well as a convenient store. "
United States
Janice
The price is ￥22,491
￥24,740 total
includes taxes & fees
Dec 29 - Dec 30
The Chancellor Hotel
Outdoor pool, open 8:00 AM to 5:00 PM, sun loungers
Piarco Village Suites

Piarco Village Suites

Piarco Village Suites
3.0 star property
Piarco
9.6 out of 10, Exceptional, (306)
"Room was in great shape, location was great, hosts were great."
Canada
Raphael
Piarco Village Suites
Outdoor pool
The Blue Mirage

The Blue Mirage

The Blue Mirage
2.0 star property
San Juan
10.0 out of 10, Exceptional, (2)
"Great location and lovely place. Very clean and quiet. I had a really great time staying here."
United States
Michelle
The price is ￥15,971
￥19,353 total
includes taxes & fees
Dec 30 - Dec 31
The Blue Mirage
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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Top St. Augustine Hotel Reviews

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

10/10 Excellent
"Free weights needed in the gym please. "
Rhian 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

Frequently asked questions

What are some accommodations with pools in St. Augustine?
Pax Guest House: Provides 2 restaurants, an outdoor pool, and a full-service spa. 2 Bed parking gated modern: Features 2 restaurants, an outdoor pool, and complimentary wired internet access. Hyatt Regency Trinidad: Offers a snack bar/deli, an outdoor pool, and free self parking. Radisson Hotel Trinidad: Features a children's pool, an outdoor pool, and 2 restaurants. The BRIX, Autograph Collection: Offers 2 restaurants, an outdoor pool, and spa services.
What is there to see and do in St. Augustine?
Take a walk along the waterfront at Maracas Beach and Las Cuevas Beach. Discover sights such as Mount St. Benedict Monastery during your stay.
When is the best time to book a hotel with a pool in St. Augustine?
Taking into account the local weather in St. Augustine is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually September and October with an average temp of 81°F, while the coldest months are January and February with an average of 78°F. The rainiest months in St. Augustine are October, November, August, and July, with each month seeing an average of 8 inches of rainfall.