Photo by Dereem Solomon

Find Hotels with a Pool in St. Augustine

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on St. Augustine Hotels with a Pool

Top St. Augustine Hotels with a Pool

Outdoor pool
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 star property
Port of Spain
  • Outdoor pool
  • Poolside bar
  • Children's pool
  • Hot tub
8.2 out of 10, Very Good, (1003)
Sparkling waters invite guests to dive into the pristine outdoor pool complex, complete with children's pool and relaxing hot tub. Poolside cocktail service, mountain views, and pristine facilities create a resort-style haven within lush grounds.
The price is ￥22,916
￥27,786 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Trinidad & Conference Centre
Outdoor pool, sun loungers
Kapok Hotel

Kapok Hotel

4.0 star property
Port of Spain
  • Outdoor pool
  • Pool loungers
8.4 out of 10, Very Good, (1000)
Pool perfection awaits at this 8-foot deep aquatic oasis, surrounded by pristine loungers for ultimate relaxation. After swimming, guests can indulge in exceptional dining at the top-floor restaurant with panoramic views.
The price is ￥17,909
￥22,476 total
includes taxes & fees
Nov 14 - Nov 15
Kapok Hotel
Outdoor pool
The BRIX, Autograph Collection

The BRIX, Autograph Collection

4.5 star property
Port of Spain
  • Outdoor pool
9.2 out of 10, Wonderful, (493)
Sparkling water awaits in the elegant outdoor pool area, complemented by comfortable seating and stunning views. Guests praise the modern rooms, delicious on-site dining at The Exchange, and consistently friendly staff at this pristine retreat.
The price is ￥23,516
￥28,219 total
includes taxes & fees
Nov 30 - Dec 1
The BRIX, Autograph Collection
Terrace/patio
Airport Inn

Airport Inn

3.5 star property
Piarco
  • Outdoor pool
  • Pool umbrellas
8.2 out of 10, Very Good, (115)
Poolside relaxation awaits at this clean, cozy bed & breakfast where travelers unwind under umbrellas after airport arrivals. Surrounded by garden views and complemented by free continental breakfast, this peaceful retreat offers a refreshing dip before flights.
The price is ￥17,096
￥19,946 total
includes taxes & fees
Nov 14 - Nov 15
Airport Inn
Outdoor pool
Queen's Comfort Inn

Queen's Comfort Inn

3.0 star property
Port of Spain
  • Outdoor pool
8.2 out of 10, Very Good, (16)
Sparkling outdoor pool waters welcome weary adventurers after exploring nearby hiking and mountain biking trails. Queen's Comfort Inn pairs natural exploration with poolside relaxation, offering tour assistance and convenient amenities in a smoke-free, nature-rich setting.
The price is ￥12,852
￥14,177 total
includes taxes & fees
Nov 14 - Nov 15
Queen's Comfort Inn
Outdoor pool, sun loungers
Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 star property
Downtown Port of Spain
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Full-service spa
9.2 out of 10, Wonderful, (1002)
Refreshing swims await at the rooftop infinity pool overlooking the Caribbean Sea. Guests savor handcrafted drinks from the poolside bar while unwinding on stylish loungers. This luxury resort completes the experience with exceptional dining and spa services.
The price is ￥29,117
￥35,377 total
includes taxes & fees
Dec 13 - Dec 14
Hyatt Regency Trinidad
Outdoor pool
The Blue Mirage

The Blue Mirage

2.0 star property
San Juan
  • Outdoor pool
10.0 out of 10, Exceptional, (2)
Sparkling blue waters beckon at the sun-drenched outdoor pool, available for refreshing dips from morning until evening. This smoke-free hotel offers complimentary WiFi, self parking, and convenient dry cleaning services for a carefree stay.
The price is ￥15,344
￥18,672 total
includes taxes & fees
Nov 19 - Nov 20
The Blue Mirage
Outdoor pool
Runway Hotel

Runway Hotel

3.0 star property
Piarco
  • Outdoor pool
  • Poolside bar
7.2 out of 10, Good, (247)
Swimmers retreat to the sun-drenched outdoor pool, complete with rainfall showers and a vibrant poolside bar serving refreshing drinks. Beyond the water, guests appreciate the friendly staff, clean accommodations, and tasty breakfast options.
The price is ￥21,460
￥23,672 total
includes taxes & fees
Nov 14 - Nov 15
Runway Hotel
Exterior
The Chancellor Hotel

The Chancellor Hotel

3.0 star property
Port of Spain
  • Outdoor pool
  • Poolside bar
  • Pool loungers
7.2 out of 10, Good, (31)
Sparkling waters beckon at this Caribbean retreat where sun loungers frame the inviting outdoor pool. Guests savor delicious meals at the poolside restaurant while sipping cold drinks from the bar, creating perfect tropical relaxation moments.
The price is ￥18,941
￥20,894 total
includes taxes & fees
Nov 14 - Nov 15
The Chancellor Hotel
1 bedroom, individually decorated, individually furnished
SherNest Guest House

SherNest Guest House

3.0 star property
San Juan
  • Outdoor pool
10.0 out of 10, Exceptional, (2)
Poolside paradise awaits at this guest house with a refreshing outdoor swimming spot surrounded by gardens. After cooling off, visitors can retreat to individually furnished rooms complete with kitchens, smart TVs, and rainfall showers.
The price is ￥13,660
￥16,548 total
includes taxes & fees
Nov 14 - Nov 15
SherNest Guest House
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.
View all properties

Top St. Augustine Hotel Reviews

The BRIX, Autograph Collection

The BRIX, Autograph Collection

10/10 Excellent
"From check-in to check out we had a wonderful experience at the BRIX hotel. Very beautiful property, staff was friendly and kind. The food was very good and you can definitely taste the freshness of the food. Definitely recommend the BRIX Hotel.Shuttle driver was very professional and friendly. Free shuttle provided by the hotel every hour any where you want to go in the area."
Steven 3-night trip
Posted 3 days ago
The BRIX, Autograph Collection

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 spa services. Hyatt Regency Trinidad: Offers a snack bar/deli, an outdoor pool, and free self parking. Kapok Hotel: Features 2 restaurants, an outdoor pool, and complimentary wired internet access. The BRIX, Autograph Collection: Offers a children's pool, an outdoor pool, and 2 restaurants.
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.