A cannon on a grassy hill overlooking a calm sea with a distant shoreline.

Find Hotels with a Pool in St. Augustine

  • 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

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for St. Augustine hotels with a pool

1. Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
Piarco
  • Splash into vacation mode at this Trinidad airport hotel's sunny pool with umbrellas and loungers.
₩220,263
₩266,518 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

2. Runway Hotel

Runway Hotel
Piarco
  • Dive into sun-soaked bliss at this hotel with a refreshing outdoor pool and lively poolside bar.
₩194,123
₩213,535 total
includes taxes & fees
Oct 15 - Oct 16
Runway Hotel

3. Piarco Village Suites

Piarco Village Suites
Piarco
  • Tropical oasis with an outdoor pool just minutes from the airport, offering sun-soaked relaxation in this family-owned retreat.
₩152,652
₩182,874 total
includes taxes & fees
Oct 3 - Oct 4
Piarco Village Suites

4. Airport Suites Hotel

Airport Suites Hotel
Piarco
  • Dive into refreshing luxury with a pool and swim-up bar just minutes from the airport.
₩102,102
₩125,075 total
includes taxes & fees
Oct 10 - Oct 11
Airport Suites Hotel

5. Hyatt Regency Trinidad

Hyatt Regency Trinidad
Downtown Port of Spain
  • Dip into aquatic luxury at this rooftop infinity pool with stunning ocean views, premium loungers, and poolside cocktail service.
₩276,349
₩335,764 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Regency Trinidad

6. Palms Hotel Trinidad

Palms Hotel Trinidad
Arouca
  • Take a refreshing dip in the tranquil outdoor pool at this comfortable hotel, surrounded by manicured garden landscapes.
₩112,973
₩124,272 total
includes taxes & fees
Oct 24 - Oct 25
Palms Hotel Trinidad

7. Cattleya Hotel

Cattleya Hotel
Tunapuna
  • Lap up luxury at the outdoor pool oasis—where refreshing dips meet relaxing massages at Cattleya Hotel.
₩96,629
₩106,292 total
includes taxes & fees
Oct 8 - Oct 9
Cattleya Hotel

8. Shalom House

Shalom House
Valsayn
  • Splash into relaxation at this tropical B&B with a sun-soaked pool and garden views.
₩162,900
₩179,190 total
includes taxes & fees
Oct 3 - Oct 4
Shalom House

9. Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre
Port of Spain
  • Dive into poolside paradise with sweeping views of lush tropical scenery at this luxury resort hotel.
₩272,691
₩330,638 total
includes taxes & fees
Oct 22 - Oct 23
Hilton Trinidad & Conference Centre

10. Airport Inn

Airport Inn
Piarco
  • A relaxing poolside oasis at this airport-adjacent bed and breakfast awaits morning dips.
₩136,101
₩176,904 total
includes taxes & fees
Oct 6 - Oct 7
Airport Inn
View all properties

Choose what matters most at hotels with a pool in St. Augustine

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top St. Augustine Hotel Reviews

Airport Suites Hotel

Airport Suites Hotel

10/10 Excellent
"💖"
Susana 1-night trip
Posted 1 day ago
Airport Suites Hotel
Kapok Hotel

Kapok Hotel

10/10 Excellent
"Really enjoyed my stay at the Kapok Hotel. Must commend the attitude and helpfulness of the staff. Will definitely return!"
Athalia 2-night trip
Posted 2 days ago
Kapok Hotel
The Normandie Hotel

The Normandie Hotel

10/10 Excellent
"Staff was friendly and helpful, room and property was clean."
Chinelle 1-night trip
Posted 4 days ago
The Normandie Hotel

Frequently asked questions

What are some accommodations with pools in St. Augustine?
Pax Guest House: Offers 2 restaurants, an outdoor pool, and a full-service spa. Hyatt Regency Trinidad: Provides a snack bar/deli, an outdoor pool, and free self parking. Airport Suites Hotel: Features 2 restaurants, an outdoor pool, and complimentary wired internet access. Radisson Hotel Trinidad: Offers 2 restaurants, an outdoor pool, and spa services. Kapok Hotel: Features a snack bar/deli, an outdoor pool, and free self parking.
What is there to see and do in St. Augustine?
Take a walk along the waterfront at Maracas Beach and Las Cuevas Beach. During your stay, check out sights such as University of the West Indies, Mount St. Benedict Monastery, and Trincity Mall.
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.