The Best Hotels with a Pool in St. Augustine from NT$2,355 in 2026

Q: 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 2 restaurants, an outdoor pool, and spa services. Kapok Hotel : Features daily, an outdoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG : Offers a snack bar/deli, an outdoor pool, and free self parking. The BRIX, Autograph Collection : Features 2 restaurants, an outdoor pool, and complimentary wired internet access.

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Our top choices for St. Augustine hotels with a pool

Willard's Bed and Breakfast

Tunapuna

Tropical paradise awaits at this refreshing outdoor pool sanctuary, offering peaceful relaxation amid lush surroundings.

NT$2,355 total

includes taxes & fees

Jun 5 - Jun 6

Emporis Resort

Arouca

Dive into refreshing relaxation with an outdoor pool and a children's pool at this aparthotel in the shopping district.

NT$7,412 total

includes taxes & fees

Jun 1 - Jun 2

Palms Hotel Trinidad

Arouca

Take a refreshing dip in the tranquil outdoor pool at this comfortable hotel, surrounded by manicured garden landscapes.

NT$2,883 total

includes taxes & fees

May 30 - May 31

Cattleya Hotel

Tunapuna

Lap up luxury at the outdoor pool oasis—where refreshing dips meet relaxing massages at Cattleya Hotel.

NT$2,459 total

includes taxes & fees

May 29 - May 30

Piarco Village Suites

Piarco

Tropical oasis with an outdoor pool just minutes from the airport, offering sun-soaked relaxation in this family-owned retreat.

NT$4,224 total

includes taxes & fees

May 29 - May 30

Runway Hotel

Piarco

Dive into sun-soaked bliss at this hotel with a refreshing outdoor pool and lively poolside bar.

NT$4,940 total

includes taxes & fees

Jun 11 - Jun 12

Airport Inn

Piarco

A relaxing poolside oasis at this airport-adjacent bed and breakfast awaits morning dips.

NT$3,772 total

includes taxes & fees

May 31 - Jun 1

West Palm Hotel

Chaguaramas

Unwind poolside with luxurious loungers, shady umbrellas, and refreshing cocktail service at this West Palm retreat.

NT$2,862 total

includes taxes & fees

Jun 8 - Jun 9

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

Breakfast included

4 stars

Top St. Augustine Hotel Reviews

Kapok Hotel

10/10 Excellent

"Great location"

Hilton Trinidad & Conference Centre

10/10 Excellent

"I was SO impressed by the professionalism of the staff at the Hilton and Conference Center Port of Spain, Trinidad. I have experienced competent hotel staff on many hotel stays; however, the stellar Front Desk staff, specifically Stefan and Quassie, were so impactful and helpful and assured that my time there was most pleasant. I plan to return in the very near future because of the wonderful experience the staff there afforded me. Bravo, Hilton Staff Port of Spain!!! Many thanks, Thomas Elliott"

The BRIX, Autograph Collection

10/10 Excellent

"The room itself was clean, modern, and very comfortable. The AC worked extremely well—almost too well at times—and was a bit difficult to adjust. The bathroom was overall very clean, although there were a few visible spots in the shower wall grout. What really stood out was the staff, who were all incredibly helpful, friendly, and pleasant throughout the stay. The property is also within walking distance of Savannah, which made the location very convenient. Overall, I truly enjoyed my stay and would definitely recommend this property. The facilities felt updated and well maintained, though the gym could benefit from a few more pieces of equipment, such as resistance bands and lighter dumbbells."

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 2 restaurants, an outdoor pool, and spa services. Kapok Hotel: Features daily, an outdoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG: Offers a snack bar/deli, an outdoor pool, and free self parking. The BRIX, Autograph Collection: Features 2 restaurants, an outdoor pool, and complimentary wired internet access.

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 Yerette - Home of the Hummingbird.

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.

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