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Check availability on Diamond Hotels with a Pool

Our top choices for Diamond hotels with a pool

Outdoor pool, pool umbrellas, sun loungers
Blue Waters Inn

Blue Waters Inn

Blue Waters Inn
3.5 star property
Speyside
8.8 out of 10, Excellent, (352 reviews)
"One of the best stays I've had. This place truly is a hidden secret in the Caribbean."
United States
Kat
The price is ₩210,871
₩253,039 total
includes taxes & fees
Feb 12 - Feb 13
Blue Waters Inn
Exterior
The Victory Villa

The Victory Villa

The Victory Villa
3.5 star property
Parlatuvier
10.0 out of 10, Exceptional, (1 review)
"My husband and I had a great stay at Victory Villa. The room as recently renovated, comfortable, and very clean. The host who met us was very friend and informative. He communicated directly and what to expect when driving to Victory Villa. The road getting up there isn't great, but totally doable in a car whether day or night. For someone with major passenger anxiety, I didn't particularly enjoy the drive. However, it was well worth it once we reached."
Canada
Cleopatra
The price is ₩218,867
₩240,754 total
includes taxes & fees
Jan 14 - Jan 15
The Victory Villa
Outdoor pool, open 7 AM to 7 PM, sun loungers
Blue Haven Hotel

Blue Haven Hotel

Blue Haven Hotel
4.0 star property
Scarborough
7.0 out of 10, Good, (46 reviews)
"Very clean & nicely well renewed cute resort! Me and my girlfriend definitely enjoyed our get away together and loved amazing views on the terrace and location! The staff were great too and friendly we would definitely stay again "
United States
Alixander
The price is ₩260,014
₩286,015 total
includes taxes & fees
Jan 17 - Jan 18
Blue Haven Hotel
Beach/ocean view
Half Moon Blue

Half Moon Blue

Half Moon Blue
3.0 star property
Scarborough
7.8 out of 10, Good, (173 reviews)
"The staff and the owners are VERY NICE and welcoming! The property is very kept up "
United States
Carla
Half Moon Blue
Junior Room | View from room
Bacolet Beach Club

Bacolet Beach Club

Bacolet Beach Club
4.0 star property
Scarborough
7.4 out of 10, Good, (412 reviews)
"Amazing would recommend"
United States
Jamal
The price is ₩206,318
₩237,266 total
includes taxes & fees
Jan 14 - Jan 15
Bacolet Beach Club
Exterior
Comfort Inn & Suites Tobago

Comfort Inn & Suites Tobago

Comfort Inn & Suites Tobago
3.0 star property
Scarborough
8.8 out of 10, Excellent, (336 reviews)
"The room was very clean front desk staff very hospitable and pleasant..."
United States
Tricia
The price is ₩221,359
₩268,398 total
includes taxes & fees
Feb 12 - Feb 13
Comfort Inn & Suites Tobago
Villa | Pool | Indoor pool
Luxury 5-bed Villa in Tobago The Big Yellow House

Luxury 5-bed Villa in Tobago The Big Yellow House

Luxury 5-bed Villa in Tobago The Big Yellow House
3.5 star property
Scarborough
2.0 out of 10, (1 review)
"The place is nothing like the pictures and the address does not take you directly to the place. The house is in the middle on nowhere and the house keeper is rude. They didn’t confirm my arrival. Property was locked when I showed up I had to banged on gate and get help from the neighbor for 1 hour before the rude housekeeper came in short no top on and never apologized. Do not book with that place "
United States
Janelle
The price is ₩624,914
₩624,914 total
includes taxes & fees
Jan 14 - Jan 15
Luxury 5-bed Villa in Tobago The Big Yellow House
Front of property
Ocean Winds Suite Hotel

Ocean Winds Suite Hotel

Ocean Winds Suite Hotel
2.5 star property
Lowlands
9.2 out of 10, Wonderful, (21 reviews)
"The stay was very enjoyable, safe and located in a very convenient area. To awaken to the sound of the ocean and to feel the ocean breeze was surreal."
United States
ISAAC
Ocean Winds Suite Hotel
3 outdoor pools, pool umbrellas, sun loungers
Magdalena Grand Beach & Golf Resort

Magdalena Grand Beach & Golf Resort

Magdalena Grand Beach & Golf Resort
4.0 star property
Lowlands
7.4 out of 10, Good, (690 reviews)
"Nice location but very dated rooms and poor amenities."
United States
Alan
Magdalena Grand Beach & Golf Resort
Poolside bar
Starfish Tobago Resort

Starfish Tobago Resort

Starfish Tobago Resort
3.0 star property
Plymouth
6.8 out of 10, (687 reviews)
"Every thing was beautiful Staff very helpful"
Canada
Anoop Joe
The price is ₩248,953
₩298,738 total
includes taxes & fees
Jan 19 - Jan 20
Starfish Tobago 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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Top Diamond Hotel Reviews

Shepherd's Inn

Shepherd's Inn

10/10 Excellent
"The breakfast menu was fresh healthy, good choices"
Kurt 2-night trip
Posted 6 days ago
Shepherd's Inn

Frequently asked questions

What are some accommodations with pools in Diamond?
Benn's Apartment Rentals: Offers kitchens, a pool, and televisions. Comfort Inn & Suites Tobago: Provides a full-service spa, an outdoor pool, and daily. Blue Waters Inn: Features a snack bar/deli, an outdoor pool, and free self parking. Tropikist Beach Hotel & Resort: Resort located near Pigeon Point Beach. Offers 2 outdoor pools, a children's pool, and 2 restaurants. Coco Reef Resort and Spa: Hotel located near Pigeon Point Beach. Features a private beach, an outdoor pool, and 2 restaurants.
What is there to see and do in Diamond?
Make a point to visit attractions like Mount Irvine Bay and Buccoo Reef. Discover sights such as Turtle Beach, Buccoo Beach, and Nylon Pool during your stay.
When is the best time to book a hotel with a pool in Diamond?
You may want to think about a place to stay that offers an outdoor swimming pool if you plan to visit Diamond in the driest months of March, February, or April when the average rainfall is 2 inches. Lodging that has a pool indoors may be the way to go if you are visiting during the rainiest months of November, July, and October when the average rainfall is 8 inches.