Unplugged Weekend - Vacation Rentals in Diamond

CASTLE VIEW VILLA From US $117
         

|
7.5 (44 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Comfort Inn & Suites Tobago From US $184
         

|
8.8 (341 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Comfort Inn & Suites Tobago From US $152
         

|
8.3 (453 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Half Moon Blue From US $128
         

|
7.8 (174 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV
Villa/Pool by Sea on Championship Golf Course From US $357
         

Luxury Places to Stay in Diamond

Over 383+ Luxury Places to Stay in or Near Diamond
The Châteaux From US $4,050
         

New
House
  • Security/Safety
  • Child Friendly
  • Internet
Tranquil 2-bedroom condo in Tobago with AC, WiFi From US $1,800
         

New
Condo
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Eagle's Base Villa & Cottage From US $1,224
         

|
10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Surfers Paradise Villa - Beachfront Sleeps 24 From US $1,200
         

9.6 (5 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Diamond

Over 220+ Top-Rated Vacation Rentals with a Pool in or Near Diamond
Beautiful Caribbean Retreat From US $282
         

10.0 (22 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Sapphire-Vibrant & Relaxing 3mins to Buccoo Beach From US $236
         

10.0 (11 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Diamond

Over 41+ Pet-Friendly Vacation Rentals in or Near Diamond
BoyceGuest apartment #1 From US $63
         

9.7 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Tobago Hibiscus Villas and Apartments From US $109
         

|
8.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
La Villa Sereine on the Tobago Plantations From US $142
         

9.6 (17 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Eagle's Base Villa & Cottage - sleeps 26 guests From US $1,095
         

9.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Eagle's Base Villa with Spectacular Views-Sleeps22 From US $880
         

8.8 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Mary's Hill Lodge, Tobago From US $228
         

8.8 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
See More Pet-Friendly Vacation Rentals in Diamond on PetFriendly.io

Large Vacation Homes & Villas in Diamond

Over 142+ Large Vacation Homes & Villas in or Near Diamond
The Fairway 6BRFamilyVilla 20-24ppl Pool Slide Tub From US $830
         

Plantation Beach Villas From US $500
         

|
9.6 (5 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Robbie's Place Tobago # 1 bedroom apartment From US $92
         

Wheelchair Accessible Vacation Homes in Diamond

Over 18+ Wheelchair Accessible Vacation Homes in or Near Diamond
CC Best Villas Tobago From US $80
         

|
9.4 (43 Reviews)
Villa
  • Parking
  • View
  • Wheelchair Accessible
Magdalena Grand Beach & Golf Resort From US $272
         

|
7.4 (700 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Sunset on the ocean From US $252
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Diamond Vacation Rentals and Airbnb Places to Stay Under $200

Over 159+ Diamond Vacation Rentals and Airbnb Places to Stay Under $200
Cozy cottage with hill view for bird lovers From US $54
         

10.0 (1 Review)
Cottage
  • Parking
  • Designated Smoking Area
  • Balcony/Terrace
Ade's Domicil From US $60
         

9.3 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Kiskadee Korner Vacations From US $140
         

|
10.0 (3 Reviews)
Apartment
  • Pool
  • Designated Smoking Area
  • Balcony/Terrace
Cozy and Spacious Apartment in Lambeau, Tobago From US $72
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
El Romeo, Casa Josepha. 10min Drive to Beaches! From US $114
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
J'adore Suites - King Bed From US $135
         

10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Para Sol Villa spacious w/stunning Ocean View From US $108
         

Instantly Bookable Vacation Homes in Diamond

Over 157+ Instantly Bookable Vacation Homes in or Near Diamond
Pearl- Modern Luxurious 3 bedroom condo with tub From US $351
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
CAHAYA VILLA, Luxury 3 bedroom, Ocean View From US $453
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
Rosita with a Waterfall Jacuzzi & Rain Forest feel From US $400
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Lux 3 Bdrm Ocean Front villa with Private pool! From US $393
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Pool
  • Private Pool

About Diamond Vacation Rentals

With more than 14 Diamond vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Unpluggedweekend and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Diamond.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Unpluggedweekend Diamond, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Diamond. Places to stay near Diamond are 536.82 ft² on average, with prices averaging $192 a night.

Unpluggedweekend makes it easy and safe to find and compare vacation rentals in Diamond with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Diamond

Type Count
Hotels with Suites 5
Resorts 3
Villas 3
Holiday Apartments 2

Use these Quick Filters to Find a Vacation Rental in Diamond

Pro Tip: Unpluggedweekend makes it easy to compare the best listings on Unpluggedweekend homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Unpluggedweekend homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Diamond.

Weather in Diamond

View the weather forecast for Diamond before booking your Diamond Vacation Rentals to confirm your best time to go.

December - February
High       Low
March - May
High       Low
June - August
High       Low
September - November
High       Low

Other Places to Stay Near Diamond, TT


Diamond Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Diamond?

There are a lot of options in Diamond. If you plan on staying in the Diamond area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Diamond:

How many vacation rentals are available in Diamond?

Currently, the total number of properties listed in 2026 is over 14 in the Diamond area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Diamond.