Caribbean Daily - Vacation Rentals in Chaguaramas Boardwalk

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From US $69

         

9.4 (3 Reviews)

Apartment

HUGE studio apartment

• Air Conditioner
• Parking
• TV

• Port of Spain
• Woodbrook

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From US $52

         

10.0 (2 Reviews)

Apartment

Tiffany's Suites

• Air Conditioner
• Parking
• Pet Friendly

• Trinidad and Tobago
• Diego Martin

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From US $443

         

10.0 (1 Review)

Apartment

Jacuzzi Loft and Pool Glencoe Townhome

• Parking
• Child Friendly
• Internet

• Diego Martin
• Glencoe

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From US $259

         

10.0 (6 Reviews)

Apartment

Stacys Place #2: 2 Bedroom Apartment

• Air Conditioner
• Parking
• Pool

• San Juan-Laventille
• Port of Spain

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From US $127

         

|

9.8 (25 Reviews)

Apartment

Stacys Place #2 2 Bedroom Apartment

• Air Conditioner
• Parking
• Pool

• Port of Spain
• Saint James

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From US $120

         

|

9.6 (114 Reviews)

House

Culture Crossroads Inn

• Air Conditioner
• Parking
• TV

• Port of Spain
• Saint James

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From US $201

         

10.0 (5 Reviews)

Villa

Garden Oasis 1: Villa with Private Pool

• Air Conditioner
• Parking
• Pool

• Trinidad and Tobago
• Diego Martin

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From US $134

         

9.7 (6 Reviews)

Apartment

Elm's Secret Nest, Westmoorings-2 Bedroom Suite and Pool

• Air Conditioner
• Parking
• Pool

• Trinidad and Tobago
• Diego Martin

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From US $120

         

|

8.8 (47 Reviews)

House

Kiskadee Korner

• Air Conditioner
• Pool
• TV

• San Juan-Laventille
• Port of Spain

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From US $164

         

10.0 (3 Reviews)

Apartment

The ValVerde Condo 101

• Air Conditioner
• Parking
• Pool

• San Juan-Laventille
• Port of Spain

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From US $227

         

10.0 (2 Reviews)

Apartment

Charming 2-bedroom apartment in lovely Woodbrook, Port of Spain with WiFi, AC

• Air Conditioner
• Parking
• TV

• Port of Spain
• Woodbrook

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From US $195

         

10.0 (2 Reviews)

Apartment

Charming 1-bedroom apartment in cool nWoodbrook, Port of Spain with AC, WiFi

• Air Conditioner
• Parking
• TV

• Port of Spain
• Woodbrook

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From US $328

         

10.0 (1 Review)

Villa

The Chateau de Chantilly Villa 16

• San Juan-Laventille
• Port of Spain

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From US $227

         

10.0 (1 Review)

House

This is a Family Friendly property ideal for groups of 6-10 people.

• Air Conditioner
• Parking
• TV

• Trinidad and Tobago
• Diego Martin

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From US $225

         

10.0 (1 Review)

Condo

Anayah's Place - 2bed condo Port of Spain- spectacular ocean view, WiFi, AC

• Air Conditioner
• Parking
• Pet Friendly

• Trinidad and Tobago
• Diego Martin

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From US $196

         

10.0 (1 Review)

House

Live Like a Local in This Chic 2-Bedroom Maraval Escape!

• Air Conditioner
• Parking
• TV

• Port of Spain
• Maraval

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From US $152

         

10.0 (1 Review)

House

Beautiful 4 bedroom home & additional 2 bedroom detached guess house.

• Air Conditioner
• Parking
• TV

• Port of Spain
• Woodbrook

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From US $90

         

9.6 (7 Reviews)

Apartment

Stacys Place #3: Studio Apartment

• Air Conditioner
• Parking
• Pool

• Port of Spain
• Saint James

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From US $214

         

9.4 (3 Reviews)

Villa

Garden Oasis 2: Villa with Private Pool

• Air Conditioner
• Parking
• Pool

• Port of Spain
• Westmoorings

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From US $113

         

9.0 (2 Reviews)

House

Colorful and Peaceful 2 Bedrooms Residential Home

• Air Conditioner
• Parking
• TV

• Trinidad and Tobago
• Diego Martin

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From US $180

         

8.0 (3 Reviews)

Condo

Caribbean Getaway

• Air Conditioner
• Parking
• Pool

• Port of Spain
• Cocorite

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From US $68

         

6.0 (1 Review)

House

2-bedroom house in awesome POS walking distance to everything -WiFi, AC included

• Air Conditioner
• Parking
• TV

• Port of Spain
• Woodbrook

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From US $91

         

5.0 (4 Reviews)

House

Robert's Guesthouse in Port of Spain.nIn the Heart of Carnival 2026

• Parking
• Balcony/Terrace
• Bedding/Linens

• San Juan-Laventille
• Port of Spain

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From US $1,191

         

New

House

Spacious 6-bedroom house in Federation Park Port of Spain with AC, WiFi

• Air Conditioner
• Parking
• Pool

• Port of Spain
• Saint James

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★ Pro Tip: Caribbeandaily makes it easy to compare the best listings on Caribbeandaily homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Caribbeandaily 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 Chaguaramas Boardwalk.