Holiday rentals with outdoor seating in Tobago

Modern 3 bedroom in the heart of Crown Point

Centrally located, brand new apartments that accommodate 10 persons. Guests will have the entire building to themselves and will have 3 bedrooms, 3 bathrooms, the entire deck and 2 hot tubs. Nightlife, restaurants and beaches are all within seconds from these apartments and guests can enjoy 2 secured parking spots. Feel secure inside with security doors and guests can enjoy music all around. This unit is all about location however we urge guests who are not partiers or “limers” to not book.

TheNest:5BR Family Villa(16 ppl),Pool,Garden,Swing

Welcome to The Nest Villa, a tropical retreat in Tobago, located near No-man's land, Mount Irvine, Pigeon Point, & Buccoo beaches. This 5 bedroom house promises relaxation & adventure. Explore the island by car, scenic walks & trail bikes, or relax by the pool surrounded by the lush large garden. Samaan Grove is a Gated Safe Community, Kid-friendly, delight in the swing set. Discover the hidden gem, to unwind & soak up the sun. Warm Hosts with Insider tips with ensure an unforgettable stay!

CaribBliss Suite - Tobago Plantations Condo

Discover secure and tranquil living in this exquisite 2-bedroom condo nestled in the exclusive Tobago Plantations development. Overlooking a lush golf course, this condo offers a serene retreat with spacious, sunlit living areas and modern amenities. Enjoy peace of mind in this gated community with 24/7 security. Just a 15-minute drive from Tobago's pristine beaches, it combines relaxation, luxury, and convenience. Embrace unparalleled comfort in one of Tobago's most sought-after locations.

The House of Serenity, Play & Family

This place is perfect for a small or relatively large group. It is equipped with a fully-functional modern-styled kitchen, a spacious communal area, a family-friendly pool and beautiful garden. The place is situated in a secured gated community in lively Crown Point! We are also located close to the airport (5 mins drive), beaches (e.g. Pigeon Point - the #1 attraction in Tobago!), restaurants, bars, shops, grocery stores and ATMs (bank) for all your needs and amenities.

Flamingo Villa Tobago-sleeps 14

Experience the epitome of elegance and luxury in this stunning 4-bedroom villa, nestled within a serene and secure gated community. Ideally located just moments from the airport and pristine, sun-kissed beaches, this exquisite retreat offers the perfect blend of sophistication, comfort, and convenience. For larger groups, the adjacent Sea Glass Villa—accessible via a private gated entrance—offers an exceptional opportunity to expand your accommodations.

Mahogany Estate

This newly renovated villa is a guest favorite! Located on Mt Hay Trace, Black Rock, Tobago. Perfect for family/ friends who want a peaceful and luxurious getaway, yet only a 10-to-15-minute drive to Stone Haven Bay. This beautifully landscaped property that sits on 2 acres of land, with panoramic views of the ocean and hill sides. The garden surrounding Mahogany has fruit trees and a look out point with a swing!

Fort Bennett Studio Apt-A. Steps to Grafton Beach

Relaxing get-away. Studio Apt. with: * short walk to 2 beaches: Turtle and Grafton. * fully equipped kitchen * beautifully landscaped yard * outdoor patio * fire pit for charcoal bbq'ing * 18 hole golf course next town over * located in friendly town of Black Rock * Street parking * Airport pickup can be arranged * Apt is 35 sqm or 376 sqft * Air conditioning * towels and sheets provided

Erasmus Cove: sea views, private beach, waterfall

Off the beaten track and surrounded by the oldest rainforest preserve in the Western Hemisphere, Erasmus Cove is nestled on six acres of tropical gardens overlooking a pristine and totally secluded Caribbean beach. Our two bedroom cottage is perfect for those looking for serenity, adventure, natural beauty, and spectacular views. #erasmuscove

Mariner’s Cove

This 3 bed 3 bath recently renovated antique villa, has a Caribbean Colonial design, with Regency style shutters, a continental reminder you are currently in Paradise. The villa is surrounded by large shaded balconies, to lime with friends or just sit and take in your surroundings.