Family-friendly holiday rentals in Plymouth

Stylish Getaway Near Beaches. Quiet. Pool. Jacuzzi

Enjoy comfort and privacy in this spacious, modern apartment set in a quiet, safe community close to beaches, dining and nightlife. Perfect for professionals or couples, the space features a queen-size bed, cozy living area with Smart TV, fast Wi-Fi, fully equipped kitchen, large bathroom with massage shower, hot water, and private balcony. Guests also enjoy access to a swimming pool and jacuzzi—ideal for relaxing after work or a day out. We look forward to helping you make your visit memorable.

Family · Kitchen · Bathroom

Firefly Villa - 'Roots'

A spacious, modern, beautifully decorated home with a zen vibe and an inspiring location for working away from home. ‘Roots’ has two cozy double bedrooms, comfortable work spaces and fully-equipped kitchen with kitchen island, and deluxe double fronted fridge, en-suite bathrooms and wooden floors. Lie by the infinity pool and watch as a bright blue-grey tanager flies right over your head from one tree to the next. The perfect blend of treehouse and charming, stylish Caribbean poolside villa.

Kitchen · Indoor spaces · Checkout

Auchenbago rustic luxury, stunning panoramic views

Relax and catch the breezes and spectacular views of the Caribbean Sea at a rustic villa offering total privacy and comfort. Marvel at the nearby turtles' nesting grounds and, weather permitting, take paths along the 4.5 acre landscaped property to the sandy beach and waterfalls below. Relax with a book from our library, perhaps in one of the Mexican hammocks on the villa's wraparound deck. Prepare meals in the well-equipped kitchen and enjoy leisurely dining in the screened-in dining room.

Family · Indoor spaces · Parking

Nirvana Tobago Villa Saltwater Pool & Ocean View

Nirvana Tobago is a luxurious Private Villa on the Caribbean coast with Ocean Views. Ample alfresco dining space, poolside cabana bar and saltwater pool. Over 4000+ sq. ft residence is graced with 12-foot ceilings and skylights. Interiors feature a chef kitchen and well-appointed bedrooms with ensuite bathrooms, no better place to restore your sense of bliss! Perfect for weekend getaways, extended stays and remote working. We have fast and reliable wifi and laptop friendly workspaces.

Kitchen · Family · Comfort

Tobago Love

BEACHES! BEACHES! BEACHES! Tobago Love is a modern 2/2 within walking distance to Grafton Beach, many restaurants and lively music night life. Enjoy lovely views Stonehaven Bay. Tobago Love features a full modern kitchen, master bedroom with queen size bed, en suite bath and private balcony. The guest room features a private balcony, queen size bed and access to full guest bathroom. The living area spacious opens up to oversized veranda. Located close to main road on the bus route.

Indoor spaces · Family · Layout

Plymouth View Villa: 2br & Pool

Bring the whole family to this great place with lots of room for fun. Our lovely villa in the serene paradise of Tobago is the perfect retreat! It offers a peaceful location where you can relax and unwind with your loved ones. One of the highlights of our villa is the wrap balcony, offering glimpses of the ocean in the distance. It's the perfect spot to savor your morning coffee or enjoy an evening cocktail while witnessing breathtaking sunsets that will leave you in awe.

Kitchen · Family · Pool

Charming private studio in Buccoo

Cute artistic studio in the heart of Buccoo with just a short walk (5 mins) to the nearest beach and groceries/eateries/restaurants, making it easy to plan your visit to our beautiful island. 2 other stunning beaches (Grange Bay/Mt Irvine) are within walking distance and we're just 15 minutes drive from the airport or 20 minutes from the port. **we only accept direct bookings (no 3rd party bookings) so the person making the booking should be one of the 2 guests staying**

Family · Indoor spaces · Value

Gleneagles Nest 2

Cozy, nest-styled, self-contained apartment located in Mt. Irvine, Tobago. Our accommodation is conveniently just a 5 minute walk from the popular Mt. Irvine beach and Backbay Salt Pools/Beach. very spacious (450 square foot) and all self- contained. Each apartment consists of 2 open concept bedrooms, a bathroom, living space and kitchen. The entire apartment sleeps 4 persons comfortably (2 persons per bed). Accommodations for more guests can be arranged upon request.

Family · Kitchen · Nearby

Ocean-View Tobago Getaway Near Attractions

Relax and rejuvenate in this comfortable and serene space. Perched atop a hill in Prospect, Tobago, this tranquil retreat offers breathtaking ocean views, lush gardens, and tropical charm. Wake to birdsong and rustling leaves as you enjoy comfort and serenity surrounded by nature. Perfect for couples or families seeking peace with easy access to Tobago’s most popular beaches, attractions, and authentic island experiences. Close, yet far enough to truly unwind.

Family · Air conditioning · Location

Sea & sunset view- beach steps away

•Private 1 BR apartment, 3 minute walk to 2 beaches. Sea view, tropical garden, full kitchen, A/C in bedroom. Located on ground floor of villa on a residential street in a lively, traditional fishing village. •NO CAR NEEDED- 3 minute walk to 2 beautiful beaches. Short walk to shops, restaurants & ATM. Public transport close by •Hammock and additional outdoor shower •Perfect for beach-loving travelers looking for a true taste of Tobago!

Indoor spaces · Kitchen · Walkability

Mock Turtle is an Enchanting & Affordable Escape!

This delightfully charming one-level holiday home is graced with high ceilings and tastefully furnished in island style. Mock Turtle has three (3) en-suite bedrooms, a well-equipped full kitchen, and a well-maintained landscaped garden. The open plan living and dining area lead out to the pool and sun terrace - perfect place for relaxing and watching the sunset. Perfect for families and small groups.

Kitchen · Family · Cleanliness

Villa Soleil

Soleil is a truly impressive 5-bedroom Tobago vacation rental villa. Regally located on a hillside in beautiful Arnos Vale, the turquoise waters of the Caribbean Sea practically on your doorsteps!

Kitchen · Indoor spaces · View