
Family-friendly holiday rentals in Plymouth
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Plymouth

Total holiday rentals
Explore 30 holiday rentals in Plymouth

Nightly prices starting at
Plymouth holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 500 verified reviews to help you choose

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Plymouth holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Plymouth rentals

4.7 Average rating
Plymouth stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Plymouth
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

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.

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.

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.

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.

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**

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.

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!

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.

Classic Beachfront Living, Villa 6 of 6
Secluded and peaceful villa surrounded by lush cedar trees with views of Stonehaven Bay. Features 3 en-suite bedrooms, spacious verandahs, and fully equipped kitchen — perfect for families or small groups seeking tranquility steps from the beach. All guests enjoy access to the beachfront pool, bar, and beach, plus resort-style amenities, daily cleaning, and in-villa chef service.

Majestic Suites Cottage
This unique place has a style all its own. A Modern cottage nestled in the western end of the island. 6 minutes away from the nearest beach, 4 minutes away from the largest supermarket on the island and 7 minutes away from the largest mall. We also provide rental vehicles as well.
Popular amenities for Plymouth family-friendly rentals
Family-friendly home rentals with a hot tub

Pristine Villa Tobago

Villa Blue Moon

Erasmus Cove Villa: rainforest, beach, waterfall

The Oasis w/ private beach & great view #432211004

Villa Yemanjá

Pleasant Cove: Luxe Villa w. Private Beach

New 5-BR Villa Pool • Cine • Gym • Beach • Private

Bay Apartment at Sandy Point
Family- and pet-friendly home rentals

Winston’s Court (Single Room)

Immersive, natural studio in enchanting garden

Mary's Hill Guest house

Fair View Villa-A rustic home in tropical gardens

Ti Marie - Caribbean luxury with golf course views

Breeze Manor apartment 2

Little Houses Tobago - Castara Cozy Cottage

One Buccoo
Family-friendly home rentals with a pool

Tamarind House Villa Parlatuvier

Jazuri Couple Villa

Joie de Vivre - a bright and airy holiday retreat

177 Sea Shell Villa, Tobago W.I.

Sunset on the ocean

Carlton’s Haven at Robyn’s Nest

Panoramic View, Ocean Air, Pool & Netflix\Cable.

Sea View Villa Cluster 63A(2BR,Pool,Wifi,Golf)
When is the best time to visit Plymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $295 SGD | $326 SGD | $326 SGD | $326 SGD | $329 SGD | $309 SGD | $329 SGD | $331 SGD | $296 SGD | $326 SGD | $295 SGD | $326 SGD |
| Avg. temp | 27°C | 27°C | 27°C | 28°C | 29°C | 28°C | 28°C | 28°C | 29°C | 28°C | 28°C | 27°C |
Destinations to explore
- Oistins Holiday rentals
- Les Trois-Îlets Holiday rentals
- Holetown Holiday rentals
- Fort-de-France Holiday rentals
- Lecherías Holiday rentals
- Le Diamant Holiday rentals
- Port of Spain Holiday rentals
- Bridgetown Holiday rentals
- Sainte-Luce Holiday rentals
- Saint George's Holiday rentals
- Tobago Holiday rentals
- Sainte-Anne Holiday rentals





