
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.

Carlton’s Haven at Robyn’s Nest
Carlton’s Haven at Robyn’s Nest Tucked away in the tranquil village of Union, Tobago, Carlton’s Haven is a modern two bedroom, two bath, condo style duplex designed to make you feel completely at ease. Surrounded by lush greenery, the soothing sounds of birds, and cool island breezes, it’s your perfect escape into nature while still enjoying contemporary comfort and style. A 5-minute drive from Scarborough our capital putting local markets, beaches, and cultural gems right at your fingertips.

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.

Firefly Villa - 'Treetop'
Combining luxury and comfort, is any holidaymakers dream, romantic getaway for couples or an ideal space for working away from home. Open-plan floor to ceiling sliding glass doors that open out onto a wrap-around balcony, elevates outdoor living to a whole new level. Admire the stunning views of the Caribbean Sea and Buccoo reef or look down at the treetop canopy and watch the exotic tropical birds fly by. Peaceful, relaxed and inspiring. Contemporary comfort - timeless Caribbean charm.

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.

Stylish 2BR Condo w/ Pool Near Buccoo Beach
Welcome to The Cocoa Condo. A unique two-bedroom condominium, located on the gated compound of the newly constructed Buccoo Homes Phase 2. This unit is mere meters from the Buccoo Food Court and a 15-minute walk to explore the renowned Buccoo family-friendly beach, the protected Buccoo Reef, and the shallow, crystal-clear "Nylon Pool". Popular activities include glass-bottom boat tours, horseback riding in the ocean, and the lively Sunday School goat and crab races.

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!

Sunset on the ocean
This apartment is unique in the Tobago short term rental space. Brand new, stylish "island chic" place offers ocean views and is right above one of the most stunning Tobago beaches. You have ample space for your family or as friends to enjoy spacious living and dining space, top of the art kitchen. The two bedrooms and 2.5 bathrooms give you the space to enjoy this calm yet very well located new spot.

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.

Diamond-ADA Friendly, 5-8mins to beach/airport
This newly renovated unit is perfect for extended family stay or small group trips. Its ambience both inside and outside, provides a convenient and accessible access to family inclusion and bonding time without sacrificing safety or ambience. Ideally located near to the conveniences of the Buccoo and Mount Irvin beach facilities, Shirvan plaza and Shirvan police station.

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
Popular amenities for Plymouth family-friendly rentals
Family-friendly home rentals with a hot tub

Private Villa, Pool, 5 Bedroom

Quiet, Modern Apartment with Poolside View

Pleasant Cove: Luxe Villa w. Private Beach

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

Bay Apartment at Sandy Point

TheFairway:6BRFamilyVilla(18-26ppl) Pool Slide Spa

Villa Blue Moon

Convenient Location + Relaxing Ambiance
Family- and pet-friendly home rentals

One Buccoo

Oceanview paradise | private estate in Grafton

Sunset Reef Villa Tobago

Ti Marie - Caribbean luxury with golf course views

Mary's Hill Guest house

Breeze Manor apartment 2

Cozy apartments & Car rental pool side

Fair View Villa-A rustic home in tropical gardens
Family-friendly home rentals with a pool

Buccoo Luxe Escape|3BR Condo w/Pool & Modern Charm

Jazuri Couple Villa

Villa Narain, Tobago

Buccoolito 2B - Modern Condo w/Pool | Near beach

Poui Place - 4 Bd villa in Samaan Grove, Tobago

Joie de Vivre - a bright and airy holiday retreat

177 Sea Shell Villa, Tobago W.I.

'LITTLE OASIS' Luxury Apartment, Mt Irvine, TOBAGO
When is the best time to visit Plymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $294 SGD | $325 SGD | $325 SGD | $325 SGD | $329 SGD | $309 SGD | $329 SGD | $330 SGD | $296 SGD | $325 SGD | $294 SGD | $325 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
- Tobago Holiday rentals
- Saint George's Holiday rentals
- Sainte-Anne Holiday rentals





