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.

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Superhost
Flat
4.84 out of 5 average rating, 107 reviews

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.

Top guest favourite
An infinity pool glistens under a bright blue sky, with clouds casting soft shadows. Comfortable lounge chairs with umbrellas line the poolside, surrounded by lush greenery. The structure of the villa features large windows and a wooden overhang, blending seamlessly with the natural environment.
Flat in Bethel
4.99 out of 5 average rating, 147 reviews

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.

Guest favourite
A colorful hammock is suspended between posts on a wooden deck, inviting relaxation. The deck offers expansive views of the Caribbean Sea and surrounding greenery, with distant islands visible on the horizon. A wooden chair is positioned nearby, enhancing the comfortable outdoor setting.
Villa in Bloody Bay
4.8 out of 5 average rating, 133 reviews

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.

Superhost
The villa exterior is showcased under a starry night sky, with a tranquil saltwater pool reflecting the lights of the structure. Surrounding lounge chairs are arranged by the poolside, and vibrant wall art adds character to the setting.
Villa
4.79 out of 5 average rating, 107 reviews

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.

Guest favourite
Flat in Black Rock
4.89 out of 5 average rating, 9 reviews

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.

Guest favourite
A vibrant sunset paints the sky with shades of orange and purple above a lush green landscape. The view encompasses the distant ocean and various trees, with a spacious villa and neighboring structures positioned in the foreground.
Home in Plymouth
4.92 out of 5 average rating, 24 reviews

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.

Guest favourite
Place to stay in Buccoo
4.82 out of 5 average rating, 114 reviews

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**

Superhost
Flat
4.76 out of 5 average rating, 21 reviews

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.

Top guest favourite
A table with a colorful tablecloth is set for two on a private patio, surrounded by lush tropical plants. The ocean is visible in the background, framed by greenery. Bright flowers in a vase add a touch of vibrancy to the setting.
Flat in Black Rock
4.97 out of 5 average rating, 90 reviews

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!

Superhost
The inviting pool area features a circular pool surrounded by a stone patio, with lounge chairs and umbrellas providing shade. Lush greenery and tall trees create a natural backdrop, enhancing the serene outdoor space. A gazebo adds to the charm, offering a shaded seating area.
Villa in Tobago
4.87 out of 5 average rating, 61 reviews

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.

Superhost
Home in Black Rock
5.0 out of 5 average rating, 3 reviews

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.

Superhost
A modern kitchen is configured with light green cabinetry and stainless steel appliances. A unique artwork decorates the wall, while a small dining area features two bar stools at a sleek counter. Natural light enters through a window covered with blinds.
Cottage in Carnbee
4.8 out of 5 average rating, 49 reviews

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

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