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Family-friendly holiday rentals in Montserrat

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Montserrat

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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A charming cottage is situated along a winding path, surrounded by lush greenery and rolling hills. The structure features a bright blue exterior with a yellow door, blending harmoniously with the natural landscape.
Guesthouse in Old Town
4.87 out of 5 average rating, 53 reviews

Blue Lime Cottage

Our cottage is located at a walking distance of Lime Kiln Beach. You will like our cottage because of its privacy and the nature surrounding it. As of October 1st Monserrat welcomes visitors who are fully vaccinated with a WHO approved vaccine and a negative Covid test done within the last 72 hours. In addition visitors are required to quarantine for 5 days upon arrival. During the quarantine you can walk around our property and use the swimming pool in addition. Items can be delivered to you.

A bright living area features a white sofa with contrasting black and white cushions, positioned beside a glass coffee table. A wall-mounted TV displays a selection of channels. Natural light enters through large windows, and an open door leads to a green outdoor landscape.
Apartment in Davy Hill
4.75 out of 5 average rating, 4 reviews

King Bed Studio Chess Apartments

Experience peaceful, family-friendly comfort in our unique, stylish and spacious retreat. We're centrally located, just a 1-min walk from banks, restaurants, supermarkets, and more, plus a short walk to the beach! Free parking, Breathtaking views of Montserrat's landscapes and beaches. Refreshing Breezes (no AC needed here!). Ideal for singles, couples, friends, and small families. King Bed/Two Twin Bed, plus a sofa bed. We offer airport/seaport transfers, car rentals, tours, pool access

Superhost
The exterior of the apartment is presented, featuring a vibrant yellow facade. A covered porch area is visible with green railings, providing an inviting entrance. Windows are fitted with shutters, and landscaped greenery lines the ground, enhancing the overall charm of the space.
Apartment in Barzeys
4.88 out of 5 average rating, 26 reviews

Lovely two bedroom apartment

Welcome to your Caribbean bolthole. This is a lovely two bedroom apartment set in the hills of beautiful Montserrat. The apartment is set on the edge of a valley (Ghaut ) with unblocked views of the sea towards Redonda and Nevis and a cool breeze in the evenings. You will have exclusive use of our apartment, with a separate entrance for you to come and go at your leisure. The Host lives in the apartment above, and will therefore be on hand by phone or email if you run into any difficulties.

Superhost
The exterior of the villa is framed by lush tropical landscaping, featuring vibrant green plants and colorful flowers. A paved driveway leads up to the entrance, where the two-story white building is highlighted under a clear blue sky.
Home in Woodlands

NEW Stylish Caribbean 3 Bdrm Villa

This incredible 3 bedroom Villa's garden grounds stretches over 100 yards of unobstructed panoramic views, abundant in colour with blooming florals and lush with towering mahogany trees under which hammocks swing in the ever present view of the Caribbean Sea. From corner to corner, this estate has one of the most beautiful, vistas with the sound of waves lapping on its shoreline below -plus views of neighbouring islands Nevis, Redonda & the tip of St. Kitt's - a constant reminder of paradise.

The villa is set against a backdrop of lush green hills, perched elegantly on a gently sloping lot. The panoramic pool extends towards the horizon, while vibrant tropical landscaping surrounds the property, enhancing its natural beauty and inviting atmosphere.
Home in Garibaldi Hill
5 out of 5 average rating, 4 reviews

Beautiful Caribbean Villa with spectacular views

Ranked one of the safest Islands in the Caribbean, Montserrat is a hidden gem of the Caribbean, where emerald hills cascade to pristine beaches. Montserrat beckons adventurers & serenity seekers alike to uncover its enchanting beauty. Dive into azure waters, explore volcanic landscapes, & immerse in vibrant local culture. This 3 bedroom private villa offers breath taking views of the sea, the valley & Volcano. The Villa is beautifully furnished, features great dining areas & a stunning pool.

Guest favourite
A spacious balcony is furnished with a wooden dining table and four chairs. A potted plant adds a touch of greenery. Panoramic views of lush hills and the coastline are visible in the background under a clear blue sky.
Villa in Saint Peter's
4.91 out of 5 average rating, 11 reviews

Villa Isotica: Scenic and Breathtaking Views

Within 5 minutes of being whisked away from the air or sea port, your brief journey will terminate at the entrance of our Caribbean styled villa with its cute garden accents. Strategically located on a cascading ridge, Villa Isotica is home in a village setting, that offers panoramic views from mountain top to coastal horizon with awesome sunsets. This is the tranquilizing setting that helps you to unwind, lulls you into your best sleep, triggers your imagination and creativity.

Top Guest favourite
An aerial view of a historic Caribbean house highlights its spacious covered verandah and private pool. Lush greenery surrounds the property, with palm trees and ornamental plants creating a tranquil atmosphere. The design features open spaces and direct access to the pool deck.
Home in St Peter's Village
5 out of 5 average rating, 22 reviews

Providence: Paul McCartney's former hideaway

Providence Estate House, a unique historic Caribbean house, was the home of Paul McCartney and his family when he recorded "Tug of War" and "Ebony and Ivory" with Stevie Wonder in 1981. Originally built in 1918, it was rebuilt following 1989's Hurricane Hugo. Completely private, set in 10 acres on a breezy hilltop with sunset views overlooking the Caribbean from almost 600 feet, you will love the space, peace and serenity of this classical home and its beautiful setting.

The cozy clubhouse is situated close to the shoreline and surrounded by lush palm trees. The structure features a porch with seating, offering views of the beach and the nearby rocks. A gentle slope leads from the clubhouse to the water, integrating nature with the living space.
Guesthouse in Little Bay
5 out of 5 average rating, 4 reviews

The Clubhouse

Welcome to Montserrat's first eco-conscious clubhouse by the sea. We are located on the northwest coast of our small but incredible island, in the centre of the Little Bay, steps away from the surf. We are only five minutes drive from the the new town “ brades’ , and just 3 mins walk to Marine Village, a collection of small bars, a couple restaurants an a dive shop. The Clubhouse is nestled between coconut trees in the heart of our beach community.

Guest favourite
A tropical setting is depicted, showcasing the white exterior of a spacious house surrounded by lush green palm trees and foliage. The roof is gently sloped, blending harmoniously with the natural landscape.
Apartment in Saint Peter's
4.91 out of 5 average rating, 34 reviews

Lucy's Sunny Villa Studios ll

Take an early evening stroll to Bunkum Bay and enjoy the Sunset in the warmth of the Caribbean sea, we are ideally placed for those with a fondness for nature a perfect place to stay for couples. This spacious studio apartment will also accommodate up to 3 adults if required, with all modern amenities stylish shower room and furnishings, Come kickback and relax with us at any one of Lucy's Sunny Villa Studios

Superhost
The bedroom contains a spacious queen-size bed with crisp white linens. Natural light streams through a window fitted with sheer curtains, highlighting the minimalist decor. A bedside lamp and a small table are positioned next to the bed, adding functionality to the space.
Apartment in Cudjoe Head
4.75 out of 5 average rating, 16 reviews

Cozy Apartment w/ Jeep & Prime Locatio

The VIP Queen Suite is a fully furnished private unit in a prime location, featuring a queen-size bed, kitchenette, living area, and optional AC (not included in base rate). Located on the ground floor of VIP Penthouse & Suites, guests enjoy full access to a courtyard with a pool and dining area. Walking distance to supermarket, pharmacy, restaurants, bars & more. Jeep rental available at an additional cost.

Guest favourite
The image captures a sunlit pool area with a sparkling pool surrounded by patio tiles. White lounge chairs with blue and white stripes are arranged nearby. Lush greenery is visible at the pool's edge, with the expansive Caribbean Sea in the background under a bright sky.
Home in Woodlands
4.83 out of 5 average rating, 23 reviews

Crows Nest Villa...2 bed with pool

Secluded 2 bedroom villa with pool and amazing panoramic views out over the Caribbean Sea. Relax on the veranda or in the pool, and escape the hustle and bustle of modern life. A little bit of paradise on this idyllic forgotten island

Guest favourite
A studio apartment layout is highlighted with a spacious bed dressed in neutral tones. Natural light enters through a set of French doors leading to an outdoor patio. A dining area with tall stools and a compact kitchenette is also visible.
Apartment in Davy Hill
5 out of 5 average rating, 36 reviews

Woodland Suite, Urban Retreat

Centrally located studio apartment with outdoor patio. Ideal for short stays and business travelers. Very close to Little Bay and Brades. One of the few vacation/business travel rentals that has back up power.

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