Holiday rentals with outdoor seating in Plymouth

4.8 out of 5 average rating, 106 reviews

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

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.

4.79 out of 5 average rating, 99 reviews

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 in Tobago

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.

4.97 out of 5 average rating, 69 reviews

The villa's exterior showcases a modern design with white walls and elegant columns. Flowering plants, including red blossoms, frame the entrance, enhancing the welcoming ambiance. The balcony features decorative ironwork, and soft lighting illuminates the facade against a twilight sky.

Apartment in Lowlands

El Romeo, Casa Josepha | 10min Drive to Beaches!

Welcome to Casa Josepha, our bright, exquisite, new villa, featuring our romantic lux apartment- El Romeo. Wake up to tropical bird songs in our lush gardens. Enjoy the bright living and kitchen areas, retreat to your work space or siesta in your cozy bedroom. Only 12 minutes from the airport, a 5-12 minute drive to beaches, snorkeling, diving, biking, hiking, Buccoo reef, horseback riding, golf, and spas. Walk 2-16 minutes to restaurants, bakery, grocery, bar, mall, shopping and movies.

4.97 out of 5 average rating, 177 reviews

A wrap-around balcony offers panoramic views of the sunset over lush tropical trees and the Caribbean Sea. Floor-to-ceiling glass doors line one side, inviting natural light and providing easy access to the outdoor space.

Apartment in Bethel

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.

4.86 out of 5 average rating, 101 reviews

An outdoor seating area features a round stone table surrounded by white benches, illuminated by string lights. A hammock is suspended nearby, and lush tropical plants frame the space, creating a relaxing atmosphere in the evening light.

Cottage in Castara

Little Houses Tobago - Castara Cozy Cottage

Castara Cozy Cottage features 2 bedrooms, a bathroom, a kitchen, and a living room. A front balcony provides a relaxing spot to enjoy the lush gardens, ideal for bird watching, as well as views down the valley and of the stars at night. The cottage, over 30 years old, offers cozy yet comfortable accommodations for travelers, making it a perfect escape. Castara is situated on the northern coast of the island. Although it is 40 minutes away from the capital, Castara is centrally located.

4.95 out of 5 average rating, 42 reviews

An aerial view captures a spacious two-story building surrounded by greenery. The exterior features multiple windows and a simple design. A pool is visible in the yard, along with outdoor seating arranged on the patio. A low fence encloses the property.

Apartment in Signal Hill

Apas On The Hill: One Bedroom Apartment 2

Welcome to "Apas On The Hill". Nestled in the quiet Signal Hill area, we are located approx. 4 Kms from the sea port at Scarborough and 11 Kms from the ANR Robinson International Airport. Enjoy peace and tranquility while being in a safe, private and comfortable environment. Our rooms (apartments) are cozy, yet elegant, spacious and comfortable. Each apartment comes with a fully equipped kitchen, outfitted with modern appliances, Wi-Fi, hot and cold water, cable TV, linen and towels.

4.97 out of 5 average rating, 59 reviews

A spacious bed is dressed with crisp white linens, complemented by colorful decorative pillows featuring floral patterns. A soft lamp with an intricate base sits beside the bed, and gentle light filters through the light-colored curtains.

Apartment in Moriah

HOUSE IN THE MOUNTAIN! APARTMENT 2

A home away from home.....that comfortable relaxed feeling. Wake up to fresh air, and the sound of Tobago birds, including the Cocorico. Feel like listening to music......there is a Bluetooth speaker available! Feel like television......Direct TV is available! Feel like swimming and lounging - check out our pool and our floating breakfast - or - the beaches are not far away. Feel for entertainment....you can book our preferred entertainer! ....SAXOPHONIST....RICARDO SEALES!!!!!!

4.95 out of 5 average rating, 21 reviews

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

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.

4.9 out of 5 average rating, 123 reviews

A communal living area features a spacious sectional sofa arranged around a central ottoman. Natural light fills the room through large windows, showcasing the modern kitchen in the background with wood cabinetry and high chairs at the island.

Home in Bon Accord

La Casa de Serenidad, Juego & Familia

This place is perfect for a small or relatively large group. It is equipped with a fully-functional modern-styled kitchen, a spacious communal area, a family-friendly pool and beautiful garden. The place is situated in a secured gated community in lively Crown Point! We are also located close to the airport (5 mins drive), beaches (e.g. Pigeon Point - the #1 attraction in Tobago!), restaurants, bars, shops, grocery stores and ATMs (bank) for all your needs and amenities.

4.82 out of 5 average rating, 98 reviews

A cozy living area features a blue sofa adorned with decorative pillows, positioned next to a wooden table. A bowl of fruit, including a pineapple, sits at the center, while a welcome folder is displayed on the table. Decorative art pieces are mounted on the wall.

Place to stay in Buccoo

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**

4.9 out of 5 average rating, 107 reviews

A wall adorned with a decorative piece featuring the phrase 'all you need is love' complements the soft yellow paint. A stylish lamp and an air conditioning unit are featured, while recessed ceiling lights provide illumination, highlighting the room's welcoming ambiance.

Apartment in Crown Point

Voga: Luxury Suites, Car Rent, Near Beach & Tours!

A cosy, peaceful home away from home and family-run enterprise in the peaceful village of Crown Point/Bon-Accord. It is only 3 minutes driving away from the Airport, supermarkets, petrol station, Exquisite Restaurants, pigeon point beach, store bay beach, and famous chilling/ liming spots. The surroundings of the newly built suite are well lit, and the suite itself comprises a kitchen, living room, bedroom and bathroom, patio, and lots more amenities to enjoy.

4.87 out of 5 average rating, 54 reviews

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

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.

Popular amenities for Plymouth outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

5 out of 5 average rating, 3 reviews

A comfortable living area features woven seating, with a light-colored couch and accent pillows. Large glass doors open to a lush green view, showcasing vibrant foliage. A glass table is set with bowls and a teapot, creating an inviting atmosphere for relaxation.

Home in Castara

Couple’s hideaway, Castara

4.96 out of 5 average rating, 25 reviews

A modern living area features a comfortable sectional sofa facing a wall-mounted television. Soft lighting is provided by ceiling fans and recessed lighting, creating an inviting space. A low coffee table is positioned in front, while a decorative plant adds a touch of greenery.

Home in Crown Point

Villa Narain, Tobago

5 out of 5 average rating, 61 reviews

A lush garden is seen with vibrant banana plants and a variety of trees, leading to a serene outdoor area. A calm pathway guides the view down to a swimming pool, while colorful seating options invite relaxation amidst the greenery, with the ocean visible in the background.

Home in Scarborough

BACOLET BLISS

4.9 out of 5 average rating, 41 reviews

A large outdoor pool is surrounded by sun loungers positioned on a tiled patio. Lush vegetation and palm trees frame the scene, with a partially shaded area provided by the villa's roof. A clear blue sky is visible overhead.

Home in Castara

Beautiful villa nr Castara & beach

4.69 out of 5 average rating, 13 reviews

Two white adirondack chairs are positioned on a tiled floor, facing a panoramic view of lush green hills through large glass windows. Natural light brightens the space, while decorative pillows are placed on the floor, enhancing the serene setting.

Home in Englishman’s Bay

Villa Escalante TBGO Lower Level

4.87 out of 5 average rating, 38 reviews

A spacious covered porch features several wooden lounge chairs, accompanied by tropical plants. The view showcases lush greenery and the tranquil blue waters in the distance, connecting the indoor and outdoor spaces harmoniously.

Home in Parlatuvier

Erasmus Cove Villa: rainforest, beach, waterfall

4.78 out of 5 average rating, 36 reviews

A shaded pool area features a spacious in-ground pool with calm blue waters, accented by a rock feature. Two lounge chairs are positioned beside the pool, while panoramic sea views and lush greenery surround the space, creating a serene outdoor environment.

Home in Castara

The Wood House

4.85 out of 5 average rating, 79 reviews

A vibrant orange exterior of a single-story house is framed by a white fence and beautifully maintained flower beds featuring bright blooms. A covered entryway leads to the front door, while windows with light-colored shutters offer ample daylight.

Home in Bon Accord

Milford Paradise Bon Accord Tobago

Apartment rentals with outdoor seating

Apartment in Western Tobago

An inviting outdoor space features a large swimming pool and a heated whirlpool. The pool's clear blue water is complemented by light-colored tiles, while surrounding greenery and stone accents create a tranquil atmosphere. Spacious lounging areas and elegant arches frame the scene.

4.82 out of 5 average rating, 79 reviews

Pool View Apartment. Close to everything!!!

5 out of 5 average rating, 4 reviews

A spacious balcony features a round dining table surrounded by four chairs, providing panoramic views of the sea. Large glass doors open to the balcony, allowing natural light to fill the area. The tiled floor enhances the open and airy atmosphere.

Apartment in Scarborough

Spacious and stylish 2BR apartment with Sea View

5 out of 5 average rating, 12 reviews

A modern dining area features a wooden table surrounded by six light-colored chairs. A decorative plant sits at the center of the table. A large framed image of a turtle swimming above coral decorates the wall, adding a coastal touch to the space.

Apartment in Buccoo

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

4.77 out of 5 average rating, 44 reviews

A serene view captures the sun setting over the ocean, with soft golden hues reflecting on the infinity pool. A gentle fountain feature adds a calming element, framed by lush greenery and natural stone decking.

Apartment in Black Rock

Condo on the BEACH

4.89 out of 5 average rating, 19 reviews

The living area features two dark blue sofas adorned with patterned throw pillows, complemented by a coffee table. Large windows are dressed with floral curtains, allowing natural light to fill the space. A framed artwork adds a touch of color to the light gray walls.

Apartment in Signal Hill

Modern 2 BR Apt in Signal Hill

5 out of 5 average rating, 16 reviews

A dining area is shown with a wooden table surrounded by four gray chairs. A simple centerpiece and placemats are placed on the table. A circular mirror and a framed artwork are mounted on the wall. A small shelf with potted plants is visible in the background.

Apartment in Buccoo

Island breeze penthouse

4.73 out of 5 average rating, 37 reviews

The exterior of the studio apartment features a green metal roof and light-colored walls. A covered porch with wooden railing provides outdoor seating, surrounded by lush greenery and plants. The structure is set in a tranquil area, offering a harmonious connection with nature.

Apartment in Castara

Tadpoles, Castara, Tobago

4.88 out of 5 average rating, 33 reviews

A vibrant yellow building surrounded by greenery is shown, featuring multiple levels and spacious balconies. A clear salt-water pool reflects the blue sky, with several lounge chairs positioned nearby, inviting relaxation in the outdoor space.

Apartment in Carnbee

Coral apt @: Tropical Apartments Tobago

Condo rentals with outdoor seating

A spacious sleeping area features two beds, one larger and one smaller, both dressed in coordinated blue linens. A soft rug lies on the tiled floor, and dark curtains frame the window. A side table with a lamp is placed between the beds, adding functionality.

4.86 out of 5 average rating, 21 reviews

Lovely loft condo with pool access

A well-maintained swimming pool is surrounded by manicured lawns and tropical plants. A gazebo stands nearby, providing a shaded spot for relaxation. The three-story condominium overlooks the pool area, with vibrant pink and green accents along the exterior, all set against a clear sky.

4.69 out of 5 average rating, 126 reviews

Tobago Plantations penthouse: pool beach and golf

5 out of 5 average rating, 8 reviews

A large shared pool is surrounded by wooden decking and grass. The water is clear and reflects the sky above, featuring a wooden trellis structure along one side. Multiple multi-story buildings are visible in the background, highlighting a spacious outdoor area.

Condo in Buccoo

Dream Island Condo Tobago 2 BedR, 2 BathR, 2 Pools

A private pool features clear blue water, surrounded by stone walls. A small water feature creates gentle ripples. In one corner, a bright blue chair offers a place to relax. The area is well lit by natural sunlight, highlighting the clean lines of the design.

4.64 out of 5 average rating, 11 reviews

Private Saltwater Pool Lovely 2 bedroom Suite

The tropical complex features a three-story structure with multiple balconies overlooking a serene pool area. Lush greenery and palm trees surround the property, creating a peaceful ambiance. Lounge chairs are positioned by the pool, inviting relaxation under the clear blue sky.

Condo in Black Rock

4.78 out of 5 average rating, 27 reviews

Hibiscus Suite at Black Rock Dreams

The two-story villa features a spacious terrace with a private plunge pool surrounded by tropical greenery. A dining table and chairs are positioned on the terrace, offering a place for outdoor relaxation. The well-maintained exterior includes large windows and a barbecue area.

4.75 out of 5 average rating, 81 reviews

Golf View Villa 41A (Lower Level)

A warm shared pool is surrounded by vibrant pink and white bougainvillea flowers, creating a colorful backdrop. Two white chairs are positioned nearby on the pool deck, offering a place to relax. The clear blue water invites relaxation under the sun.

Condo in Signal Hill

4.52 out of 5 average rating, 23 reviews

Tobago Hideaway