Smoking-friendly holiday rentals in Crown Point

4.82 out of 5 average rating, 22 reviews

A cozy living space features a patterned sofa with coordinating cushions and a round coffee table. Large glass doors open to a private verandah furnished with a dining set for four, offering views of swaying palm trees and the green landscape beyond.

Condo in Lowlands

Cassia B - 3 bedroom condo with golf course views

Cassia B is a spacious upper floor, 3-bedroom condo with views of the 13th green in centrally located Tobago Plantations. It features 2 bedrooms on the 1st floor with 2 queen beds each, ensuite bathrooms, full kitchen, laundry facilities and wide verandah. The 3rd bedroom is on the 2nd floor with a king bed, ensuite bathroom, and its own kitchen. There is access to any of the 3 communal pools and 24-hour security on compound. Enjoy peaceful strolls through the golf course to nearby Rockley Bay.

WalkabilityConditionIndoor spaces

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.

Apartment in Bethel

4.99 out of 5 average rating, 146 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.

Outdoor spacesQuietKitchen

4.96 out of 5 average rating, 25 reviews

Apartment in Crown Point

Beach Retreat: Central Crown Point Condo

Location, location, location! No need for a car in this secure 1 bedroom condo based in the heart of Crown Point. Enjoy quick and easy access on foot to countless restaurants and take-out options, shops, ATMs, nightlife and South West Tobago’s most beautiful and popular beaches. Equipped with a full kitchen, shared pool, washer/dryer, 50 inch Smart TV, queen sized bed, pull out twin day bed and A/C throughout. Come “retreat” from the beach at this cozy condo in the heart of Crown Point!

QuietAmenitiesSleep quality

4.98 out of 5 average rating, 63 reviews

The pool area features a vibrant blue-tiled surface, illuminated by soft lights at night. A spacious deck surrounds the water, with a gazebo visible above, providing a cozy atmosphere. Lush plants are positioned near the water's edge, adding greenery to the scene.

Apartment in Moriah

HOUSE IN THE MOUNTAIN! APARTMENT 1

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!!!!!!

Outdoor spacesHospitalityRiver

Top Guest favourite

5 out of 5 average rating, 23 reviews

Blanket & Brew- Private and Cozy 2 Bedroom

Welcome to Blanket & Brew! This private home is tucked away in Bacolet, Tobago, and was designed for dreamers, readers, and anyone craving a little peace. Inside, you’ll find: • Plush blankets and throws for ultimate snuggling • A self-serve coffee and tea station. • Ambient lighting, calming décor, and the scent of vanilla or cedarwood in the air • A few books and games to enjoy. Outside, enjoy: • A private patio to enjoy morning brews with sunrise or sunset views

BackyardQuietNearby

4.84 out of 5 average rating, 77 reviews

A cozy sleeping area features a spacious bed covered with a coral quilt. Natural light enters through green-shuttered windows, illuminating the polished concrete floor. A simple wooden bedside table and a chair are visible, framed by the entrance marked with lush greenery.

Apartment in Mt Irvine

Immersive, natural studio in enchanting garden

A fully appointed studio apartment located in a lush tropical garden resplendent with fruit trees, flowers, and herbs. The architectural design is natural Caribbean modern with local cedar cabinets and Samaan countertops overlayed on a polished concrete floor. Large sliding doors open the entire apartment up to the outdoors. A carpet of grass to sun bathe on or watch the stars. Al fresco dining area to enjoy the cool Caribbean nights.

QuietBackyardParking

A swimming pool glistens under the clear blue sky, surrounded by lush tropical plants and palm trees. White lounge chairs are positioned nearby, offering a space to relax and take in the serene environment. The pool area features a gentle gradient of blue, reflecting the sunlit atmosphere.

4.34 out of 5 average rating, 58 reviews

Plantation View Villa

The villa is light and airy with vaulted ceilings on the top floor open plan kitchen/dining/lounge with pool table and tv area, balcony with a table and chairs to sit relax and enjoy the view with a drink or something to eat . There is a gate that opens onto the parking area so you can grill your food and walk straight back to the table . There are 3 bedrooms with ensuites's on this floor and 2 bedrooms ensuite on the ground floor .

BackyardOutdoor spacesBeach

4.85 out of 5 average rating, 13 reviews

A sunny exterior view of a Caribbean-style villa is presented, showcasing a yellow facade and a landscaped front yard. Lush palm trees and neatly trimmed hedges frame the entrance, with a clear path leading to the door, set against a backdrop of blue skies.

Home in Lowlands

Easy As Villa

Situated in the 20 acre gated Tobago Plantations Estate, this fully furnished Colonial/Caribbean style villa sits on the edge of a well - manicured 18 -hole golf course and opposite to two and a half miles of beach. The Villa is among a select handful of premiere Tobago luxury rentals and is located in the Tobago Plantations Estate, one of the most exclusive communities on this enchanting island in the South Caribbean Sea.

Air conditioningCheckoutDecor

4.88 out of 5 average rating, 34 reviews

The exterior of the villa presents a bright and inviting scene with a large pool surrounded by tropical foliage. A shaded seating area under an umbrella is visible, and the building features large windows and a blue trim, harmonizing with the tranquil setting.

Villa in Tobago

Fair View Villa-A rustic home in tropical gardens

Relax with family and friends in the serene privacy of Fair View Villa, a peaceful retreat set on expansive grounds surrounded by lush tropical foliage and fruit trees—perfect for enjoying fresh, seasonal treats right from the garden. This spacious and comfortable villa is designed for true Caribbean outdoor living, with its inviting pool and patio area overlooking the scenic Mt. Irvine Golf Course.

QuietOutdoor spacesIndoor spaces

4.88 out of 5 average rating, 17 reviews

The villa features a charming exterior with a triangular roof and a prominent yellow door. Surrounding landscaping includes lush greenery and colorful plants, complementing the light gray facade. The brick driveway adds an inviting touch to the entrance.

Villa in Canaan

Villa Oceana - Luxury Holiday Villa

Villa Oceana is a luxurious and spacious holiday villa in the popular gated community of Samaan Grove. Located in the southwest of the island, Samaan Grove is close to both the activity of Crown Point with its restaurants, nightlife and the world-famous Pigeon Point beach as well as being a stone's throw from the Mt. Irvine Golf Course and the beautiful beaches at Mt. Irvine Bay and Grafton.

Outdoor spacesPoolCleanliness

4.9 out of 5 average rating, 234 reviews

Two small yellow birds are perched among vibrant green leaves, with sunlight filtering through the foliage. The surrounding palm fronds create a tropical backdrop, enhancing the natural beauty of the scene.

Loft in Crown Point

Caribbean Loft close by the sea

The sun-flooded loft is as pretty and comfortable on the inside as on the outside, sporting stylish and comfy furniture and a nice terrace with a hammock. In the very close vicinity you find the island's prettiest beaches as well as abundant faciliti

QuietOutdoor spacesValue

Popular amenities for Crown Point Smoke-Friendly Accommodation

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoking-friendly apartment rentals

The exterior of a multi-level building is showcased, surrounded by lush greenery and colorful flowering plants. A pathway leads through a well-maintained lawn, while a covered balcony with white railings offers shaded outdoor space. The building features a green metal roof and a well-manicured landscape.

Apartment in Scarborough

4.11 out of 5 average rating, 9 reviews

Crown apartment

Outdoor spacesViewSleep quality

Apartment in Tobago

4.76 out of 5 average rating, 21 reviews

Gleneagles Nest 2

Outdoor spacesQuietCleanliness

A bright bedroom features a spacious bed dressed in white and green linens, complemented by decorative pillows. Natural light filters through sheer curtains, and subtle greenery decorates the space. The room includes elements such as a small rug and wall-mounted lighting beside the bed.

Apartment in Mason Hall

Spacious apartment - Amani Nature Retreat (Motmot)

A functional kitchen is presented with wooden cabinetry and tiled flooring. Essential appliances are included, such as a refrigerator, oven, and microwave. Natural light fills the space through window treatments featuring checkered patterns, adding a warm touch to the cooking area.

Apartment in Bon Accord

4.83 out of 5 average rating, 6 reviews

Claudia's comfortable Studio Apartment

Outdoor spacesComfortBeach

Apartment in Black Rock

Beachfront 1 Bedroom Apartment with Ocean Views-

Hospitality

Apartment in Mount Pleasant

4.88 out of 5 average rating, 8 reviews

Jacqueline's Court

QuietLocationFamily

Apartment in Buccoo

New place to stay

Condo Mololo: Your Afro-Bohemian Island Escape

A clear blue pool is surrounded by a terracotta patio, with comfortable lounge chairs arranged nearby. Lush greenery is visible in the background, alongside a view of the ocean under a clear sky. The area offers a spacious and relaxing environment.

Apartment in Plymouth

4.89 out of 5 average rating, 91 reviews

Cabanas 3 with Private Gazebo; Walk to Beach

Outdoor spacesQuietCheckout

Smoke-Friendly Holiday Houses

Home in Mt Irvine

New place to stay

Design Villa | Pool | Mt Irvine Golf | Beach | 4BR

This spacious villa features a red-tiled roof and an expansive terrace overlooking a large swimming pool. Lush gardens surround the property, with various palm trees and colorful landscaping visible in the background. The peaceful hillside adds a natural backdrop to this serene setting.

Home in Western Tobago

4.73 out of 5 average rating, 15 reviews

The Brash Villa of Tobago/Reef View

QuietOutdoor spacesFamily

The modern condo exterior is highlighted by soft purple and white lighting, showcasing a sleek stone facade. Each unit features a balcony and individual entrances, with lampposts illuminating the pathway. A spacious parking area is visible in the foreground.

Home in Tobago

4.5 out of 5 average rating, 6 reviews

Dance Blue Villa Tobago

PoolHospitalityFamily

4.86 out of 5 average rating, 64 reviews

Palm Haven - Home away from home

Outdoor spacesBackyardFamily

A clear swimming pool is seen in the foreground, surrounded by a tiled deck. Shaded lounging areas and white lounge chairs are positioned nearby. The two-story villa is visible in the background, featuring a red-tiled roof and multiple balconies, set against a lush green landscape.

4.75 out of 5 average rating, 4 reviews

Casa Clara, 6BR Villa, Pool & Ocean View, Sleep 12

FamilyCleanlinessGetting around

Home in Lowlands

4.5 out of 5 average rating, 16 reviews

Casa Verde Villa, Tobago Plantations

QuietOutdoor spacesIndoor spaces

A private pool features clear blue water with an integral spa near a textured stone border. An outdoor shading structure provides relief from the sun. The villa's vibrant blue wall can be seen in the background, creating a welcoming outdoor space.

Home in Bon Accord

4.56 out of 5 average rating, 9 reviews

Sapphire Escape - 3 bedrooms, private pool & spa

AccessHot tubComfort

A comfortable bedroom features a spacious bed with neutral bedding, complemented by a bedside lamp illuminating the space. An air-conditioning unit and a window with blackout shades maintain a cozy ambiance. A wooden folding rack is visible for additional storage, enhancing practicality.

4.75 out of 5 average rating, 12 reviews

Little House by the Fort, Enchanting Tobago Escape

Outdoor spacesQuietValue

Other smoking-friendly holiday rentals

Private room in Crown Point

4.81 out of 5 average rating, 16 reviews

Candles in the wind. Private room

QuietLocationCheckout

5 out of 5 average rating, 5 reviews

Private room in Lambeau

1 Bdrm Shared Villa ByThe Sea

Outdoor spacesNearbyPool

A shaded outdoor seating area features two wicker chairs positioned around a small table. Lush greenery and vibrant fuchsia bougainvillea are visible in the background, providing a serene and inviting atmosphere. A paved path leads to additional garden spaces.

Hotel room in Crown Point

5 out of 5 average rating, 3 reviews

Bananaquit Vacations Garden Studio

QuietLocationCleanliness

4.86 out of 5 average rating, 70 reviews

A two-story building is framed by well-tended floral gardens, with pots of colorful plants positioned along the path. A balcony adorned with decorative railings extends from the upper level, while a bright blue sky casts a cheerful light on the property.

Private room in Canaan

Serenity Apartments

QuietOutdoor spacesCheck-in

Apartment in Scarborough

Peace of Mind Tranquility

Private room in Tobago West

A vibrant red flower is prominently displayed, featuring large petals with white speckles. The intricate yellow center stands out against the lush green grass surrounding it, contributing to a natural and inviting atmosphere.

4.73 out of 5 average rating, 11 reviews

Cosy beach hut

Outdoor spacesQuietNearby

Private room in Bon Accord

4.67 out of 5 average rating, 9 reviews

Room Shadz- Cozy Private Stay Near Top Beaches

QuietValueIndoor spaces