Guesthouse vacation rentals in Crown Point

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Top-rated guesthouse rentals in Crown Point

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Guest favorite

A person is seated at the edge of a clear, inviting pool, with feet dipped in the water. A wide-brimmed straw hat rests on their head, complementing a light, lace cover-up. Gentle ripples are visible in the pool, reflecting sunlight.

Guesthouse in Western Tobago

4.91 out of 5 average rating, 45 reviews

The Chalet at Villa Bimiti

SteveRating, 5 stars3 months ago

The Chalet at Villa Bimiti is perfect for a couple who want to be near the amenities of the southern part of Tobago which include some of the best beaches, excellent super markets, places to eat and good connections to everywhere else on the island. The chalet is compact & well equipped with two stand out features; it enjoys a superb swimming pool, much larger and more attractive that one might expect at a small cottage; and the pool area overlooks a splendid golf course dotted with beautiful, mature trees. The chalet’s garden, its own mature trees and well-selected shrubs, and the golf course provide habitat for a wide variety of the birds that Tobago is famous for. We saw 24 different species around the garden including hummingbirds, motmots & woodpeckers. Maria is the perfect hostess: kind, helpful, responsive and welcoming. We thoroughly enjoyed our stay and hope to revisit the chalet and Tobago which is one of the most beautiful islands in the Caribbean.

The exterior of the cottage reflects a vibrant blue color, with white-framed windows and wooden accents. A staircase painted in teal leads to the upper level. The surrounding area features traditional Caribbean architecture, enhancing the overall character of the setting.

Guesthouse in Mary's Hill

4.78 out of 5 average rating, 37 reviews

COZY COTTAGE FOR BIRD LOVERS

PhilippRating, 5 stars11 months ago

Our time with Tiina and Lion was amazing! Located in a nice, small, authentic place, you immediately get into conversation with everyone and are immediately integrated. The location is great, you can get to the town of Scarborough quickly by car, but more important: on many beautiful beaches on the Caribbean side (from 10 minutes). The rooms including the kitchen and bathroom were very nicely decorated, but the highlight is the terrace with wonderful views - sea view! The house is typical Caribbean, built of wood it cools wonderfully at night, we never missed air conditioning, during the day the numerous fans are sufficient. Tiina and Lion have allowed us the best possible stay, always available, even in advance for planning (car lubrication, airport/port transport), while top recommendations, information for local events, tips for fair prices, ... A really great, beautiful, clean place to stay in the heart of Toabgo!

A wooden pier extends over clear turquoise waters, with several boats anchored nearby. A thatched gazebo provides shaded seating at the end of the pier, while gentle waves lap against the sandy beach in the foreground. The sky is bright with scattered clouds.

Guesthouse in Crown Point

4.41 out of 5 average rating, 22 reviews

Charming Pigeon Point Nook with Pool

MariaRating, 5 stars12 months ago

Easy check-in/ access process, clean, it was easy to communicate with Tracey and the person "onsite". I was in unit 4, it was a great use of space (bachelor apt set-up). The shower stall is quite compact - which was fine for me as I'm fairly petite, but would be tight for a taller person. Tracey was very accommodating with my arrival and departure/check-out time. The pool and area around the pool this a good space. The property is approx. a 15 min walk to the pay booth at Pigeon Point Park (less time if you just want to be at the ocean) and 5 min walk to many restaurants & bars. Overall a great stay. I would definitely stay there again.

Guest favorite

A modern kitchen showcases gray cabinets and a white countertop with seating for four at a bar. Stainless steel appliances and a patterned backsplash complement the space, while natural light is allowed in through a window adorned with light curtains.

Guesthouse in Castara

5 out of 5 average rating, 6 reviews

Hidden Gem, Castara

KiaraRating, 5 stars3 weeks ago

This apartment was very spacious and comfortable. It was exactly as described and pictured. The apartment was clean and had majority of kitchen items to make a meal and there were also games in the apartment. Aimee was very responsive and gave us good suggestions of things to do in the area. Castara Little Bay is a 10 min walk from the apartment. It was suggested a pick up truck be used to access the apartment however we were able to use a HRV and it was good. I definitely would stay again!

The image presents a charming villa exterior, featuring a spacious driveway with a parked vehicle. Lush palm trees frame the entrance, and a welcoming gated pathway leads to the front steps. The upper balcony showcases decorative railings and arches characteristic of tropical architecture.

Guesthouse in Bon Accord

4.83 out of 5 average rating, 12 reviews

CJ Cottage & Tours

KesterRating, 5 stars6 days ago

CJ's Cottage was the perfect spot for our recent trip to Tobago, especially given its fantastic location – incredibly convenient for anyone flying in. The house itself was impeccably clean and provided a truly comfortable and relaxing environment. We had absolutely no issues with any of the amenities, everything we needed was readily available. However, the real highlight of our stay was the exceptional hospitality of Mr. Curtis and Mrs. Joanne. They were both incredibly friendly and went above and beyond to assist with any queries we had. Their helpfulness extended beyond just the cottage itself; they were a fantastic resource for information about the island, offering valuable tips and insights. They were always readily available and made us feel so welcome. Without a doubt, I would absolutely stay at CJ's Cottage again on a future visit to Tobago. I have already started recommending it to my friends and family – it's a gem!

An infinity pool glimmers at the edge of a private deck, overlooking expansive ocean views. Sun loungers are positioned beside the pool, surrounded by lush greenery and pebbled landscaping, creating a serene atmosphere for relaxation.

Guesthouse in Scarborough

4.67 out of 5 average rating, 3 reviews

Bacolet Villa - A Sanctuary By The Sea

RaiRating, 5 stars21 months ago

Vishal’s accommodation was perfect!! We reserved this accommodation last minute because our previous accommodation fell through - BUT we’re glad it did because we wouldn’t have found this place!!! The accommodation was very clean and comfortable. It was also very aesthetically pleasing! All bedrooms were spacious and fit all 8 of our guests. The bathrooms were modern and clean. The pool and view were AMAZING. The gracious flexibility we were offered was very much appreciated! This accommodation was very flexibile with our checkout time as well. Next time you are looking to stay in Scarborough, stay here!!!

A covered wooden veranda is shown, featuring an intricately designed balustrade and two wicker chairs. Lush greenery surrounds the space, providing a sense of privacy and connection with nature. Open louvered doors lead into the interior of the lodge.

Guesthouse in Arnos Vale

4.75 out of 5 average rating, 8 reviews

Mary's Hill Guest house

MandyRating, 5 stars2 months ago

Perfect for what we were looking for. We stayed in three different locations whilst on holiday in Tobago; this being the last, we were ready to disconnect entirely. You need a car even if just for shopping for basics, but I’d suggest you need a car anywhere in Tobago if you want to experience the island properly. The villa is very relaxed, lovely decor, has everything we needed and felt super safe.

A sandy beach stretches along the shoreline, with gentle waves lapping at the edge. Lush palm trees offer shade, and the water reflects a clear blue sky, dotted with a few white clouds. A few beach toys are scattered in the foreground.

Guesthouse in Scarborough

5 out of 5 average rating, 3 reviews

2 bedroom apt, 5 mins from city (C)

EmmaRating, 5 stars14 months ago

We had over a month at Pat and Vernon's place. We were welcomed with some delicious fresh, homemade corn soup and mangoes from the garden. We asked Pat to teach us how to cook some traditional dishes (she has skills and is a natural teacher) including rôti, buss up shut, chicken and vegan dishes. We also made doubles. I can't put into words how great an experience we had, and how tasty these were, with 4 different fresh condiments (I could happily eat them every day). We had lots of fun and giggles along the way! We also had a tour of the garden with opportunity to taste veg/fruit/herbs etc. along the way. The beach (200 yds down a steep hill) was quiet and perfect for a morning swim. A little store at the bottom of the hill was a nice spot for a cold Carib/Stag and a lime! As hosts you will be hard pressed to find better. As a location it's perfect for relaxing. And if you need a burst of energy/activity, hop over to Trinidad on the ferry (but take a sweater, the ferry is an icebox)

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What guests are saying

Eve’s Retreat

5 out of 5 average rating, 5 reviews3 months ago

Great stay in Buccoo. Room was clean and had everything you needed. Simple which I like. Close to really nice quiet and surfer beach. Very nice food all around. Cindy is always on hand to help. Also got a chance to lime with a lovely Trini family whilst I was there. The community aspect was great!

Private room in Tobago

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Popular amenities for Crown Point guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

The pool area features a rectangular swimming pool surrounded by a sunbathing deck. Padded loungers and umbrellas are positioned near a table and chairs for relaxation. Lush greenery adds a touch of nature alongside the building's arched windows and balconies.

Private room in Bon Accord

4.75 out of 5 average rating, 4 reviews

The Hummingbird, Superior room.

JulianeRating, 5 stars62 months ago

I had a very nice stay again at the Hummingbird. Paul is a great and very welcoming host. I stayed in the superior room, which was very clean and had everything you need in it. Lovely self-prepared breakfast.

Superhost

The bedroom features a cozy double bed with a floral-patterned bedspread. A bedside lamp is positioned on a wooden nightstand beside the bed. Light tiles with a small area rug complement the room's neutral walls, and a wooden door leads to additional space.

Private room in Crown Point

4.5 out of 5 average rating, 4 reviews

Candles in the wind_Two Persons_One Bed or Two Bed

AlexRating, 5 stars84 months ago

Candles in the Wind is a great option if you're a younger solo traveler like I was. I stayed in one of the private rooms and was completely satisfied with all the amenities available to me. Andrew is an incredibly kind individual, who provided me with plenty of information, was always available, and even drove me to the airport. The location is prime - walking distance to all the local restaurants, bars, and beaches. The shared kitchen is very handy as well. Overall very pleased with my stay.

The spacious standard triple room features a full-size bed and a single bed, each adorned with bright orange linens. A small wooden table is positioned between the beds, alongside a kettle and glasses. Colorful curtains frame the window, introducing a vibrant contrast.

Private room in Buccoo

4.42 out of 5 average rating, 19 reviews

Miller's spacious triple room

JaninaRating, 5 stars29 months ago

We enjoyed our stay at Winston’s very much. Spotless rooms, parking, friendly staff, and a fantastic bar and restaurant overlooking Buccoo Bay. What more can you ask for.

A cozy room features a spacious bed with a blue patterned blanket. A fan resides nearby, and natural light filters through a partially opened curtain. A kitchenette is visible in the background, complemented by wooden cabinet doors.

Private room in Scarborough

5 out of 5 average rating, 5 reviews

Cosy Room @ Hope Cottage Guest House

AdamRating, 5 stars14 months ago

This was a lovely place to stay. It is the oldest guest house on the island apparently. Joan is such a nice person, helping her guests in any way she can. She has lots of guests who come back year after year for extended periods, which says everything really. The room was clean and spacious and there was use of a large well-equipped kitchen. Recommended.

A medium wood headboard supports a double bed adorned with a bright orange bedspread. Two decorative pillows with tropical patterns sit against the headboard. Vibrant curtains in shades of blue and orange frame the bed, adding color to the room.

Private room in Buccoo

4.42 out of 5 average rating, 33 reviews

Miller's spacious double room 1

ColinRating, 5 stars69 months ago

We had a great stay at Miller’s Guest House. Winston, the host, greeted us upon arrival and gave us the tour of our room, which was clean and tidy. He also provided a hand drawn map of the area that conveniently listed local eateries, shops and the beach. Buccoo beach was a 5min walk from the location and was not as crowded as other popular beaches in the area; Pigeon Point and Store Bay Beach. For the two nights we stayed, we ate at Shirl’s Finger Lickin, which was very good, and Luvinia’s Restaurant which is attached to the guesthouse. Overall we enjoyed our stay and would recommend Miller’s Guest House.

A bright standard double room features an orange bedspread over a spacious bed, with two rolled towels arranged neatly on top. Natural light streams through the window, which is dressed in sheer curtains. A white cabinet and chair complete the furnishings.

Private room in Buccoo

4.23 out of 5 average rating, 30 reviews

Miller's spacious double room 2

EricRating, 5 stars35 months ago

Amazing overall experience from start to finish! I will definitely be coming back!! I felt like I was at home and always had great company around , not to mention the views and proximity were incredible!!

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Top guest favorite

A modern living space is presented with a grey couch facing a wall-mounted television. A dining table with four chairs occupies the center, while a staircase leads to the upper level. Light grey walls contrast with a vibrant turquoise accent wall adorned with art.

Private room in Lowlands

5 out of 5 average rating, 6 reviews

Kams 2 bedroom Malibu

MishelleRating, 5 stars10 months ago

Very cozy place, close to supermarkets and a bakery. The location is convenient. The host is very responsive and accommodating. Will definitely stay here again.

Superhost

A quaint balcony is depicted, featuring a white wicker chair and a small round table. On the table, magazines are arranged neatly. The view shows calm waters with boats gently bobbing in the distance, framed by lush greenery along the shoreline.

Private room in Parlatuvier

4.89 out of 5 average rating, 28 reviews

Serene, breathtaking beauty, friendly environment.

NavitaRating, 5 stars1 month ago

We stayed just a few nights at Sea Shell & thoroughly enjoyed ourselves. The studio is a short walk up some stairs & much better in person than the photos online. It was very clean, had a well appointed kitchen, a lovely view & Parlatuvier beach was steps from our door. The neighbourhood was quiet & we walked around quite a bit including going to Parlatuvier's two waterfalls. Dale was very helpful & check in was smooth. We will definitely stay there again. If you are looking for a comfortable base to explore Tobago, with a balcony that feels suspended over the beach to relax in on evenings, watching the fishing boats come in - Sea Shell is the place.

The dining area features white wooden tables and dark wooden chairs, inviting guests to enjoy meals outdoors. In the background, boats are anchored in the calm bay, framed by lush greenery along the shore, creating a serene seaside atmosphere.

Private room in Buccoo

4.56 out of 5 average rating, 27 reviews

Miller's single room

EzgiRating, 5 stars4 months ago

The room was nice and clean! Thanks Winston

A balcony area features four white plastic chairs with orange cushions. The floor is tiled with a glossy finish, and large windows provide a view of the surrounding greenery, enhancing the outdoor feel of the space.

Private room in Bon Accord

4.71 out of 5 average rating, 7 reviews

Kitchener Suite #4, upstairs airy andspacious

EvitaRating, 5 stars14 months ago

My paid reservation was occupied with other guests upon arrival even though I confirmed availability with the host prior to booking. The attendant who greeted me with attitude upon check in, didn’t care to help resolve the situation until I mentioned that I was from the United States. I was offered a smaller room, upon entering the smaller room, I was greeted with dried Feces on the sheets… sigh. I was trying to be positive about this situation.. The shower was not cleaned properly. Apart from this the location is great, bed is comfortable. I’m disappointed and I checked out a day earlier.

Superhost

A modest two-story apartment house is set amidst lush greenery, just above a sandy beach. Its white exterior and balcony invite relaxation, while the surrounding natural landscape provides a serene and private atmosphere. The beach stretches cleanly in the foreground.

Private room in Parlatuvier

4.78 out of 5 average rating, 37 reviews

Tranquil and Peaceful Parlatuvier

MarinaRating, 5 stars2 months ago

The location is incredible - stunning view overlooking the bay, with the beach a few metres away. The accommodation is lovely - clean, with all required appliances, a balcony and there is parking. There is a nearby waterfall, fishermen sell their catch on the jetty, the forest reserve is nearby for trails in the rainforest and birdwatching is excellent. We loved Tobago and Dale’s accommodation is fantastic. Thank you Dale.