Travel is one the rise again, but vacation habits are varying. Travelers have started considering more private options, and private rentals seem to be the go-to deal for those looking to reduce their exposure to possible illness. Reports from major booking marketplaces also show that people have shifted from staying at properties for just a few days, in favor of bookings longer than a week, with some even being a few months at a time.
Jamaica’s flat ocean-side terrain has allowed for the development of many vacation properties, some of which sit literally on the beach. Easy access to the Caribbean sea from the privacy of your own villa? Sounds like a good deal to us.
Let’s take a look at some options (sorted from smallest to largest). If you like this guide, feel free to subscribe to our newsletter for more suggestions like this.
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Situated on a private estate with five other villas, the ocean front Tallawah luxury villa is a recently renovated 2 bedroom property located at Chukka Cove overlooking the Caribbean Sea. The ground floor has an open concept layout with French doors all around allowing for easy visibility of the sea front and yard space. Both bedrooms on the top floor have a full view of the ocean and surrounding area, with the first having a king bed and other a twin and single.
The property has a single shared pool, but if you’re not too comfortable with that, you can take a dip in the sea just a few steps away from the house. There is also a deep water cove protected by a promontory, along with a shallower cove with an artificial wall perfect for the kids to play in. If you prefer to eat fresh dishes at the villa, the house keeper can prepare meals free of charge if requested.
If you’re looking for something slightly bigger, the SettleDown Villa located on the same estate as Tallawah, has a similar configuration with the option to accommodate up to six people. The 3 bedroom house has a more minimalist design, and even features a mini pool in the porch area if you’re not too comfortable sharing the bigger guest pool on the property. Like Tallawah, there is also access to the deep and shallow water coves. SettleDown Villa also has housekeeping and cooking services as part of its package, and guests staying here or at Tallawah get discounts if they book island activities via Chukka Tours.
If you’re visiting the south side of Jamaica, Shakti Home is perfect for families or if you’re just looking some alone time with your partner. The villa which can accommodate up to six people, sits right on Treasure Beach, and is split up into a main house with 2 bedrooms and a separate suite called the Shaktini Suite. The ocean-facing property has an infinity pool right off the veranda, and an adjoining sea side cabana which can be used for massages, yoga, or just catching some sleep with the ocean breeze.
The open concept kitchen and living room area open out onto the veranda, giving guests an expansive view of the ocean, regardless if you are sitting inside or outside. The sea-facing master bedroom features a king-sized bed, while the smaller guest room features a queen-sized bed with a view of the garden.
The adjacent suite called Shaktini Suite sits behind the main house, offering a king-sized bed, ensuite bathroom, and shaded tree house deck with dining table and hammock, and rooftop terrace offering a 360 degree view of the area. Guests also have access to a chef and caretaker.
Located in Rio Bueno on the north coast, this recently renovated 3 bedroom villa has a mix of Caribbean and Texan themes. Capable of accommodating up to 6 people, there’s plenty to do to relax and unwind. The house features a lots of wood and thatched furniture, with a living area that opens out onto a large veranda and pool. At least two of the three bedrooms have almost full views of the ocean.
If you don’t want to take a dip in the pool, the beach is just a step away. As this property is located in a gated community, the beach is also limited to guests and owners within the neighborhood, guaranteeing a bit of extra privacy. Seahorse guests have access to a cook, housekeeper, and groundskeeper, and breakfast is included the booking fee.
Located in Discovery Bay (between Montego Bay and Ocho Rios), this recently built 3 bedroom beach villa features all the essentials like an infinity pool, grill and bar area, lounge chairs, sofas and private access to the beach mere steps away. The beach area is also fenced off on each side, offering extra privacy. The master bedroom has a full ocean view along with an open concept double shower. The second bedroom has views of both the ocean and garden area, with both an an en-suite bathroom and an outdoor shower. The third bedroom which faces the garden, also has a walk up space for two children to sleep comfortably.
The property also has an adjoining staff quarters for the chef and housekeeper, and breakfast is included as part of the original booking fee, along with basic housekeeping.
Here’s another north coast property located in Silver Sands, Trelawny, in between Montego Bay and Ocho Rios. Capable of sleeping up to 8 people, this recently renovated modern, minimalist themed 4 bedroom villa opens out onto a wood patio pool deck, just mere steps away from the ocean water. Guests can lounge in the sun or enjoy the view from the porch. Not feeling to eat inside? There’s also an entire dinner table set on the outside if you prefer to eat under the stars. One of the nicer features are the master bedroom french doors which open right onto the deck, giving you an unfiltered view of the deck and ocean.
The property is fully staffed, including a housekeeper, butler, chef and pool maintenance. Besides some of the usual amenities, there is even a tennis court in the yard, but guests will be required to bring their own gear. Guests who book 7 nights or more will also be offered complimentary transport to and from the airport.
If you prefer something a bit closer to the city, Villa Maria is another beach front property located just outside the heart of Montego Bay. Situated in the fishing village of White House, it is located near the airport, and is a stone’s throw away from a number of local seafood restaurants, bars, and the Sandals Montego Bay resort. If you’re venturing out, the popular Montego Bay ‘Hit Strip’ is just a 10 minute drive from the villa.
The 3-story rental has 4 bedrooms, offering views of either the ocean front or mountain side depending on which room you decide to use. The main bedroom opens up onto a balcony overlooking the pool and ocean. Besides the usual amenities, guests can arrange to book additional services like an in-house chef, massages and yoga. One of the nice additions is free transport to and from the airport as needed.
The Out of the Blue villa is another luxury rental located on Treasure Beach on the southern side of Jamaica. Geared towards guests looking to unwind and not worry about logistics, the 4 bedroom, staffed villa offers lovely views of the Caribbean Sea. Each bedroom has its own balcony, and two of the four bedrooms feature outdoor showers. The ground floor features a large living room area, which extends onto a wrap around veranda adorned with palms and roof vines.
To the side of the house is a separate thatched-roof gazebo with lots of lounge-style chairs and a full dinner table set up. Guests venturing out can visit a number of restaurants and bars in the area, and take part in guided walks along the beaches and cliffs. As mentioned above, the villa is staffed with a chef, housekeeper and bartender. They will also arrange to have your grocery shopping and laundry handled as part of the original booking fee (not inclusive of the cost of groceries and cleaning).
Villa Fantasy offers an ideal setup for larger families or groups of friends looking for sun and fun within the confines of a private neighborhood and beach. The 3 bedroom rental has a very open layout flowing from the bedroom and living area, straight onto the patio, with an extremely short walk to the beach. The yard features lots of greenery, giving both the tropical and rain forest vibe at the same time.
Guests have the option of taking a dip in the ocean, or the pool to the side of the home, or just lounging back in one of the provided beach chairs or tree hammocks. As with other mentioned properties in this article, Villa Fantasy is staffed to cover dining and other maintenance needs. Meal ideas can be discussed beforehand so that the team can organize for the preparation of food and drinks upon arriving and during your stay.
Feeling for something a bit more homely? Sandpebbles is another on the beach villa located in Rio Bueno on Jamaica’s north coast geared towards bigger parties up to 10 people. Unlike some of the other villa, this rental features lots of wood furniture and trim, and is outfitted with all the amenities necessary to entertain any type of group, including large families. Some of the more interesting features include a full-sized dinner table in front the pool with a view of the ocean, garden chairs and a hammock, a swim-up bar, and a bunch of swim gear if you want to take a dip in the ocean.
Assuming the weather is good, you could even arrange to have a full dining experience set up on the beach thanks to the in-house caretakers and chef. Like many of the north coast rentals mentioned in this article, they are generally located midway between Montego Bay and Ocho Rios, which are both about 45 minutes away from the villa.
For those looking for a more luxurious experience, check out the the Home At Last villa in the gated community of The Lagoons in the Montego Freeport in Montego Bay. The 4 bedroom rental which is able to accommodate up to 10 people, has a mix of Mediterranean, Colonial and Caribbean themes both inside and out. Next to the infinity pool is a fully decked out thatched gazebo with a bar, fridge and even a satellite TV if you want to watch a movie or catch the game.
The master bedroom has a 180 degree view of the western side of the island, with a clear view of the Caribbean Sea. The main living area opens up to a veranda with a dining seating, lounge and pool chairs. If you’re bored of the infinity pool, take a dip in the ocean just a few steps away. Included in the price is a fully staffed team comprising of a chef, butler/bartender, house manager and gardener. Groceries would need to be purchased separately, and can be handled by the team at an additional fee. Guests can also use the Lagoons’ community tennis court and larger 25 meter pool.
[Featured Photo: Seahorse/VRBO]