Vacation rentals in Greater Antilles

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Top-rated vacation rentals in Greater Antilles

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite

Cottage in La Romana, Dominican Republic

5.0 out of 5 average rating, 141 reviews

Chic Cottage Nature Casa de Campo

Walking distance to Altos de Chavon. Shower alfresco under the stars by lush ferns. Indoor-outdoor living flows out from an open-concept living area to a pool and golf course beyond. An organic palette of white and earthy hues, with bamboo and rattan accents, mirrors the grassy views. Within the amenities you have a fully equipped kitchen, a terrace with your own pool, and an indoor and outdoor shower if you feel like showering under the stars. Cedar wood walking closet with your own safe. Daily housekeeping service included. You have access to all that Casa de Campo has to offer. The resort charges a $25 pp daily fee in order to receive your own resort-pass to access the beach, golf courses, restaurants etc. We can help you arrange that. Car rental or golf cart can be arranged at your convenience. We have been living and vacationing in Casa de Campo for almost 30 years. This beautiful area is surrounded by golf courses and overlooking a lake. On this 1.5 acre property we built our house and created a separate area for our cottage. You will have all the privacy you want. We want you to enjoy your stay. The cottage is set on an upscale resort, surrounded by gardens and a lake. You will have access to all the facilities within the resort which include a beach club, marina, equestrian center, championship golfs, restaurants, bars, and shopping. Casa de Campo charges $25 pp daily to each guest staying within the resort. This will be paid when you register at the entrance of Casa de Campo. You can also take an enchanting stroll to the Altos de Chavón village, it is walking distance from the house. https://www.airbnb.com/become-a-host/28779017/title Concierge service at your disposition to coordinate anything from a private yoga class, to a in house chef. Martina is a certified health coach, if you want to take extra care of yourself during your stay she will help you create a plan tailored to your needs. Anything can be coordinated, from getting your day started with a healthy breakfast, to a detox post partying, in combination with yoga or massages. All while learning new ways to be healthy and feel amazing ... Your vacation can be turned into a retreat if you wish.

Jun. 4 – 11

$526 CAD per night

Guest favourite

Dome in Ponce, Puerto Rico

4.92 out of 5 average rating, 418 reviews

Bubble Puerto Rico Eternal

Tenemos otra Villa disponible con las mismas características - https://www.airbnb.com/h/bubblepuertorico Eternal se une al portfolio de villas de Bubble Puerto Rico. Alojarse en una habitación de burbuja rodeado de la naturaleza jamás había sido tan impresionante. Rodeada entre caña de azúcar, pomarrosa, chinas, café, guineos y una montaña justo en frente es el escenario perfecto mientras disfrutas de la vista al río. Definitivamente una estancia ecológica, mágica, y escondida en las montañas.

Dec. 2 – 9

$598 CAD per night

Guest favourite

Cottage in Rincón, Puerto Rico

4.93 out of 5 average rating, 345 reviews

Cozy, private oceanfront beach house in Rincón

Prívate, unique seaside cottage with spectacular direct ocean views, private beach access on the property (right in front of the home) and secure parking in beautiful Rincón, Puerto Rico! Enjoy sunbathing, swimming, snorkeling, whale watching and star gazing. This charming and simple home features stunning views, and invites you to live like a local in an immersive and authentic barrio experience. You’ll spot iguanas, abundant marine life, and many different types of tropical birds and plants.

Sep. 26 – Oct. 3

$469 CAD per night

Guest favourite

Condo in Montego Bay, Jamaica

4.92 out of 5 average rating, 368 reviews

Jus' Beachy! Luxury Apt in a B/front Gated Cmnty.

This new beach theme apartment is located in 22 Freeport – A gated community in Freeport Montego Bay. 22 Freeport is a beach front complex on a Marina that features 24 hour security, a gym, infinity edge pool and playground; whilst the unit on the ground floor opens onto a cozy back yard space that flows into an open green space. Be sure to check out my other units in this community on my profile if your dates are not available or if you would like to book them all for your large group.

Jan. 16 – 23

$319 CAD per night

Guest favourite

Home in Havana, Cuba

4.97 out of 5 average rating, 315 reviews

Casa Colonial 1922-Entire apartment-DATA internet

Painstakingly restored Casa Colonial 1922 is a private, complete apartment with 2 bedrooms. Spread over 2 levels the home features generous outdoor spaces and refined comfort indoors. Your casa away includes a 70 ft wrap around balcony accessed through 7 doors, 16 ft ceilings, spiral stairs, roof gardens, original tile, 6 AC splits + fans, a modern kitchen, 3 full bathrooms (one en suite), laundry, Also included: A view of the busy Havana street life and Hammocks for maximum relaxation.

Dec. 21 – 28

$410 CAD per night

Guest favourite

Home in Borinquen, Puerto Rico

4.96 out of 5 average rating, 235 reviews

The Nest at Crash Boat. Only waterfront on Beach

Enjoy romantic sunsets right on your front steps. The Nest is the only exclusive waterfront property on beautiful Crash Boat Beach. Relax on your very own beachfront deck complete with a shaded hammock area and a lounging sunbed area that complements our cozy air-conditioned studio apartment overlooking the ocean. Our beautiful outdoor garden shower and exterior bathroom are an experience all on their own. Two guest parking spaces are located right on the property for your convenience.

Oct. 6 – 13

$489 CAD per night

Guest favourite

Villa in Guayacanes, Dominican Republic

4.9 out of 5 average rating, 124 reviews

Guayacanes Village- Front beach house

Lujosa casa frente al mar ubicada en el municipio de Guayacanes, equipada con todo lo necesario para una estadia placentera. La casa se encuentra a 15 minutos del aeropuerto y 45 minutos de la ciudad de Santo Domingo. Esta es una propiedad para disfrutar con la familia y amigos cercanos. No permitimos fiestas, bodas y eventos de muchas personas. Tampoco permitimos la entrada de personas extrañas como strippers y prostitutas. El turismo sexual no esta permitido en nuestra propiedad.

Apr. 15 – 22

$859 CAD per night

Guest favourite

Hut in Bavaro, Dominican Republic

4.91 out of 5 average rating, 469 reviews

Hut #1 Romantic Luxury Beachfront

We have 3 Bungalows on the same property surrounded by palm trees and sand. Spend your days sunbathing on a Jacuzzi terrace or private beach, mesmerized by the blue horizon. Luxury furniture in handcrafted wood, quality and design, thatched roofs. We personally deliver the house explaining all its uses. Free golf car with driver. Breakfast is included in cabinets and a refrigerator for elavores to your liking. Starlink Wifi, barbecue, beach games, cheilones, etc...

Apr. 3 – 10

$345 CAD per night

Guest favourite

Villa in Montego Bay, Jamaica

4.93 out of 5 average rating, 148 reviews

VIBES COVE enjoy your stay while getting pampered

FREE Arrival meal , the first day you arrive to vibes cove you’ll receive a complementary arrival meal by our personal chef on the property. Vibes coves villa is super Spacious and private enjoy your vacation by getting pampered. This property comes with a personal chef , Butler, and housekeeper. Enjoy V.I.P services your entire stay. Property staff stays in their helpers quarters ( not apart of the property ) only those listed on the Airbnb is allowed at the property.

Oct. 28 – Nov. 4

$896 CAD per night

Superhost

Shipping container in Aguada, Puerto Rico

4.88 out of 5 average rating, 217 reviews

Visum Luxury Container House

Experience the beauty of the west side of Puerto Rico has to offer. A shipping container house full of glam and luxury that will enhance an unforgettable stay. A two bedroom and two bathroom house full of amenities such as infinity pool, a fully equipped kitchen, 100% powered house with renewable energy and outstanding views from every corner of the house. From the first sip of coffee until the moment to go to bed you will experience “Visum” at it’s best.

Oct. 26 – Nov. 2

$462 CAD per night

Guest favourite

Dome in Orocovis, Puerto Rico

4.93 out of 5 average rating, 161 reviews

The LM1 Domescape

Acompáñanos a un lugar mágico e inolvidable en los interiores de nuestra isla, Orocovis PR. Disfruta del encantador entorno de este Domo y todo de lo que ha de ofrecer. A solo minutos de lugares turísticos como lo es Toro Verde, Toro Negro y ciertos rios en donde puedes dar un chapuzon! Además estamos a solo minutos de ciertos restaurantes donde puedes tener un brunch, almuerzo, cena o simplemente pasar a darse un trago o picadera.

Feb. 13 – 20

$401 CAD per night

Superhost

Guest suite in Ocho Rios, Jamaica

4.91 out of 5 average rating, 114 reviews

Luxury White Sand Beach Cottage 1 bd with Chef

Our 1 bedroom villa is part of a collection of beachfront boutique villas on the same property. This includes our 2 and 3 bedroom villas. Our finishes are made from all local lumbar including guango and cedar. Peacock Villa is the perfect setting for an individual, couple or family with small child. Our open air deck adds to the character of this very special spot! Enjoy some of our fresh produce from our garden on site.

Nov. 11 – 18

$494 CAD per night