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Holiday home rentals in Caribbean

Find and book unique holiday home rentals on Airbnb

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Popular amenities for holiday home rentals in Caribbean

Family-friendly holiday home rentals

Guest favourite
Holiday home in Jobos, Isabela
4.99 out of 5 average rating, 280 reviews

Get a Lei when you stay at this beachside getaway

KelseyRating, 5 stars2 days ago
Sharon was amazing! Super accommodating, studio has everything and more that I could think of, even a blender to tropical smoothies! The beach was beautiful and the walk there felt like you were in a jungle!
Guest favourite
Holiday home in Sainte-Anne
4.91 out of 5 average rating, 34 reviews

Kaz a Moal gîte jaune Ste Anne

RomainRating, 5 stars1 day ago
Erwan a vraiment était parfait et aux petits soins avec nous. Hyper réactif et super gentil. Les échanges ont vraiment été super convivial. Quant aux logements, c'est vraiment un petit coin super avec le jacuzzi et la grande terrasse a l'extérieur. Je recommande fortement pour votre voyage en Guadeloupe.
Superhost
Holiday home in Englewood
4.88 out of 5 average rating, 77 reviews

Manasota Beach Vacation Rental

BryanRating, 5 stars2 weeks ago
This house was better than we had hoped for!! The walk to the beach would have been possible but with free public parking with ample parking spaces, why walk when you can haul everyone and everything to the beach in the car? The garage door opened with a keypad and the owner has a garage door opener for the guests to use during their stay. The garage was appreciated during our stay because we had frequent rain. There were bikes available, a sand flea rake (for sifting for shark teeth), beach chairs, and beach toys available for use in the garage. The pool had heating available but we didn’t use it because the water temperature was already perfect. Master bedroom was on one side of the house and the other two bedrooms were on the opposite side of the house. In between the bedrooms was a spacious kitchen, den, and dining room. Our family of four had plenty of room to relax, work on puzzles, eat, and count the day’s haul of shark teeth. This was one of our favorite trips!! Thanks!!
Guest favourite
Holiday home in Las Galeras
4.86 out of 5 average rating, 81 reviews

ChaletTropical #2 Shells, Independent Pool Villa

JackieRating, 5 stars12 months ago
We had an amazing stay. Our room was a short, BEAUTIFUL walk to local beaches. Our room was clean and looked just like the photos. We had dinner a lovely dinner at their restaurant, the ceviche was amazing! Overall great experience!
Superhost
Holiday home in Puntas
5 out of 5 average rating, 6 reviews

Private Balcony Suite with 2 Beds: Ocean Breeze

RoisinRating, 5 stars2 months ago
This Serenity Rincon unit was perfect! The room was very spacious! The patio had a nice view! The beds were huge and super comfortable! We loved the pool, hot tub and super comfortable loungers! The location of Serenity was great! Close to the beach and restaurants! Our host was friendly and responsive. We highly recommend Serenity and hope to stay here again on our next trip to Rincon!
Guest favourite
Holiday home in La Trinité
4.94 out of 5 average rating, 53 reviews

DHM " BWA KANNEL" Entre mer et jacuzzi, le bonheur

FrédéricRating, 5 stars3 weeks ago
Le lieu est magique, avec une très belle vue sur la mer. Le parcours botanique, centré sur les arbres fruitiers, dans le domaine est très intéressant avec de très belles vue. Jolie décoration, moderne et agréable. Serge et Christiane sont très attentionnés. Son seul défaut, quand on y est, on n’a pas envie de partir !
Guest favourite
Holiday home in Sainte-Anne
4.87 out of 5 average rating, 23 reviews

Les pieds dans l'eau Sainte-Anne (B3) 1 chambre

MarjolaineRating, 5 stars2 months ago
Nous n’aurions pas pu rêver mieux tout était parfait logement impeccable à notre arrivée et à deux pas de la plage. Catherine est adorable 😊 Nous recommandons vivement vous passerez forcément un « bel instant » 😉 Au plaisir de revenir très vite
Superhost
Holiday home in San Juan
4.7 out of 5 average rating, 105 reviews

Caribbean style,10 steps to beach, Pool,Plant-Tank

BethanyRating, 5 stars2 months ago
This is our 3rd time staying with Isabel and we’re already looking forward to next time. We travel with our 3 young kids and this apartment is the perfect setup. We always feel so safe and at home here. Literally steps from the beach, a rooftop pool, an apartment with beautiful balconies and so much natural lighting, it couldn’t be more perfect. So much to do and with such ease. Everyone we encountered was kind and helpful (security/night guards, Ana, Ivelisse, and Isabel!). We can’t wait to come back!

Holiday home rentals with a patio

Guest favourite
Holiday home in Pompano Beach
4.98 out of 5 average rating, 128 reviews

Retreat w Heated POOL,Family/Dog Friendly, 3/2

AlanahRating, 5 stars1 week ago
This Airbnb is truly worth six stars. The home was absolutely beautiful, it was private, it was secured, incredibly cozy, and perfectly clean. The amenities were fabulous and everything was in perfect working order. Kristina had all of the rules and other helpful tips and suggestions posted on the walls for easy access. The heated pool was wonderful and the space offered a comfy vibe with so much attention to detail. I have genuinely never been happier with an Airbnb. I travel often and this is without a doubt the best place I have ever stayed. I will attempt to book this Airbnb exclusively from now on and anyone reading this absolutely should as well. It’s worth every penny. Thank you so much Kristina!
Superhost
Holiday home in Culebra
4.87 out of 5 average rating, 115 reviews

Escape to Flamenco Beach! Cozy beach apartment 1C.

CarlaRating, 5 stars2 weeks ago
Linda experiencia para nuestras primeras vaciones en familia.
Guest favourite
Holiday home in Kingston
4.95 out of 5 average rating, 111 reviews

Elegant 2 bedroom / 2bathroom Apartment w/pool.

TamaraRating, 5 stars2 months ago
I was here for 2 weeks and could not ask for a better stay. The house itself was amazing but the view from the balcony made my stay worth my while. I 100% recommend staying here if you want a nice, peaceful, homely place to spend your vacation. I would definitely recommend staying there it will worth your while… The host Ricardo is amazing and very friendly please go check it out you won’t regret it😊😊😊
Guest favourite
Holiday home in Vinales
4.93 out of 5 average rating, 165 reviews

No Dudes En Amanecer En Mi Balcón.Vista al Valle

CristinaRating, 5 stars1 month ago
LA MEJOR CASA DE TODO CUBA!! Una vez más Denia y su madre nos han hecho sentir como en casa!!! La habitación es tal como se ve en las fotos. Agua caliente en la ducha y con buena presión. WIFI gratis en la casa. Ventilador y aire acondicionado. Ventanas muy grandes para ventilar. Una terraza muy grande privada que se agradece mucho en las noches y para desayunar al aire libre. Muy buenas vistas ya que está en alto. Denia te facilita cualquier cosa que puedas necesitar: cambiar dinero, taxi para seguir tú ruta por Cuba, excursiones a caballo, visitas a plantaciones de tabaco y café, alquiler de bicicletas, excursión en coche de caballos para ver el amanecer desde el mirador de los Jazmines, excursión a Cayo Jutias o Cayo Leivisa, recomendación de los mejores restaurantes.... cualquier cosa, ya que ella tiene muy buenos contactos al llevar muchos años dedicada a los turistas.Los desayunos son muy completos, huevos, fruta fresca, zumos naturales, tostadas, tortitas, café...100% recomenda
Guest favourite
Holiday home in Puerto Viejo de Talamanca
4.89 out of 5 average rating, 156 reviews

Villa Mhai ~ AC ~ Pool ~ Fast Fiber Optic Internet

IsabellaRating, 5 stars3 weeks ago
Muy bonito el lugar y ubicación! La piscina si cae mucha planta encima pero es entendible y la cocina al aire libre está bien equipada, solo las hormigas son el tema incómodo, el resto de cosas perfecto y cómodo :)
Superhost
Holiday home in Quebradillas
4.84 out of 5 average rating, 126 reviews

Jacuzzi! Casa vacacional con vellonera antigua

BojanRating, 5 stars1 month ago
We had a great stay at Loraine's place – it's perfect for two people. The bedroom has AC and was very comfortable. The location is excellent, especially if you rent a car, parking spot available in front of the apartment. One of our favorite parts was the lovely balcony with a beautiful sunset view and even a bathtub to relax in. The place is well-equipped with everything you might need: plenty of towels, a mobile mini fridge for beach days, a beach bag, and more thoughtful touches that made our stay easier. Overall, we definitely recommend Loraine’s place for couples looking for a cozy and well-located spot!
Guest favourite
Holiday home in Luquillo
4.83 out of 5 average rating, 203 reviews

Paradise Luxury Beachfront Apartment

WilRating, 5 stars1 day ago
Great place third time staying in this unit
Guest favourite
Holiday home in Cartagena
4.82 out of 5 average rating, 131 reviews

25flr Luxury Retreat @Infinitum/Bocagrande

TedRating, 5 stars4 days ago
Great place close to everything from stores to the beach. The place was very safe and felt right at home. Most of all the host responds very quickly politely and did not hesitate to help with any request we had.

Holiday home rentals with a washing machine and dryer

Top guest favourite
Holiday home in Bodden Town
5 out of 5 average rating, 97 reviews

Art Beach House, boutique style luxury.

EmmaRating, 5 stars1 month ago
Had a wonderful week at this location! Kay’s place is beautiful and quiet! Our cottage was very clean and very well stocked with everything we needed . Kay goes above and beyond to make you feel welcome. Beautiful views of the aqua blue water and good restaurants near by as well. Safe and beautiful location would not hesitate to book again, we miss it already! Thanks so much for sharing your beautiful paradise with us!
Guest favourite
Holiday home in Key Largo
4.93 out of 5 average rating, 120 reviews

Ocean Shores Villa 3 with pool and boat slip

EricRating, 5 stars1 month ago
This place was prefect for what we needed and the host was very accommodating. Everything was clean and comfortable. Very close to restaurants and lots to do.
Top guest favourite
Holiday home in Vieques
4.98 out of 5 average rating, 99 reviews

Cielo Studio tranquility w/pool in rural location

ChristinaRating, 5 stars2 weeks ago
Great place for couples! Beautiful view (saw some lovely sunsets!) and outdoor space to grill, dip in the pool and relax. The space itself was clean and comfortable. Hannah lives upstairs but guests have a separate entrance and area so the space is super private! Kitchen and bathroom have all the basics you need. We separately rented Hannah’s Jeep Patriot to get around. Not 4 wheel drive but we had zero issues getting around the island to the further beaches on the rough dirt roads. Hannah was super friendly and responsive. She gave us several local recommendations. With the car rental she picked us up and dropped us off, and was very accommodating when our plans changed as we figured out the somewhat confusing ferry and flight situations.
Guest favourite
Holiday home in Coco
4.93 out of 5 average rating, 124 reviews

Gated Comunity, 6 Pools, Walk to the Beach or Town

JasmineRating, 5 stars3 weeks ago
Nice place in great location
Top guest favourite
Holiday home in Paradera
4.89 out of 5 average rating, 93 reviews

Lovely 1-Bedroom Apartment with Pool Waterfall Car

RolynRating, 5 stars1 week ago
Awesome stay at this airbnb. It looked exactly like the pictures and all the reviews were spot on. It was private and had everything we needed. The pool was a nice touch and great to dip in. Kevin was on time and friendly. Nicole was responsive and accommodating. They offered their car for a separate rental fee which came in handy exploring the island. One of the best airbnb's I have stayed in. Do not hesitate to stay here. Thank you Nicole and Kevin!
Guest favourite
Holiday home in Sint Maarten
4.94 out of 5 average rating, 34 reviews

Apt6 (2 bedrooms, terrace & garden, sea view)

JessicaRating, 5 stars1 month ago
This place is absolutely breath taking, the host Mathilde & Kevin were so quick and easy to respond and provided lots of great services and recommendations. Made the trip to this beautiful island so much easier to travel around. Would definitely recommend and hope to come back. The place is even more beautiful in person
Superhost
Holiday home in Yabucoa
4.85 out of 5 average rating, 184 reviews

McArena Beach House Caribbean Retreat Private Pool

EvanRating, 5 stars2 weeks ago
Somehow this place was even better than the pictures. The entire place was beautiful. You could walk to the beach in less than 60 seconds and then come rinse off and relax in the pool. This is easily the nicest airbnb I have stayed in. I believe the ignitor on the grill is out but that doesn't really matter because there was grill lighters inside to get it started. They had extra propane tanks too. The nextdoor neighbor was also extremely friendly and a joy to talk to. It is about an hour from el yunque national forest. The nearest grocery store is only 10 minutes away. It was well worth the money and I would definitely come back.
Superhost
Holiday home in Big Pine Key
4.88 out of 5 average rating, 26 reviews

5-Star Water Front Luxury Home

JakobRating, 5 stars6 days ago
The house was perfect! A few buddies and myself rented the house for a long weekend of fishing, the canal had great docking space and the house was clean and had everything we needed! The house also had plenty of parking for the truck and boat trailer.

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