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Smoking friendly vacation rentals in Caribbean

Find and book unique smoking friendly rentals on Airbnb

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Popular amenities for Caribbean smoking friendly rentals

Smoking friendly apartment rentals

Guest favorite

Apartment in La Habana

4.9 out of 5 average rating, 133 reviews

New Partagas Apartment

LeoRating, 5 stars1 week ago
I’ve stood at this same apartment before and will always stay Gerardo’s apartment. He’s he’s a great host, 5 stars. I really consider him a member of my extended family. The apartment is located in a very safe neighborhood. Much better and safer than Old Havana. Raquel is the lady that cooks and cleans. She is a sweetheart, she’s very kind and attentive towards her job. Her breakfast is better than any restaurant or hotel in this city. All you have to do is ask, and they will try get any juice or bacon and yogurt flavors you want. Please remember that in Cuba it’s difficult to certain foods, this isn’t thier fault if it’s not available. They will try their best to accommodate in every way. Tours, excursions day trips to Vinales, taxis to any part of Havana at reasonable prices. Don’t hesitate and book this apartment, you will not be disappointed.
Guest favorite

Apartment in Jánico

5 out of 5 average rating, 8 reviews

2 Bedroom Apt 101 Jánico, Santiago RD

AndreasRating, 5 stars1 week ago
Everything went smoothly. Host was very responsive
Guest favorite

Apartment in Rodney Bay

4.82 out of 5 average rating, 97 reviews

The Verandah on Rodney Bay/Apartment in Rodney Bay

DarylRating, 5 stars1 week ago
Shanah's place was exactly as the pictures show. The Verandah was the perfect place for our morning coffee. Her communication was excellent and she made us feel very welcome.
Guest favorite

Apartment in Montego Bay

4.91 out of 5 average rating, 109 reviews

Comfortable 1bedroom, 1 bath, rooftop pool

OraneRating, 5 stars3 weeks ago
I recently had the pleasure of staying at Raquel's Airbnb, and it was truly a delightful experience. From the moment we arrived, Raquel's warm hospitality made us feel right at home. She personally greeted us during check-in and ensured a smooth departure with a heartfelt goodbye. Her recommendations for local restaurants were spot on, adding an extra layer of enjoyment to our trip The property itself was immaculate, a testament to Raquel's attention to detail. The location is superb, just a short distance from town, making it convenient yet peaceful. The views from the property are breathtaking, especially the sight of planes landing, which can be enjoyed from the serene pool area I cannot recommend this place enough. Whether you're looking for a relaxing getaway or a base to explore the area, Raquel's Airbnb offers the perfect combination of comfort, cleanliness, and exceptional service. Thank you, Raquel, for making our stay so memorable!
Superhost

Apartment in San Juan

4.85 out of 5 average rating, 261 reviews

Beautiful Apartment/near Airport & Parking

AbdullahRating, 5 stars3 weeks ago
we loved the place. It was a peaceful stay. Was facing problem with the internet, but as soon as I informed Jose he resolved it. Spoke with his mother who lives in the same premise, she was very nice. We made breakfast every evening and all the necessary stuff was there in the kitchen. Also, there were enough toiletries. The bed was comfortable. Room was nice and cozy. Everything worked well for us. Loved spending time at the patio.
Guest favorite

Apartment in Santo Domingo

4.94 out of 5 average rating, 183 reviews

Modern Hideaway In the City

IsabelRating, 5 stars1 week ago
Excellent Attentions from Paola the apartment was incredible Lucía the same or better than the pictures. The place was 10/10. I would definitely be back!!!
Guest favorite

Apartment in La Habana

4.87 out of 5 average rating, 102 reviews

Apartment with views in Old Havana.

Le TanguerrantRating, 5 stars1 month ago
Always a great pleasure to stay at Yenisleidis, this is my 3rd time and as always it’s a wonderful place.
Guest favorite

Apartment in Carolina

4.77 out of 5 average rating, 43 reviews

Welcome to Cozy! 420 & LGBTQ Friendly-Parking- SJU

WilneliaRating, 5 stars3 days ago
First off, let me say that Joseph was like family! This place was home away from home. The location was very safe, very private, and very comfortable. My bestfriend and I had our own rooms and slept like a babies, while it was storming. Very relaxing being on rooftop. I would definitely visit again! This has been the BEST STAY THUS FAR. Very Genuine person, much love. Wish we could’ve stood longer, everything went so smooth for our stay!!

Smoking friendly house rentals

Guest favorite

Home in Viñales

4.9 out of 5 average rating, 77 reviews

Villa Jardín. Yusniel and Lida (2 Rooms)

RomyRating, 5 stars3 weeks ago
The place has a beautiful location with very nice views. The host is very helpful and takes care of everything for you. They were very friendly and you immediately feel at home. The four-legged security guard named Rocky also got cozy. All with all a very good experience!
Superhost

Home in Guaynabo

4.8 out of 5 average rating, 127 reviews

Super comfortable Family Home w/ private pool

TrayannaRating, 5 stars6 days ago
We had a great time at this house. In a gated community which was a plus. There is plenty of common area space, lots of extra kitchen supplies to include seasonings and oils for food. We enjoyed the pool and outdoor patio area each day. One thing I would like to note is the master bathroom has a king bed and the second bedroom seems to be a double, Not a queen. The room the two beds does have two double beds. This was not a problem for us though. We enjoyed our stay and appreciated the opportunity to have late check out since our flight was later in the afternoon. Thank you!
Guest favorite

Home in Jarabacoa

5 out of 5 average rating, 9 reviews

Villa Bido

EstefanyRating, 5 stars5 days ago
The accommodation is beautiful, comfortable, and well spacious for large groups, the beautiful pool and good temperature water, Leonardo and the people who attend the place are very nice and attentive to any detail, I would recommend this villa to have a good time, and as a family I always come back soon🙏🏻.
Superhost

Home in Trinidad

5 out of 5 average rating, 4 reviews

SixRooms@Residence_JM432

OkkoRating, 5 stars4 months ago
We stayed with 8 men at Javier Alejandro's apartment (aka Residence Jesus Maria) in the centre of Trinidad for 2 nights. Co-host Leo and his team gave us a very warm welcome with wet towels and a drink. The apartment is very conveniently located with everything you want to see in Trinidad within walking distance. The late night concert at the Casa de la Música is a must go to! The rooms are spacious and clean with good beds. Breakfast is a big treat with freshly baked and tasty sourdough bread, a very nice change after some days with dry white toast. Leo was very helpful with various good tips and his enthusiastic team gave us a good time!
Superhost

Home in Miami

4.72 out of 5 average rating, 192 reviews

Private Cozy Jacuzzi Villa

PeterRating, 5 stars3 weeks ago
A hidden treasure in North Miami! We have been using Airbnb for many years and we have never had the opportunity to get one like Rosa's, where everything IS 5 stars, a quiet neighborhood (albeit close to the highway), the facilities of the house are perfect, 3 large rooms each with newly remodeled bathrooms with top-notch finishes, very spacious, the house is so cozy that it makes you not want to go out for a walk but rather relax there in the jacuzzi enjoying the days of vacation! This is what vacation is all about! Rosa's attention is super great, always attentive to see how we are getting along and if anything is needed. A suggestion for new guests: take care of the place so we can all continue enjoying it!
Guest favorite

Home in San Juan

4.88 out of 5 average rating, 66 reviews

Charming Large Home 15 min from Bch/Old SJ/Condado

AnaRating, 5 stars2 months ago
Ours was not a vacation stay. We are a local family that needed a place to stay while waiting to move to a new home. We spent a month and a half a JB's place. The house was spacious, clean and had everything we needed. We loved the terrace/porch and the bbq. The location was perfect and the neighborhood was quiet and peaceful. JB was a great host. He was always available to answer our calls promptly. He even checked on us regularly to see if we needed anything. JB's place is a great option for a big family, local or tourist. Visitors will find a good and charming place to stay at JB his place. We certainly recommend this house.
Guest favorite

Home in La Habana

5 out of 5 average rating, 17 reviews

Densil House

JosephRating, 5 stars1 month ago
We had a wonderful stay at casa densil. However, it’s important to note the following: - if you are looking for a 5-star luxury stay in a high end neighborhood, this may not be for you. - if you are looking to live amongst the people, experience the culture, and truly see the city, this is the place for you We always felt safe walking (we didn’t typically stay out past 10pm), but the neighborhood(s) surrounding casa densil are pretty run down. But the location was great for us as we were able to walk almost anywhere within 10-15 min. The amenities were limited, but we had hot running water, electricity, food & beverage, beds and functioning air conditioning However, what made casa densil an unforgettable stay was less about the location and amenities, it was the people. I will fail to name them all, but we literally had 9 people committed around the clock to making our stay memorable. They were swift to help us out with literally anything. We will never forget them!
Superhost

Home in Carolina

4.85 out of 5 average rating, 157 reviews

Full House near the beach and airport

KymberliRating, 5 stars1 day ago
Renier was very friendly and quick to respond when we ran into minor hiccups. He made us feel at home. The location of his space is fairly close to major attractions so it makes for short car rides. All in all for a first trip to Puerto Rico I found his location ideal for short stays when you want to have a homier feel for your vacation.

Smoking friendly condo rentals

Superhost

Condo in Lowlands

5 out of 5 average rating, 3 reviews

Garden View Condo

DanielleRating, 5 stars6 months ago
Fantastic stay at AquaMarina! The location is fantastic, as its very close to restaurants and nightlife. The pool is beautiful. It's also walkable to padel and pickleball courts. The unit itself was very clean and well equipped with everything we needed. Our Host Jamila was very responsive and made checking in and out very easy. 10/10 experience.
Superhost

Condo in Jacó

4.88 out of 5 average rating, 17 reviews

Ground floor Condo 5 minutes away from the beach

LaneRating, 5 stars19 months ago
What an incredible stay! It was stunning. Very clean. The staff is so nice and friendly! The grounds are beautiful, the garden is very well maintained. I highly recommend this place.
Superhost

Condo in Hallandale Beach

4.83 out of 5 average rating, 36 reviews

Luxurious 3/3 Resort Condo by the Beach

WinfieldRating, 5 stars3 months ago
Anthony has a great property in a prime location. The view is amazing. Friendly and responsive host. We would stay here again!
Guest favorite

Condo in Nassau

4.97 out of 5 average rating, 109 reviews

*Seas The Day* Cozy Island Chic Private Getaway

PatriciaRating, 5 stars1 month ago
We truly enjoyed our stay at Seas The Day! It is located in a quiet neighborhood and we spent most of our time outdoors. The outside furniture was comfortable and very beautiful and adequate. And the privacy added to the serenity. Everything was clean and comfortable. and instructions were clear. The host, Roquelle, was very responsive. I recommend having the coordinates to the directions of the Airbnb, as we got lost trying to find it, but besides that, I totally recommend this place!
Guest favorite

Condo in Montego Bay

5 out of 5 average rating, 6 reviews

GYM+POOL+HotTub+3Lounge Areas#8 -Airport 10minutes

MarcineRating, 5 stars1 month ago
My stay was good, peaceful and enjoyable. Only issue the gate takes a while to close after entering or exiting. Overall would recommend to a friend.
Guest favorite

Condo in Miami Beach

4.97 out of 5 average rating, 175 reviews

5 ★ FREE PARKING-BALCONY-MODERN SOUTH BEACH CONDO

JacobRating, 5 stars3 weeks ago
This is a great apartment. We stayed for few days and found it fully loaded with all basics that are needed for a comfortable stay. The place is neat and in a very peaceful and safe location. Exactly like in the photos.
Guest favorite

Condo in Key West

4.91 out of 5 average rating, 11 reviews

Magical Ocean Penthouse on the Atlantic in Key We

HeatherRating, 5 stars1 month ago
This condo is lovely. It looked like the pictures. Our family of 4 found the location very walkable. We loved the proximity to Smather's beach and we walked to dinner in the Duval Street area and to drop-in yoga. The condo was clean and comfortable. We enjoyed the wide balcony. The grounds were well-maintained and the pool area very nice. For those that might not want to walk everywhere, we found Uber to be reliable and quick.
Guest favorite

Condo in Sarasota

4.75 out of 5 average rating, 340 reviews

COMFY STUDIO

JoshuaRating, 5 starstoday
Perfect for me. Other people might need to know that the bathroom is very cramped. Not a problem for me. There is a step coming in to watch for. A sign would help with that. This place was super clean!

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