Smoking friendly vacation rentals in Grand Cayman

4.96 out of 5 average rating, 46 reviews

A modern kitchen features sleek gray cabinets and stainless steel appliances. A spacious countertop is available for meal preparation, alongside a large refrigerator. Natural light enters through a window, illuminating the attractive tile backsplash and providing a bright cooking environment.

Private room in West Bay

Medlock Guest House (Purple Room)

AngelinaRating, 5 stars3 weeks ago

Christine was very friendly responsive. I stayed a week & the place was clean, organized in a quiet neighborhood. It is within walking distance from some good restaurants (even vegan options) 🤿 snorkeling spots, and nice beaches. she provided suggestions for food, markets, scuba shop. Towels and linens were clean. Able to cook my own food in a well organized kitchen. I would recommend getting a car although public transportation seems adequate. I was going scuba diving and is easier with a car due to timing. 20 minute from airport. If you are a walker there are several attractions, restaurants and beaches nearby. a few minutes drive from camana bay shops and galleries, 7mile beach. I hanged out reading at the living room when it was too hot, great natural lighting. Can't say enough about Christine's responsiveness. She was away and still communicated whenever I texted her. Provided helpful tips about the community and her guest book was helpful. I would visit again if I could.

A view from a balcony displays a sandy beach leading to the ocean, framed by palm trees. In the distance, multiple boats are visible on the water, with a gazebo on the shore providing a shaded area. Soft clouds scatter across the sky.

4.79 out of 5 average rating, 28 reviews

Ocean View Suite (2 Bedroom)

MaryRating, 5 stars15 months ago

Harbor View was very convenient for our needs. There was a bus stop located right next to the apartments. We used the bus daily to navigate around George Town. Cline’s Airbnb was roomy and just a few feet from the beach. But…. the best part was Millicent. She was the property manager and very friendly and helpful. She was awesome.

A view from a window frames an outdoor seating area, featuring a table and chairs under a large umbrella. Beyond the deck, the ocean is visible, along with a distant dock extending into the water, with boats lightly bobbing on the waves.

4.72 out of 5 average rating, 43 reviews

Ocean View Deluxe Studio with Private Deck

JohnRating, 5 stars3 months ago

I stayed in Suite #10 . It was very comfortable, quiet, and is perfect for a single or a couple . It has a private deck with an unobstructed ocean view for sunsets ! (reserved exclusively for #10 ) WIFI was reliable . Cline was on site periodically, but Michelle was available every day. She met me on arrival and was very cheerful and helpful . Groceries and various amenities are very convenient and within a 3-5min walk . If you don’t have a car, the public buses work fine for short trips . Usually a short wait. Just wave your hand and they stop to pick you up - and tell them to stop when you see your destination ( bring $2.50/ ride - cash - small bills) Can get busy during a “rush hour” in the late afternoon . Plenty of beach bars and high quality restaurants about 10-15 walk away . Reserve a taxi in advance for airport trips - occasionally taxis have longer wait times . Enjoyed my stay in Isla Çaiman and I would return to Harbourview again .

A wooden dock extends over clear waters, featuring a metal ladder for easy access. The sun reflects off the ocean surface, creating a shimmering effect. Small boats can be seen in the distance, with the horizon meeting the sky.

4.93 out of 5 average rating, 42 reviews

Deluxe Studio on the beach #9

TinaRating, 5 stars3 months ago

This is a great location for anyone who wants to be in a central area. Near downtown. My only issue is that it was beside a cemetery. But if that doesn't bother you, the apartment was upgraded and clean. I requested a refund because of personal issues with the location and Cline complied right away. Very good host.

Apartment in Patricks Island

The image features a tranquil poolside area with a clear view of a calm waterway lined with boats. Lush palm fronds frame the scene, and a partially submerged pool edge is visible, alongside a lounge chair positioned nearby.

4.91 out of 5 average rating, 33 reviews

Newbee! Built in 2022! Modern and stylish.

SaraiRating, 5 stars1 day ago

I had the pleasure of staying at Leon’s place, and it was exactly what I needed. Whether you’re vacationing long-term or simply need a productive workday away from the usual routine, I highly recommend it. The space is peaceful, quiet, and beautifully designed — I was able to get everything done with ease and truly enjoyed my time there. Leon was very responsive, and we were able to arrange an early check-in, which made the experience even smoother. Absolutely worth the stay!

The view features outdoor seating along the beachfront, overlooking a tranquil blue lagoon. Two pavilions are seen in the water, while a wooden deck is complemented by white railings and palm greenery, creating a serene coastal atmosphere.

Resort in East End

5 out of 5 average rating, 5 reviews

Grand Cayman Beachfront Condo Hotel

This 1 Bedroom beachfront condo is paradise. Located at the Morritts Tortuga Club Property. The 1 bedroom condo is complete with a Queen/King size bed, completely stocked kitchen, family room, eating area, and pull out couch to sleep two more. The Resort, Morritts Tortuga Club, also has three (3) pools, two (2) pools which have a swim up bar. This gorgeous resort puts you right in the heart of Caribbean paradise. Morritts Tortuga Club is a beachfront resort offering a host of water sports activities, a fine amenities list, and easy access to the shopping, dining, and nightlife of Grand Cayman Island. Dunkin Donuts, Liquor Store, Supermarket, Gift shop, and mini shopping center is located across the street from the Property. Enjoy the world-famous diving of the area as well as a wide variety of other water sports. On-site amenities include a diving school, outdoor pool with pool bar, fine restaurant, and hot tub. Located 20 minutes from Rum Point, and 45 minutes from Grand Cayman Airport. Morritt's Tortuga Club located in East End offers the true unspoiled part of Grand Cayman. A few minutes away from the Botanical Gardens, world famous Rum Point, East End Trail, Mastic Trail and above all the charismatic and friendly little town of East End where some of the least expensive local bars and "local home" restaurants Exceptional shore diving/snorkeling. If scuba diving is the reason for your visit your choice could not have been better. The famous Cayman Wall is found within minutes of Morritt's Tortuga Club, four dive boats depart daily and arrive in one of the worlds best dive site within minutes. East End and North Side also offer some of the words best shore diving. Once the sun sets you will find night entertainment galore. With too many activities to list and world class activity director Andrew Bacon at the helm of it all, vacation satisfaction will never be the same. This is a Weekly Rental, YOU can Rent it for less time than that, If you Desire. dates go for example from .... Friday to Friday.....Saturday to Saturday...Sunday to Sunday.... If you Want to stay a few Nights please contact me for Daily Pricing. -Daily and nightly on site Activities. -Two fresh water swimming pools with waterfall and swim up bar. -Complete dive operation ( certified Dive Masters, resort and complete certification courses, a fleet of dive boats) located in one of the worlds best dive locations. -Grand Cayman's best Windsurfing location, top quality equipment and top Instructors. -Water sports rental equipment, -Wave Runners, -Jet Ski, -Sailboats, -Canoes, -Snorkel and Dive equipment. -Beach and Pool Volleyball. -Restaurant and two lounges. -Souvenir Shop. -Underwater Photography Lab with expert photographers. -Fully equipped Workout Facility. -Room Safe/Lock-box (Large enough to store a Laptop) Don't miss this once in a lifetime opportunity!

Condo in North Side

4.84 out of 5 average rating, 31 reviews

Oceanfront prestige 2B2B rooftop residency

Discover this luxurious oceanfront Silver Reef new private residency nr 12(F2)includes 2-bedrooms and 2-bathrooms with terrasse situated on the 2nd floor& rooftop A private getaway designed with tranquillity, relaxation and wellbeing which offers guests a retreat from the strains of everyday life available for short or long-stay. Enjoy remarkable sea views as well as a private roof terrace. Amenities include a sea saltwater pool and gym place in the beautiful North Side of Cayman Islands.

An aerial view captures two distinct structures above clear, vibrant waters, with a wooden dock connecting them. Surrounding aquatic life can be seen in the shallow waters, with a colorful floating device nearby, offering a tranquil escape into the natural setting.

Resort in East End

4.67 out of 5 average rating, 3 reviews

Morritts Tortuga Club Oceanfront 2BD/2BTH Sleep 6

Oceanfront 2 Bedroom/ 2 Full Bath Suite! Reservations in weekly increments with arrivals and departures, Saturdays and Sundays. Top floor oceanfront suite on the beach with a large full balcony. The suite includes 2 bedrooms, 2 full bathrooms, a full kitchen, a family room, and a dining area. The suite sleeps 6 guests: Room 1- a king-size bed Room 2- 2 twin beds Family room has a sofa with a pull-out bed The suite has been recently renovated. BBQ Gills are available for use on the beach.

Condo in George Town

Ocean, luxury, diving, mins to 7 Mile, beach

Your home away from home. Minutes from the airport, 2 minutes to Sunset House diving, restaurant, short drive to world famous Smith Cove and 7 Mile Beach. Snorkeling off the back deck, lounge at the pool and watch the cruise ships come and go. Central location so perfect access to 7 Mile road and to the other side of the Island with no traffic issues. The condo is fully equipped, in immaculate condition, clean and very comfy. On site assigned parking, snorkel gear and beach chairs.

Condo in East End

Morritt's Resort - 2B/1B Poolside Condo w/Beach

Welcome to Morritt’s Tortuga Club, your tropical getaway in the Cayman Islands! Located on Grand Cayman’s East End, this luxurious resort offers stunning ocean and pool views. The timeshare includes a 1-bedroom unit, a pull-out sofa bed, a bathroom, a fully equipped kitchen, and a balcony or patio. Enjoy the lively Premier Pool with a swim-up bar, or relax at the serene, handicap-accessible Park Pool. Book your slice of paradise now! Inquire about availability.

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Popular amenities for Grand Cayman smoking friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoking friendly apartment rentals

A serene ocean view is presented, showcasing a vibrant sunset reflected over calm waters. A small dock extends into the sea, framed by palm trees. A dining set with chairs is visible on the deck, enhancing the coastal ambiance.

4.72 out of 5 average rating, 43 reviews

Ocean View Deluxe Studio with Private Deck

JohnRating, 5 stars3 months ago

I stayed in Suite #10 . It was very comfortable, quiet, and is perfect for a single or a couple . It has a private deck with an unobstructed ocean view for sunsets ! (reserved exclusively for #10 ) WIFI was reliable . Cline was on site periodically, but Michelle was available every day. She met me on arrival and was very cheerful and helpful . Groceries and various amenities are very convenient and within a 3-5min walk . If you don’t have a car, the public buses work fine for short trips . Usually a short wait. Just wave your hand and they stop to pick you up - and tell them to stop when you see your destination ( bring $2.50/ ride - cash - small bills) Can get busy during a “rush hour” in the late afternoon . Plenty of beach bars and high quality restaurants about 10-15 walk away . Reserve a taxi in advance for airport trips - occasionally taxis have longer wait times . Enjoyed my stay in Isla Çaiman and I would return to Harbourview again .

A serene beach scene is depicted with two large cruise ships in the distance, set against a bright sky. A palm tree stands prominently, casting a shadow over sandy ground that features lounge chairs. A cabana structure is visible nearby, inviting relaxation by the ocean.

4.65 out of 5 average rating, 31 reviews

Deluxe Studio on the Beach #7

ChristopherRating, 5 stars14 months ago

Millicent was great. She got us anything we needed. The dock was perfect for swimming and snorkeling.

A serene view of the property is featured, showcasing two palm trees and a light-colored building with a balcony. An ocean backdrop displays a cruise ship in the distance, while outdoor seating is arranged on a small patio.

4.79 out of 5 average rating, 28 reviews

Ocean View Suite (2 Bedroom)

MaryRating, 5 stars15 months ago

Harbor View was very convenient for our needs. There was a bus stop located right next to the apartments. We used the bus daily to navigate around George Town. Cline’s Airbnb was roomy and just a few feet from the beach. But…. the best part was Millicent. She was the property manager and very friendly and helpful. She was awesome.

Apartment in Patricks Island

4.91 out of 5 average rating, 33 reviews

Newbee! Built in 2022! Modern and stylish.

SaraiRating, 5 stars1 day ago

I had the pleasure of staying at Leon’s place, and it was exactly what I needed. Whether you’re vacationing long-term or simply need a productive workday away from the usual routine, I highly recommend it. The space is peaceful, quiet, and beautifully designed — I was able to get everything done with ease and truly enjoyed my time there. Leon was very responsive, and we were able to arrange an early check-in, which made the experience even smoother. Absolutely worth the stay!

A sunny beach scene reveals two cruise ships anchored in the distance, framed by a tall palm tree. Sunlight creates a sparkling effect on the water's surface, while lounge chairs are arranged on the sandy beach, suggesting a relaxing outdoor space.

4.93 out of 5 average rating, 42 reviews

Deluxe Studio on the beach #9

TinaRating, 5 stars3 months ago

This is a great location for anyone who wants to be in a central area. Near downtown. My only issue is that it was beside a cemetery. But if that doesn't bother you, the apartment was upgraded and clean. I requested a refund because of personal issues with the location and Cline complied right away. Very good host.

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Smoking friendly house rentals

A welcoming living area features a dark sectional sofa adorned with patterned cushions, complemented by a round coffee table with a reflective surface. A bouquet of fresh flowers adds a touch of color, while a door with a red curtain provides natural light.

Private room in George Town

4.81 out of 5 average rating, 32 reviews

Private 1 bed/1 bath room near Airport

Lolade TitilayoRating, 5 stars2 months ago

I appreciated the thoughtfulness of this space. This was unique in the sense that it offered Both a clean private room and bathroom. I definitely appreciated that! I would definitely return for my next airport layover.