
Holiday rentals with outdoor seating in Cayman Islands
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Cayman Islands
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

Home in West Bay
5 out of 5 average rating, 19 reviewsOceanfront Oasis Home with cottage & pool
This was a 10 star stay! The location is idealic and perfect- ten minutes away from the action of Georgetown and Seven Mile Beach, yet peaceful and serene. The lull of the waves was mesmerizing and we loved hanging out in the pool while staring at the sea. The home was super clean and comfortable. It has all the amenities you could want and groceries are nearby. The couch is huge and we enjoyed the living spaces, both indoor and outside. It was hard to leave! Chelsea and Cory are super responsive and helpful. Highly recommended and we hope to return!!

Home in Bodden Town
5 out of 5 average rating, 38 reviewsTropical Tranquility & Seaside Serenity - Casa Avi
This was one of the most beautiful homes we have ever stayed in (and we use Airbnb a lot). The house is stunning and even more beautiful than the photos. It is so peaceful and my family and I were able to truly relax and enjoy the house and beach every day. We didn’t want to leave, but when we did, we found the location central to everything we needed with our car. Avril’s art is stunning and the house was designed with such care and thoughtfulness. The views are gorgeous and the lower level was perfect to spend time in throughout the day and evening. If you want to be away from the busy spots and tucked into a quiet and beautiful part of the island, book this home. Thank you for an absolutely perfect stay, we highly recommend this special home and hope to be back!

Home in Grand Cayman
4.91 out of 5 average rating, 22 reviews3 Bedroom Beach House with Pools
This was a wonderful stay! Patricia had all the amenities we needed: beach towels, beach chairs, umbrella, cooler, snorkel gear and so much more! The place was perfect! We had plenty of room and had such a memorable time. Great views, wonderful pool. Quiet secluded area that made relaxing easy. We played board games, took advantage of the spacious kitchen. Beds were very comfortable. I highly recommend Patricia’s place!

Home in Rum Point
4.92 out of 5 average rating, 13 reviewsWhispering Kai: beach home on Bio Bay, Cayman Kai
We spent six days at Whispering Kai for our first visit to Rum Point, and it was the perfect place to reset. The area is incredibly quiet and peaceful, offering an ideal escape. Now, about the house—it was by far the best Airbnb we’ve ever stayed at. With two bedrooms and two full bathrooms, it’s perfect for two couples or a family of 5-6. The space is generous, and the views are absolutely breathtaking. The screened-in porch was a wonderful spot to take in the scenery without being directly in the sun, keeping it comfortable throughout the day. The home was thoughtfully stocked, from the kitchen and bathrooms to all the beach gear you could need. And the cherry on top? The homemade rum cake that Mitzie brought—such a sweet touch! 😋 Mitzie (and Tawnie) were fantastic hosts, always responsive and helpful. We can’t recommend Whispering Kai enough and are already looking forward to returning!

Home in Blossom Village
4.94 out of 5 average rating, 34 reviewsGorgeous Beach House in Little Cayman
We had the most amazing 5 days at the Hideaway beach house in Little Cayman! We loved swimming and snorkeling every day at the Point of Sand beach. Cooking was so easy and fun with everything at your fingertips in the beach house kitchen. Once the food was ready, we would take it outside and enjoy the sunsets on the porch with gorgeous views of the ocean. At night we would do a little stargazing and then every morning a rooster would come for a visit and give us a wakeup call :) We felt so far away from everyday stress and bustle of a big city. Our only regret was that we should have booked a longer stay.

Home in Grand Cayman
5 out of 5 average rating, 13 reviewsHilltime by Grand Cayman Villas
What an incredible and accommodating house for our party of 12. They were kids from under one to over 70 and space for everyone. The kitchen was very well equipped, and we cooked almost every night over our one week stay. We liked rum point because we were close to star fish point and the stingrays. A private beach in front of the house was so nice to have and we were able to snorkel and see many beautiful fish, even though there was a lot of seagrass that didn't bother us. All the locals were very friendly and kind. Our dinner at Kano was a highlight for all of us. We would definitely stay at this home again.

Home in Stake Bay
5 out of 5 average rating, 54 reviewsModern Oceanfront, 2Primary Suites, sleeps 6, pool
Julia’s home is one that we will never forget! It was just perfect for our needs. We loved the location as it was private but not far from any part of the island that we wanted to explore. The home has absolutely everything that you might need for cooking, swimming, kayaking, snorkeling, relaxing, and even grilling! We also appreciate all the towels-bath and beach! Julia has attended to every detail and has Derwin (the local property manager) available to assist if needed. He met us at the airport and made sure we were settled in. He responded to one problem we had immediately. He is GREAT! Also, Julia quickly responded to every question we had with speed and good humor. We highly recommend staying in her home. We will definitely return!

Home in Georgetown, Cayman Islands
5 out of 5 average rating, 8 reviewsHidden Hideaway House -7 mile -2King/1Queen- Pool
Monika's house was the perfect place to spend a week in Grand Cayman. The location was perfect and close to the grocery store, across the street from the beach and within walking distance to many restaurants including Camana Bay. We enjoyed the pool, large backyard and safety of the residential neighborhood. The house was "as described" and we felt that we had everything we needed for the week. Thanks again!
Apartment rentals with outdoor seating

Apartment in George Town
5 out of 5 average rating, 6 reviewsCondo-Sunset Cove-Ocean | Pool | Seven Mile Beach
We loved Sunset Cove. The pool, the swim up bar and most of all the private lagoon, with beach chairs and umbrellas. The condo was immaculate and had everything we needed. Would definitely stay again!

Apartment in Grand Cayman
4.92 out of 5 average rating, 12 reviews2 min walk to Beach, Pool + BBQ
Really happy with our stay in Cayman. The host was helpful and responsive. We had an issue with the hot water which was rectified quickly and efficiently. No blame on them - these things happen. Just happy when the host is on top of it, which he was for sure. Location was great, 1 minute walk to the nicest beach I’ve ever been to. Airbnb had beach chairs, umbrella (balcony) and floaties (under the bed). Infinity pool was small but perfect for a quick dip. There was never anyone else at the pool and we went in every day. There is a great little convenience store with liquor at the bottom floor of the complex. It was a tiny bit difficult to figure out where exactly to go, so a bit of a description would be nice however the host was prompt with responses so it was sorted quickly. All in all, the air bnb was 25% cheaper than a ‘decent’ hotel and we were really happy with it all. We would stay again for sure!

Apartment in Seven Mile Beach
4.89 out of 5 average rating, 9 reviewsLuxury 1 bed apartment near Seven Mile Beach at Th
"Absolutely delightful stay! This Airbnb is perfectly located, just a stone's throw away from the beach, making it the ideal spot for anyone looking to soak up some sun and sea. The host went above and beyond by providing beach chairs and umbrellas, which we found incredibly thoughtful and convenient. Nestled in a stunning area, the property is surrounded by a variety of restaurants and a supermarket, adding to the convenience of our stay. The ambiance, accessibility, and attention to detail all contribute to a genuinely five-star experience. Highly recommended!"

Apartment in George Town
5 out of 5 average rating, 4 reviewsCute oceanfront winter escape
Very private setting, clean and quiet. Tatiana was very helpful and accommodating of our challenges with travel as our flights were delayed multiple times due to weather.

Apartment in Grand Cayman
4.98 out of 5 average rating, 126 reviewsAdorable Boho Beach Villa
We would definitely recommend! Rebecca and Gary are truly wonderful hosts. They are extremely responsive, we reached out a couple times and heard from them very quickly. The villa is a cozy sized place for two, stocked with about anything you could need (beach towel, chairs, umbrella, snorkel gear and vests, coolers. There are even paddle boards and kayaks). There is a nice view of the ocean from the balcony (although you will have to cross the street to see the sunset). The beach is literally across the street (maybe a 300' walk). The villa is situated very close to the road which is great for access to the beach, buses & grocery store but the road is busy (and there are roaming roosters on the island) so there is a fair amount of traffic noise. We made use of their Google Mini in the room for the evenings to generate ocean sounds and it worked like a charm! Great place at a great value.

Apartment in Savannah
4.99 out of 5 average rating, 70 reviewsEnoe’s Escape
We had a wonderful stay at Yuri’s beautiful and peaceful Airbnb in the quiet part of the Cayman Islands. The location was perfect—secluded yet close enough to explore all the island's adventures. Yuri was incredibly proactive and responsive, making sure we had everything we needed for a comfortable stay. Make sure you book a sunset dinner at Thatch and Barrel, a stone’s throw away with amazing cuisine and cocktails. The property had all the amenities we could ask for. We especially enjoyed the private outdoor space, which was the perfect spot to unwind after a day full of activities! We can’t wait to visit again!

Apartment in West Bay
5 out of 5 average rating, 6 reviewsSteps to the ocean
You can’t beat this location if you are looking for a safe and quiet rental, away from all of the crowds along Seven Mile Beach. It is located on the north end of Seven Mile, with less than a five minute walk to Cemetary Beach and the best snorkeling the area has to offer. There is a Foster’s grocery store a short walk away where you can grab groceries to cook meals in the rental kitchen, coffee to go, or prepped meals. Heritage Kitchen is also a great spot to eat local and watch the sunset from the beach. We opted to walk the whole week that we stayed, because we enjoyed the exercise, but you can also easily get a taxi or rent a car. There is a lot to explore. The rental is very clean with a comfortable bed and high pressure shower. The in-unit washer/dryer makes it easy to pack light and have fresh beach towels each day. There are also beach chairs available. We really enjoyed this rental and would highly recommend it.

Apartment in GRAND CAYMAN
4.93 out of 5 average rating, 210 reviewsRum Cove on the Bioluminescent Bay with Ocean View
This was our second stay at Shelly’s place, Rum Cove, and it won’t be our last. From the easy access to Rum Point, to the kayaks, and to the peaceful surroundings, we couldn’t have been happier. Rum Cove is a perfect place to really reset and is far removed from the hustle and bustle of 7 mile beach. Until next year!
Condo rentals with outdoor seating

Condo in George Town
4.92 out of 5 average rating, 36 reviews2 Bed Condo in the Heart of Seven Mile Beach
Loved our stay. Ideal location, central to everything! Short walk to Seven Mile beach, the big Fosters, and numerous restaurants and shops. Short drive (10-20 min), to Georgetown, Macabuca, Spott's Beach, Sunset Beach, Devil's grotto, Yacht Club, etc. While some parts of Seven Mile Beach got washed out by storms, this still has a REAL beach (sand for chairs/towels/sun bathing and sloping sand into the water); not just a seawall and ladder or "Iron Shores" (jagged, fossilized coral) as other places have. We could easily swim and snorkel and ideal for young children. The condo's function kitchen allowed us quick breakfasts and lunches, but it's also in walking distance to cafes/shops . Cooking an elaborate dinner in the kitchen might be a stretch, but we successfully cooked clams and linguine and ate it in the screened in porch. The Royal Palms (resort just North) was undergoing noisy demolition (and presumably reconstruction). Intrusive noise, but should be temporary.

Condo in Sister Islands
4.76 out of 5 average rating, 38 reviewsBrac Sea'renity - Coastal chic oceanfront condo
This place is awesome! 2 bedroom 1 bath condo right in front of the water, super clean and very well maintained, easy check in and check out, living room spacious and nicely decorated, love it! Will book again in the future.

Condo in George Town
4.92 out of 5 average rating, 152 reviewsSeven Mile Beach with Soul
We had a wonderful stay at this Airbnb! The owners were fantastic - super responsive and always quick to answer any questions we had, which made our experience even better. The location was perfect! It still had a beautiful stretch of beach on Seven Mile Beach, which was such a bonus. While this section isn’t connected to the rest of Seven Mile Beach, it still felt like our own little slice of paradise. The area was safe, quiet, and incredibly relaxing. Parking was easy, and everything about our stay was seamless. We would absolutely stay here again and highly recommend it to anyone looking for a peaceful and enjoyable getaway! Reno and Agata - many thanks again to the both of you!

Condo in Seven Mile Beach
5 out of 5 average rating, 23 reviewsSeven Mile Beach Area, Kyle's Condo @ ONE Resort!
We had a great trip to the island and Kyle's place was perfect. It had the amenities we wanted plus some extras. The fact that he provided beach chairs, pool towels, a cooler, ice packs, detergent and bounce sheets were appreciated. Kyle was very responsive to all our questions and provided great recommendations. After we left, he found shoes we had left and since our neighbors were visiting the island, he even dropped them off to them. Loved the pool at his place and the location met our needs. It was close enough to Seven Mile Beach that we could walk to if we wanted. We would definitely stay there again

Condo in George Town
4.87 out of 5 average rating, 53 reviews3 Bedroom 2 Bath Condo right on 7 Mile Beach
Where to begin on how amazing this condo is!! First of all, the location is spectacular - right in the heart of Seven Mile Beach, walkable to many bars, restaurants and beaches but it is on a beautiful white sand beach so you don’t even have to leave! The beach was in perfect condition and the water was crystal clear. There is also a nice pool with lots of chairs around it. The beds are very comfortable, the kitchen is well stocked with everything you could possibly need, the laundry machines worked great, the place is huge, the property is beautiful, I could go on and on! 10/10. I would stay here again in a heart beat.

Condo in George Town
4.98 out of 5 average rating, 64 reviewsBeautiful, Seafront 3 bed condo, Seven Mile Beach
Wonderful stay! This condo offers gorgeous views of the ocean and comfortable furnishings. Lana’s place is clean, well appointed, and stocked with anything you might need. She is very responsive to questions. We were happy staying here. Thanks, Lana!

Condo in West Bay
4.97 out of 5 average rating, 31 reviewsCalypso Cove Ocean Spray, 2 Bedroom Spacious Condo
The place is great and spacious, hosts have thought of everything from extra sunscreen, to beach chairs and umbrellas, to olive oil and S&P for cooking. Really appreciated access to paddle boards and they were easy enough to carry across the street to the beach. The indoor and outdoor spaces were great for our family of 4, we felt very comfortable. Lots of nice updates throughout and everything g worked as expected. No issues! We rented a car to get to different parts of the island so didn’t do a lot of exploring in the immediate area other than walking along the beach.

Condo in West Bay
4.83 out of 5 average rating, 18 reviewsIsland Gem
Clean and comfortable space. A few conveniences provided were so nice to have: a little cooler, beach chairs and umbrellas, and beach towels. Perfect for a long weekend! Nice to have a dedicated parking spot, a stocked kitchen to prepare meals and convenient location really close to West Bay Beach and several restaurants.
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