Vacation rentals with a pool in Grand Cayman

Find and book unique homes with a pool on Airbnb

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Popular amenities for Grand Cayman rentals with a pool

House rentals with a pool

Guest favorite
Home in Rum Point
4.87 out of 5 average rating, 55 reviews

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

DustinRating, 5 stars1 month ago
The home and location were really nice. The North Side of the island is pretty far from everything which is nice if you want quiet, you'll have the whole beach to yourself. There are a few decent restaurants within 10 minutes. Most activities are 30-45 minutes away. We really enjoyed our stay, but 1.5 hours of driving every day to and from activities got kinda old after a few days. If you plan to spend most of your time at the house/beach/pool this is a great place to stay.
Superhost
Home in KY
4.69 out of 5 average rating, 13 reviews

Parrot-ise 4 Bedroom Oceanfront Villa in Cayman Ka

SeanRating, 5 stars3 months ago
As advertised. Beautiful location near the quiet Rum Point side of the island. Our group had a blast and the property manager was a joy.
Superhost
Home in Grand cayman
5 out of 5 average rating, 3 reviews

3 Bed Brand New by 7 Mile Beach!

KrystalRating, 5 stars1 week ago
Such a beautiful place - accommodations were everything we needed and more. Tanis was an incredible host, super responsive and welcoming! Highly recommend!
Guest favorite
Home in Grand Cayman
4.92 out of 5 average rating, 26 reviews

3 Bedroom Beach House with Pools

LeeRating, 5 stars1 month ago
Everything as advertised! Beautiful, peaceful and far from the crowds. If you like driving around the island and having a great place to come back to, this is where you want to be!
Superhost
Home in North Side
5 out of 5 average rating, 4 reviews

Luxury Beachview Retreat, Cayman Island.

AprilRating, 5 stars2 weeks ago
Our entire party was impressed from the moment we pulled up to the property. As visually pleasing as the outside is, the inside pales it in comparison. The interior design is absolutely breathtaking with the most stunning views from almost every room. Each space provides the guest with the opportunity to either have total privacy, or engage in meaningful group connection and activities. We were shocked at how much we enjoyed the water using the Kayaks provided and the min golf. We must have played for hours. We had an amazing group bbq, utilizing the highly equipped kitchen. The appliances are top notch. The laundry was clutch and the communication was exceptional. This house I a gem. We would absolutely return.
Top guest favorite
Home in West Bay Road, George Town
5 out of 5 average rating, 14 reviews

Island Oasis

TaylorRating, 5 stars2 weeks ago
Wonderful stay with good walkability to grocery and liquor store. Lived BBQing on the enclosed (mosquito-free) patio and the pool was sublime!
Guest favorite
Home in North Side
4.96 out of 5 average rating, 50 reviews

Oceanfront Dreamsicle Villa w/Outdoor Living Area

ReedRating, 5 stars1 week ago
To make a long review short, well worth the money. It's a huge house, it could comfortable sleep 6-8 people and not be crowded. Each bedroom has it's own bathroom. Every time we needed something, even things you wouldn't expect like a coffee bean grinder. toaster oven, or snorkel, it was there. The sandy beach was maybe 20 yards to the East. It's worth the price. Would go back again and again.
Top guest favorite
Home in West Bay
5 out of 5 average rating, 31 reviews

The Highlands Retreat A

BrandiRating, 5 stars1 month ago
Don’t hesitate to book here! Beautiful home in a quiet neighborhood. Exactly as pictured. Sandy thought of EVERYTHING. Kitchen was loaded with snacks and drinks, plenty of towels, beach chairs, cooler, etc. Cemetery beach is walkable, but I highly recommend the short drive to Governors beach. Much bigger, nicer, ample parking adjacent to beach. I would definitely stay here again!!

Condo rentals with a pool

Guest favorite
Condo in George Town
4.88 out of 5 average rating, 40 reviews

2 Bed Condo in the Heart of Seven Mile Beach

EmmaRating, 5 stars2 months ago
We had a great stay the condo is in a great location lots of places to eat and drink in walkable distance. The beach access is amazing will defo be back! Thank you
Superhost
Condo in George Town
4.87 out of 5 average rating, 52 reviews

2BR Beach Front Paradise on SMB- Grand Cayman

DavidRating, 5 stars3 months ago
Kenesha’s place was completely as advertised. We loved the location away from the crowds but close enough to walk to restaurants, bars, and resorts. The place was spotless, with a well appointed kitchen and wonderful screened in deck facing the ocean. The pool and hot tub were right on the ocean and many times we had it to ourselves. We would definitely love to come back in the future!
Guest favorite
Condo in Seven Mile Beach
4.98 out of 5 average rating, 66 reviews

Seven Mile Beach Condo Ocean/Pool

AmyRating, 5 stars3 weeks ago
Highly recommend! We stayed in Ariel's condo for spring break and it was perfect for our family! Our three teenagers loved the pool and being able to snorkel right outside our door. We walked to many great restaurants or take a quick taxi/bus too! All of the guests in the complex were super nice and respectful. Hope to be back again soon!
Guest favorite
Condo in North Side
4.96 out of 5 average rating, 25 reviews

*Beachfront* Coco Sands - 2 bed condo at Rum Point

LauranRating, 5 stars1 week ago
This place was perfect for what we needed and wanted for our trip! We really enjoyed how secluded it was but also how close it was to Rum Point! The place was incredibly clean. Beach towels, chairs and cooler were used daily and it was nice to be able to wash and dry swimsuits and towels while there! Natalie was very responsive and helpful when we had questions and even had her husband drop off an extra blanket! Our kids loved the pool and we loved being able to walk out to the water each morning! My only complaint was the wind while we were there!
Superhost
Condo in George Town
4.84 out of 5 average rating, 128 reviews

Cozy Condo near Seven Mile Beach!

HaleyRating, 5 stars2 weeks ago
This location is within 5-10 minutes to Seven Mile Beach, Georgetown and West Bay in Grand Cayman. It is located right next to a highway so you can't walk to and from these places. My friend and I rented a car, which is honestly the best way to get around the island so it did not matter to us. Krys supplied two pods for the laundry machine, and had two beach chairs, an umbrella, and a cooler in a closet which was unexpected and appreciated! Her place is reasonably priced for how expensive the whole island is. It is a safe condo complex and my friend and I had a great experience here. Highly recommend!
Superhost
Condo in George Town
4.87 out of 5 average rating, 164 reviews

Beautiful Modern Condo on 7 Mile Beach

LisaRating, 5 stars2 weeks ago
We went with a group and we all stayed at 3 different locations. Our place was the best of 3, the Lazy Lizard and all the girls bartending were the best. We will stay here again!
Guest favorite
Condo in Grand Harbour
4.93 out of 5 average rating, 254 reviews

The Sanctuary Serene Grand Harbour view 2Bed/2Bath

NatashaRating, 5 stars2 days ago
Its our 2nd time staying at Craig’s place. He’s a great host. Everything always in immaculate condition. The sunrise at the condo on the patio is breath taking drinking coffee! We Love it.
Top guest favorite
Condo in George Town
4.94 out of 5 average rating, 47 reviews

Oceanfront w View | Ground-Floor | Pool | Sleeps 6

ShariRating, 5 stars3 days ago
We had a great 6 days. The apartment was perfect for 2 couples. Each couple had their own bedroom with on suite bathroom. And common area was very comfortable to hang out. We loved the kitchen that had all we needed to cook simple meals. There were a few spices, oil, balsamic vinegar and coffee. They had 4 beach chairs, umbrellas, noodles, and a cooler with ice packs to make a day at the beach comfy. There were ample towels and separate beach towels. The location for us was great. It is a quiet location. We saw people at the pool, but never a crowd. The apartment is on the ground floor. So when sitting on the patio, you can walk out barefoot a few feet to the pool or beach. The beach by the apartment is a small and rocky. You can swim and snorkel right there. We drove about 1 mile to spend afternoons on the beautiful beach. Loved out stay. Would highly recommend!

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