House holiday rentals in Breakers

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Popular amenities for house rentals in Breakers

House rentals with a pool

Top guest favourite
Home in George Town
5 out of 5 average rating, 9 reviews

Beautiful 4 BR/3 BA South Sound Home w/pool.

DanielRating, 5 stars3 weeks ago
Beautiful home! The place was spotless and had great amenities. The pool and backyard area was super nice. Julie was very responsive and accommodating. I would definitely stay again!
Superhost
Home in KY
4.71 out of 5 average rating, 14 reviews

Parrot-ise 4 Bedroom Oceanfront Villa in Cayman Ka

RayRating, 5 stars5 days ago
Little slice of paradise! The way the house is set up our large group was very comfortable! The pool and private beach was absolutely amazing during our stay.
Guest favourite
Home in Grand cayman
5 out of 5 average rating, 5 reviews

3 Bed Brand New by 7 Mile Beach!

JonathanRating, 5 stars4 days ago
I was on island for a quick trip. This end-unit townhouse was spotless, modern, conveniently located and our host was friendly, responsive and proactive. Highly recommended!
Top guest favourite
Home in Grand Cayman
4.97 out of 5 average rating, 69 reviews

BeachPlumVilla

PatriciaRating, 5 stars2 weeks ago
Beach Plum Villa is a beautiful home with everything our family needed for a fantastic vacation!
Guest favourite
Home in GRAND CAYMAN
4.96 out of 5 average rating, 24 reviews

Beach House at Rum Point/3 Kayaks/4 bikes/WI-FI

GregRating, 5 stars3 months ago
Great location! So much to do right there either a short walk or drive away. With a car you have easy access to the Crystal Caves, the Botanical Garden and everything on the east side. (Don’t miss the parrot sanctuary!) The house itself is perfect! You can tell that the owners use the house themselves as the kitchen is well equipped. The lanai makes dining a pleasure. Thoroughly enjoyed it!
Home in George Town
4.67 out of 5 average rating, 3 reviews

Lakeland Villas South Sound

BulentRating, 5 stars5 months ago
We had a great stay at Garth’s place. The place is very large, with two very large bedrooms with large beds in each, and each bedroom has its own full shower / bathroom. There’s also a third half bathroom. Great for a family. The place was very clean. Garth was very good with communication. Locationwise it’s in a great community. You may need to use public transport or rent a car since it’s not on the beach, but the price we paid was great compared to locations by the beach, and this place is a lot larger than those. As for essentials, if you are planning to cook you may want to get in touch with Garth ahead of time if you need ingredients for cooking, we bought a few things from Hurleys supermarket which is very close. Overall I recommend Garth’s place.
Home in Bodden Town
5 out of 5 average rating, 3 reviews

charming 3 bedroom house

YvaneRating, 5 stars3 months ago
Amaya's property was outstanding. She was very responsive and friendly. I felt very appreciated, she had my favorite bottle of wine and favorite chocolates upon my arrival. I highly reccommend Amaya's property. The property was relaxing, stress free, peaceful and simply blissful. I will most definitely be back again. Absolutely loved my stay. Thank you Amaya
Top guest favourite
Home in George Town
5 out of 5 average rating, 8 reviews

Hidden Hideaway House -7 mile -2King/1Queen- Pool

ElizabethRating, 5 stars5 months ago
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!

Weekly house rentals

Home in Bodden Town

Prosecco Estate!

AliciaRating, 5 stars27 months ago
Duran was an amazing host! Always so helpful with local tips and recommendations! His place in close and convenient and very spacious and comfortable! Highly recommend!
Home in West Bay

Stunning Oceanfront condo

RebekahRating, 5 stars3 months ago
We chose Shaggy's for the property itself as well as the access to diving. We shared the pool space with other condo residents, and they were all friendly and respectful about the shared space. The condo itself was great. Nice kitchen, lots of places for myself, my 2 teenagers, and boyfriend to spread out. Shaggy even left a guitar, which my daughter used constantly. Everything was clean, lots of pillows and many, many towels. The bathrooms could use a few hooks for towels. We had to buy unscented laundry detergent and rewash our bedsheets because I'm super sensitive to detergent smells. The binder provided a lot of helpful information, and Shaggy met with us when we got there and probably saved us $500 when he told us that gratuity in restaurants was included in the bill. He also explained currency, and gave us some other tips, as this was our first time traveling abroad and to the Caribbean. All in all, a terrific experience, great place to stay, dive, dine, explore.
Home in Rum Point
New place to stay

No Big Ting - Private Beach Home

JodyRating, 5 stars2 days ago
Our stay at No Big Ting exceeded our expectations. The house was beautiful, well-stocked, immaculately clean, and situated in a peaceful location away from the crowds. We felt at home from the moment we arrived and had everything needed for an enjoyable vacation. We had the pleasure of meeting the property manager, Chloe, who was very welcoming and helpful. The sunrises were stunning, and we spent hours relaxing on the deck or screened porch while listening to the ocean. The property is conveniently located near several attractions including Cayman Crystal Caves, Queen Elizabeth II Botanic Park, and Cayman Ferries, which we utilized for a trip to Camana Bay on our last day. We rented a car for our visit, which we highly recommend for anyone staying in Rum Point. Thank you once again for providing us with an unforgettable experience for our 30th anniversary. We would gladly stay here again and recommend this property to anyone seeking accommodation in the area.
Home in Rum Point

Sea Lodge #25

Home in Patricks Island
New place to stay

Prospect Oasis - Grand Cayman

Home in Seven Mile Beach

Beach at your doorstep GV1111

Home in Savannah

2 bed 2.5 Townhouse Apartment

Home in George Town
New place to stay

Charming house with huge garden

Private house rentals

Superhost
Home in Grand Cayman
4.56 out of 5 average rating, 9 reviews

KiToCay by Grand Cayman Villas

CarolRating, 5 stars4 months ago
My husband and I chose Grand Cayman for our 10th wedding anniversary. While looking at places to stay, I kept coming back to the KitoCay listing. It seemed to be everything we were looking for. Beautiful views, a private beach, an amazing terrace and patio right on the ocean. The kitchen was amazing, the house is large and luxurious. Our goal was to relax, and that is what we did. My husband used the gym at the welcome center almost every day, which is a short drive from the villa. I would say having a car is a must for this location. It is not super close to a full grocery store, however, there is a market a short drive away. A few stores offer food and beverage delivery, but we did not use the service. The weather in mid-January was perfect. Night time low in the mid 70's and daytime high in mid-80's. We couldn't see a sunset or sunrise from the villa, which was my only disappointment. The manager is very quick to respond for any questions you may have. We can't wait to return!
Superhost
Home in Rum Point
4.91 out of 5 average rating, 11 reviews

Pools of the Kai #11 by Grand Cayman Villas

SandraRating, 5 stars1 month ago
Beautiful place! Pool was sparkling and deep albeit small. Near Kaibo which was a pretty good restaurant although I can’t really recommend the bbq. We enjoyed the music. Bay in front of condo was filled with sea grass but more accessible ocean at Rum Point. Both bedrooms had excellent views of the water. Beds were comfy and bathrooms and kitchen had great amenities. We are already talking about our next visit!
Guest favourite
Home in East End
4.98 out of 5 average rating, 42 reviews

Luxury 4 Bdr Ocean View Home w/ Pool + Hot Tub

MelanieRating, 5 stars4 weeks ago
We loved the Southwinds vacation home for our 10 night stay! The pool and deck were fantastic, the views amazing, and the house was a perfect home away from home! The East end location and vibe was perfect for our family! We loved bonding with the outdoor cat, and we will miss our morning and evening greetings!
Superhost
Home in Gun Bay
5 out of 5 average rating, 5 reviews

Blue Moon by Grand Cayman Villas

MelanieRating, 5 stars1 month ago
Amazing! We feel so lucky to have stayed here! Just an FYI for all travelers, you have to rent a car from the airport! The house is next to great restaurants and beautiful waters! It is really peaceful and away from the tourist area! If you want to go to a beach for swimming you’ll need to check out 7 mile beach or Rum Point! Overall it was the most relaxing & lovely place to stay! Recommend to anyone!!!
Superhost
Home in Rum Point
5 out of 5 average rating, 3 reviews

Timmy's Place by Grand Cayman Villas

SuzanneRating, 5 stars2 months ago
Words truly can’t describe how amazing our stay at Timmy’s place was! We traveled with three couples- the house was beautiful with amazing views of the ocean- the beach was perfect way to start and end our days. The house was equipped with everything we could have needed felt very clean and the beds were comfortable. Highly recommend Silver Thatch Watersports for any trips, we went scuba diving with Captain Warren and Edgard two days and they even helped my boyfriend plan the perfect proposal!! We also went out with them for a private charter where we visited Stingray City and a bunch of snorkeling spots! House is very close to Rum Point (walkable but not ideal). There is also a water taxi that you can take from Kaibo to the other side of the island which is great if you don’t want to make the long drive. Lion Fish Tacos at Tukka East are a must try!! We normally try not to stay at the same place twice, but I feel that we would visit Timmy’s Place again!!
Guest favourite
Home in Rum Point
5 out of 5 average rating, 7 reviews

Kai Cove by Grand Cayman Villas

KathyRating, 5 stars3 months ago
What a fantastic home! Everything a vacationing family could want. The back porch, pool, and yard (actually a beach) was where we spent all of our time when in the house. Views are beautiful. Great for kids. Location is walkable to everything on North Side -- Rum Point, Kaibo (with early morning coffee shop), Starfish Point. Drive ~30 min. to East Side, ~45 min. to/from airport, ~1 hour to 7 Mile Beach area. Complimentary cooler, Apple TV, snorkel equipment, portable Bluetooth speaker. Host was very responsive to anything. Highly recommended!
Guest favourite
Home in Bodden Town
5 out of 5 average rating, 21 reviews

4bdr Caribbean Guest House Sea View Close to Beach

RyanRating, 5 stars3 months ago
This place was amazing! We loved it from the moment we arrived and were sad to leave. It immediately felt like home—clean, spacious, and thoughtfully stocked. There were board games, toys for all ages, plenty of kitchen supplies (even a thermos and extra water bottles), and a great selection of books for kids and adults. The indoor and outdoor space was perfect for my toddlers to run around freely. The nearby beach was beautiful and just a short walk away, though a bit rocky for swimming. We often drove to Seven Mile Beach instead, though traffic was sometimes an issue. The house had everything we could need, plus thoughtful extras like a wireless vacuum to clean up tracked-in sand and a nice surprise left in the fridge for us upon arrival. It was truly a fantastic stay, and I highly recommend it!
Superhost
Home in KY
4.74 out of 5 average rating, 34 reviews

Luxury 3bd Beach View, # 2 Peach, Stunning Views

ValdezRating, 5 stars4 months ago
This is where you want to stay and this is where you want to be. A responsive host. A beautiful setting. A memorable spot to do something or nothing at all. This is it.

Destinations to explore