Gypsy

4 Bedrooms
4 Bathrooms
10 Sleeps
Grand Cayman

Welcome to Gypsy, a luxurious island getaway! This elegant renovated villa is a true tropical paradise with a private elevated oceanfront pool and sandy beach. Prior to renovation in 2022, Gypsy was very popular with adult couples, as well as families.


Gypsy owners spared no expense in upgrading the kitchen, appliances, oceanfront glass doors, and decor; all with stunning oceanfront views in mind. BBQ cooking and enjoying cocktail hour around the pool are quite popular at Gypsy.


Gypsy is only a 5-minute drive from the famous Rum Point Beach (restaurants, beach bar, watersports) as well as the Kaibo Marina (restaurants, beach bar, coffee shop, and marina).  Cayman Ferries run from the Kaibo to Camana Bay daily, providing access to the 7-Mile Beach area. Gypsy guests have access to a private fitness facility, less than 15 minutes away. 


Gypsy's backyard oasis offers a private haven above the beach, ensuring your relaxation and privacy. Stairs lead down to a beautiful sandy beach, perfect for sunbathing. The pool deck includes sun beds for your convenience, and large hedges and grassy lawns providing seclusion during your stay. For added comfort, optional pool heat can be provided for a $50 daily surcharge.


As you enter the foyer, the tall glass doors beckon your gaze to the private pool area and the stunning Caribbean Sea beyond. Gypsy offers over 4,000 sq ft of living space, with an additional 3,000 sq ft of outdoor paradise, accommodating up to 10 guests across four bedroom suites.


One-time, mid-week light housekeeping provided (7-day min stay / schedule time with local manager)


Sleeping Arrangements
(Sleeps 10 guests max.)



  • Primary Suite: king bed, ocean views, walk-out access to the pool deck, walk-in closet, ensuite with double vanity, soaking tub, and separate walk-in shower.

  • Bedroom #2: king bed, garden views, ensuite with walk-in shower.

  • Bedroom #3: queen bed, garden views, ensuite with shower bath. 

  • Bedroom #4: 2 queen beds, garden views, shares adjacent hall bath equipped with double vanity and walk-in shower.


Gypsy's living areas boast astounding views, high ceilings, and plenty of natural light. The living room and family room offer ample seating for relaxation while enjoying the mesmerizing views. If you love music, the grand piano in the family room can be unlocked for your enjoyment.


The gourmet kitchen is a chef's dream, equipped with modern appliances, a double oven, a built-in Subzero refrigerator, a Keurig coffeemaker, and plenty of counter space. A dining table with seating for 10 allows for memorable meals with your loved ones. A propane grill is available on the pool deck for island cookouts.


Please note that the owner does not permit pets, smoking, or events with invited guests on the property to ensure a serene and peaceful atmosphere. 


Don't miss the chance to embrace the Caribbean dream at Gypsy!



*Note: A Cleaning Fee is required due to enhanced cleaning and sanitation protocols.


**Single and tandem kayaks can be rented at discounted rates. A signed waiver is required.

  • Oceanfront Pool & Sun Deck
  • Optional Pool Heat ($50/day)
  • Backyard Beachfront
  • Seaside Hammock
  • Sun Beds
  • Central Air Conditioning
  • WiFi/Internet
  • SmartTVs
  • Sonos Audio System
  • Baby Grand Piano
  • Gourmet Kitchen
  • Modern Appliances
  • Drip & Keurig Coffee Makers
  • Microwave
  • Dishwasher
  • Washer & Dryer
  • Linens Provided
  • Beach & Bath Towels Provided
  • Off-Street Parking
  • No Pets Permitted
  • No Smoking Allowed
  • Kayaks Available for Rent
  • GCLV-LUXE SITE
  • 1X mid-week light housekeeping provided (7-day min stay)
  • Security System
LEAVE A REVIEW
April 17, 2025 - Manual Entry

by Carrie
January 13, 2025 - Manual Entry

Will Definitely Return

by Andrea

Loved the property! The grounds were smaller than it appeared in the pictures but there was ample space for our family of five! Will definitely return in the future! Louise, the property manager, was excellent. She was very helpful and immediately addressed any questions that we had!

July 17, 2024 - Website

Better than expected

by Roddy
The property was stunning. Pictures don\'t do it justice. Last year we stayed in Turks, this year here at Gypsy Grand Cayman and without a doubt, we\'d come back to this exact spot. Amazing. Thank you.
April 22, 2024 - Website

Fantastic north shore villa

by Eric

We had an amazing time staying at Gypsy. The pool looks out over the ocean, and the beach is huge and lovely. The villa itself is enormous and super comfortable. And if you want to do any cooking, I can't imagine you'll find a better place! The kitchen is enormous and professional quality, with everything you could need. The appliances and cookware is all super high end (Wolf, All Clad, Le Creuset, etc). Very impressive. Five stars, would stay there again. 🙂

March 22, 2024 - Manual Entry

Wonderful Property

by Brad

We had a blast and the property is wonderful. The Rum Point side of the island is definitely slower pace than the 7 mile stretch, which we preferred.

March 21, 2024 - Website

Best House We Have Rented

by Brad
We had two families stay in Gypsy for a little less than a week and we were in awe of the property. The pictures on the website matched what we saw when we got there, but what surprised us the most was the extras in the accommodations that we were not expecting. By far the nicest, and well stocked kitchen I have ever been in. Not only was everything high quality, there were multiples of it. The staff that got it ready was wonderful and we found ourselves relaxing at the house more than we expected. This is a no brainer for anyone to book, but please do not book it when we want to go back!!!
February 27, 2024 - Website

Amazing villa

by Dominique
Gypsy Villa charmed us from the moment we stepped inside with its beautiful beach house decor and welcoming vibes. The house was immaculate, and very well equipped with everything we needed for our 5-day stay. The house is very spacious, with well appointed seating areas for the group to gather. Also very well decorated - looks exactly as pictured. You can tell the finishes were high end. Communication and check-in instructions were clear, and our house managers Louise and Shamar were very pleasant and helpful. We ordered our groceries a day before our arrival and we were very pleasantly surprised that everything was put away and organized in the fridge. Shamar, our concierge, was a pleasure. He was very responsive to our texts, and was readily available to extend help in booking a boat ride, taxi etc. Service was top notch. Located in Rum Point, on the North side of the Island, the villa is about 1 hour away by car from the airport, 7-mile beach, and Camana Bay (at the opposite end of the island) - so a rental car is a must. We enjoyed the pool and the beach area, but unfortunately we were not able to swim there, as the water was overrun with seaweed during our stay, and so we ended up going to 7-mile or nearby public beaches for a swim. All in all, a great stay, and we recommend this villa to other travelers.
January 6, 2024 - Website

Everything You Could Possibly Want!

by Thomie
This was a beautiful property, with everything a family of 7 could want. Shamar was a fantastic liaison, helpful, friendly and on top of everything! No detail was overlooked, everything was perfect. Restaurant recommendations, activities, kayaks, he did it all. The pool and beach surpassed expectations. Highly recommend!
October 9, 2023 - Website

Great Family Vacation!

by Kristen
We had a fabulous week at Gypsy! The house is gorgeous! Every room was beautifully decorated and super comfortable. The kitchen was well stocked with every item you would need. The pool area is gorgeous as is the private beach. We spent most of our hours laying around the pool deck, swimming in the pool or sunning in beach chairs on the beach. However, the water in front of the house was not exactly swimmable. There was a ton of sea grass which made the water very murky. The reef in front of the house is still suffering damage from Hurricane Ivan so there were not alot of fish. Once the winds calmed down, the water was a bit gentler. But do not expect water like on Seven Mile Beach. Being adults, we were fine going in the water but I think smaller kids would be frightened. However, this did not deter us at all from having an amazing week at Gypsy. We did need to call the Property Manager about a few things and everything was resolved in less than 24 hours. Thelda was wonderful to deal with! We would definitely stay at Gypsy again when we come back to Cayman.
October 9, 2023 - Website

Gypsy

by Kirsten
Overall 8/10! Great trip. Great views, very private and quiet. Beautiful home. Some general maintenance is needed.
October 9, 2023 - Website

Absolutely beautiful!

by Anonymous
The Gypsy was absolutely beautiful. It’s elegance and beauty was breathtaking. Our family thanks you for a wonderful and fun relaxing vacation.
October 9, 2023 - Website

Better Than Pictures

by Mara
I rented Gypsy to celebrate the life of my husband who passed in April. 4 of our 5 daughters, a couple of husbands and grandkids were able to join. We are spread all over the country so it was a perfect place for us to all get together. The house is so roomy that we never felt crowded or on top of each other. We loved the fact that we could snorkel right off the beach and rarely saw another person when at the house. Gypsy is beautifully appointed! We spent one night in a condo on Seven Mile Beach and, although we had a great time, we all said that we were so happy that we spent our vacation at Gypsy. Cayman Villas is a very professional company and I highly recommend working with them for your Cayman vacation.
October 9, 2023 - Website

Very Impressed

by Frank
This house has it all! A sandy beach with good snorkeling within swimming distance, a wonderful pool to enjoy, luxury accommodations with comfortable, well appointed rooms, plenty of towels to go around and the best kitchen we have every had with plenty of everything, including coffee maker, Keurig, and a great blender. Not to mention the piano, a wonderful touch for the musician of the family and a couch to fit everyone. Don\'t miss out on this one, and we speak from experience as this is the 5th house we have rented in the Rum Point area.
October 9, 2023 - Website

Family Fun

by Robert
North side and Rum Point are great areas. This property is well situated, nice beach, well appointed and all around very nice for a family getaway. Some maintenance issues. Be sure to let them know right away of any problems. Highly recommended!
October 9, 2023 - Website

Beautiful home on the north side . Sunrises were just breathtaking

by Gregory
We came to the Cayman Islands for a family reunion and there were nine of us. This is a beautiful spacious home with a great pool. The house is extremely close to the water which was good for the kids . Very calm and peaceful home and close to Rum point.
October 9, 2023 - Website

The Gypsy was amazing and had all the things we needed.

by Geoff & 7 guest.
We arrived on Grand Cayman at the airport and were to the location of the house with in 1-1/2 hours with a stop at the grocery store. When we walked into the Gypsy everyone in our party was blown away by the flooring and the open plan. The back yard is private and the view of the water is amazing and I live on the water in Florida. the kitchen was large and all the rooms are private and not put on top of each other. There were pleanty of towels and the fridge seems to be oversized. We took a taxi to the house but decided to get a car the next day because you are very limited on getting around on that end of the island due to no taxi services. Rum point restaurant and the yacht club are 1.1 and 2.2 miles up the street and a very easy ride in a car. the pool has the ability to get heated and we took advantage of that because we were there in February. I cant wait to return to this end of the Grand Cayman island and relax again.
October 9, 2023 - Website

Excellent!

by Susie
Beautiful Home!
October 9, 2023 - Website

Perfect

by Aleksey
Very classy, well maintained, everything as promised
October 9, 2023 - Website

Gypsy 4BR. was Great.

by Thom
The house was perfect for our group. 8-adults 2-Grandkids 2yrs. and 3yrs. and with the all on one floor concept it was wonderful, the grandkids could run around with no worries. Well maintained with everything you could want. One drawback was the water access, due to the time of year from the rough sea the beach was covered with sea grass. We just piled up in the van and took them to Rum Point just up the road...3 minutes. All in all its was GREAT
October 9, 2023 - Website

Amazing vacation!!!

by Debbie
Awesome quiet location, very clean - highly recommend a stay here! This property is amazing. Very clean, great quiet location near Rum Point. We did a family trip with 9 of us and there was plenty of room for everyone. I am a clean freak and this by far exceeded any place we have ever stayed. We visited the other side of the island near Seven Mile Beach, but prefer the peace and tranquility of this side. We made some unforgettable memories and every one of us would go back and would definitely stay at Gypsy. Just amazing. Can\'t say enough about it.
October 9, 2023 - Website

Beautiful, Well Maintained Home

by Karen
Very clean and spacious. Comfortable beds plenty of bath and beach towels. Kitchen is well stocked. If you need anything the owners are prompt to respond. Thanks for sharing your beautiful home with us.
October 9, 2023 - Website

Great!

by Donald
Great property and location. House as advertised. A couple of minor issues, that were resolved. Overall extremely satisfied.
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    Available     Unavailable  Check-In Only  Check-Out Only

The entire island is only 22 miles wide from west to east so you are never too far from anywhere on Grand Cayman. 

The oceanfront homes in Rum Point offer great reef-protected snorkeling. The beaches tend to have plenty of white sand but also can have spots of rocky “ironshore” formations. 

The closer you get to Rum Point, usually the sandier the beach as well as the swimming. Either way, with the abundant marine life we have in the water, you will want to wear pool shoes or fins for foot protection.

The big draw to this area is the proximity to the Rum Point Club, a public beach with barefoot soft sand, watersports, a beach bar & grill, a gift shop, and pick-up beach volleyball games. Also nearby is the Kaibo Yacht Club restaurant, bar, and marina.

General Grand Cayman Beach Notes

All beaches in Grand Cayman are technically public since the Crown owns up to the high water mark.

The shoreline quality behind your property may vary slightly from the images on our website due to shifting tides and weather patterns. The next-door beach is also always available for your use.

Ocean Debris & Sargassum Seaweed

Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally.

Sargassum is a generally harmless floating seaweed that has increased in frequency over the years during the summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. 

Should sargassum weed be extremely heavy behind your property, we will reach out to the owner for alternative solutions which may include a partial refund or relocation.

We try our best to work around mother nature.

Begins Ends Daily
Apr 12, 2025May 24, 2025 $995
May 25, 2025Aug 14, 2025 $1,195
Aug 15, 2025Nov 01, 2025 $895
Nov 02, 2025Nov 21, 2025 $995
Nov 22, 2025Nov 30, 2025 $1,495
Dec 01, 2025Dec 18, 2025 $1,195
Dec 19, 2025Dec 26, 2025 $2,195
Dec 27, 2025Jan 03, 2026 $2,795
Jan 04, 2026Feb 28, 2026 $1,495
Mar 01, 2026Apr 10, 2026 $1,595
Apr 11, 2026May 23, 2026 $995
May 24, 2026Aug 13, 2026 $1,195
Aug 14, 2026Oct 31, 2026 $895
Nov 01, 2026Nov 21, 2026 $995
Nov 22, 2026Nov 29, 2026 $1,495
Nov 30, 2026Dec 17, 2026 $1,195
Dec 18, 2026Dec 25, 2026 $2,195
  • 13% Occupancy Tax added to all rates.
  • 12.90% Villa Concierge & Service Fee added to all rates.
  • Optional pool heat is available for US$50 per day.
  • A Departure Cleaning Fee is required for all stays.
  • A refundable damage deposit is required for all stays.
  • Refundable damage deposits will be returned to the guest 7 days after departure pending any damages.

Booking Rules

  • 5 nights minimum stay required.
  • 6 nights minimum and full occupancy required over Thanksgiving week.
  • 7 nights minimum and full occupancy required over Christmas and New Year's week.
  • Christmas & New Year's dates are split into two rental periods. Please inquire with your travel dates prior to booking.
  • Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking.
  • Must be 25 years or older to book and must occupy the property during the entire stay.

Villa Cleaning & Sanitation

All villas are cleaned and sanitized prior to each guest's arrival. We also ask our owners to provide a starter supply of extra cleaning products.

Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival.

Nearby Points of Interest

Getting Around

A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island.  

For rental cars, we recommend Budget Cayman, Avis, or Marshalls.

Book Your Stay!

Our reservations team is here to help you.
Call 866-358-8455

Have questions about this property? Email us using the button below.

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