Gypsy
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.
Guest Reviews of gypsy
Grand Cayman ,
Better than expected
5 out of 5 stars
Fantastic north shore villa
5 out of 5 stars
Wonderful Property
5 out of 5 stars
Best House We Have Rented
5 out of 5 stars
Amazing villa
5 out of 5 stars
Everything You Could Possibly Want!
5 out of 5 stars
Very Impressed
5 out of 5 stars
Gypsy
5 out of 5 stars
Absolutely beautiful!
5 out of 5 stars
Great Family Vacation!
5 out of 5 stars
Better Than Pictures
5 out of 5 stars
Family Fun
4 out of 5 stars
Beautiful home on the north side . Sunrises were just breathtaking
5 out of 5 stars
The Gypsy was amazing and had all the things we needed.
5 out of 5 stars
Excellent!
5 out of 5 stars
Perfect
5 out of 5 stars
Gypsy 4BR. was Great.
5 out of 5 stars
Amazing vacation!!!
5 out of 5 stars
Beautiful, Well Maintained Home
5 out of 5 stars
Great!
5 out of 5 stars
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The Concierge & Service Fee includes Platinum Guest Services Membership for you and your guests.
Guest Member Benefits
Platinum Benefits
- Centralized on-island Guest Services & Welcome Center
- Unlimited use of Private Fitness Center (18+ yrs)
- Business Center Access: computers, printer/scanner, & FedEx/DHL supplies
- Guest Services Platinum Discount Card for savings at Preferred Vendors
- 10% advance booking discount for STWS private snorkel charter
- Complimentary snorkel equipment
- Referral to preferred vendors, guest services desk assistance
- Jacques Scott Wine & Spirits pre-order & delivery to your villa
- Fast-Track VIP Airport Arrival through Immigration & Customs (fees apply)
- Arrange private airport pickup and transfer (fees apply)
- Guest parcel receipt & delivery to your villa
- Coordinate special events, private dinners & private transportation
At-Villa Benefits
- Mid-stay light housekeeping provided.
- Welcome amenity gift basket: champagne, locally-sourced products
- Pre-stocking of groceries & beverages prior to your arrival (fee applies)
- Luxury linens, towels, & robes provided
- Gilchrist & Soames soap, body wash, lotion, shampoo & conditioner provided per bathroom
- At-villa delivery of convenience & activity items: snorkel equipment, Apple TVs, etc.
- Complimentary early check-in or late check-out if no same-day conflict
- At-villa meet & greet with your property manager on the day of arrival
- Arrange chefs, cooks, babysitting, massage, or family photography services
- $1,500 of Accidental Damage Protection for villa (indoor items/decor)
- 1 Tandem Kayak and 1 Paddle Board provided gratis by Guest Services
- Additional tandem kayaks and stand-up paddleboards (SUPs) are available for discounted rental & free delivery*
*Signed waiver required.
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 |
|---|---|---|
| Aug 15, 2024 | Nov 01, 2024 | $795 |
| Nov 02, 2024 | Nov 22, 2024 | $895 |
| Nov 23, 2024 | Nov 30, 2024 | $1,395 |
| Dec 01, 2024 | Dec 18, 2024 | $1,095 |
| Dec 19, 2024 | Dec 26, 2024 | $2,195 |
| Dec 27, 2024 | Jan 03, 2025 | $2,795 |
| Jan 04, 2025 | Mar 01, 2025 | $1,495 |
| Mar 02, 2025 | Apr 11, 2025 | $1,595 |
| Apr 12, 2025 | May 24, 2025 | $995 |
| May 25, 2025 | Aug 14, 2025 | $1,195 |
| Aug 15, 2025 | Nov 01, 2025 | $895 |
| Nov 02, 2025 | Nov 22, 2025 | $995 |
| Nov 23, 2025 | Nov 30, 2025 | $1,495 |
| Dec 01, 2025 | Dec 18, 2025 | $1,195 |
| Dec 19, 2025 | Dec 26, 2025 | $2,195 |
| Dec 27, 2025 | Jan 03, 2026 | $2,795 |
| Jan 04, 2026 | Feb 28, 2026 | $1,495 |
| Mar 01, 2026 | Apr 10, 2026 | $1,595 |
| Apr 11, 2026 | May 23, 2026 | $995 |
| May 24, 2026 | Aug 13, 2026 | $1,195 |
| Aug 14, 2026 | Oct 31, 2026 | $895 |
| Nov 01, 2026 | Nov 21, 2026 | $995 |
| Nov 22, 2026 | Nov 29, 2026 | $1,495 |
| Nov 30, 2026 | Dec 17, 2026 | $1,195 |
| Dec 18, 2026 | Dec 25, 2026 | $2,195 |
Rate Details
- 13% Occupancy Tax added to all rates.
- 12.90% Concierge & Service Fee added to all rates.
- 3.50% Admin Fee applied to all reservations.
- The owner requires a $1,500 refundable excess cleaning deposit and a $2,500 refundable damage deposit.
- All deposits are refunded 7 days after departure upon inspection of the villa.
Booking Rules
- 5 nights minimum required.
- 6 nights minimum required over Thanksgiving week.
- 7 nights minimum required over Christmas and New Year's.
- Christmas & New Year's are split into two rental periods. Please inquire with your travel dates before booking.
- Shorter stays may be permitted but subject to a higher cleaning fee.
- 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.
Have questions about this property? Email us using the white button below.