
Gypsy
Welcome to Gypsy! This beautiful oceanfront villa has been professionally decorated and includes a private pool with elevated views and close proximity to the famous Rum Point Club.
Decorated in an elegant Caribbean theme of beach cremes and soft hues, Gypsy is a luxurious island getaway. From the moment you enter this home's foyer, your eyes are drawn past the beautifully tiled floors and out through the tall glass doors to the pool area and the Caribbean Sea in the background. We do not ever get a second chance at a first impression—and Gypsy won't disappoint!
Spanning over 4,000 sq ft of living space, with another 3,000 sq ft of outdoor space, Gypsy can accommodate 10 guests across 4 bedroom suites.
Gypsy's Bedroom Configuration
(Sleeps 10 guests total)
- Oceanfront Master Suite – Beachfront suite with a four-poster king bed, walk-in closet, ocean views, doors to the patio, and an ensuite bath with double vanity, soaking tub, and separate walk-in shower
- Southwest King Suite – Garden view suite with a king sleigh bed, vaulted ceilings, and an ensuite bath with a walk-in shower
- Queen Suite – Garden view suite with a queen suite and an ensuite bath with a combination shower/tub
- Guest Bedroom – Garden view bedroom with two queen beds, vaulted ceilings, and a bath next door with a double vanity and walk-in shower
Views from Gypsy's living areas are quite simply astounding. High ceilings, airy interiors, and tall French doors flood Gypsy’s interiors with sunlight all year round. Comfortable sofas and elegant sectionals provide ample seating for guests to relax while taking in the views from the living room or family room. The grand piano in the family room can be unlocked should you wish to play while on vacation. Alternatively, we can cover the piano if you do not plan on using it, or are concerned about potential damages to it.
Gypsy's gourmet kitchen comes equipped with modern appliances including a double-oven, built-in subzero refrigerator, Keurig coffeemaker, lots of counter space and a dining table with seating for 10. A propane grill is available off the pool deck for island cookouts.
The backyard pool and patio sit perched above the beach providing privacy from any beachgoers walking by—a rarity in this residential area. Stairs off the pool deck lead down to a deep sandy beach perfect for sunbathing. Guests are free to use the folding beach chairs stored in the pool shed. Large hedges and grassy lawns separate neighboring lots and provide privacy during your stay.
Finally, Gypsy's homeowner has a 42' yacht certified luxury Formula boat that he offers at a special discount exclusively to villa guests. Guests save 10% on a half-day captained charter with a maximum of 10 guests. For more details, please visit ChartersoftheSea.com
The owner does not permit pets, smoking, or events with invited guests on the property.
Optional pool heat is available during the winter at $250 per week.
*Note: A Cleaning Fee is included due to enhanced cleaning, sanitation, and inspection protocols.
**Silver Thatch tandem kayaks available for discounted rental. Signed waiver required.
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Amenities
Beach Notes
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 usually have plenty of white sand, but can also have spots of rocky “ironshore” with natural rock formations. The closer you get to Rum Point, usually the sandier the beach as well as 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 prevailing trade winds from the east also make flying insects less of a nuisance—many of the homes in Rum Point don’t even need a screened porch.
Gypsy has a very sandy water entrance for swimming, however, guests will want to wear foot protection to be safe. We do get tidal seagrasses on the beach. While the owner pays a landscaper to rake the beach monthly, we have a weekly service that will rake a clear path into the water for snorkeling, kayaking and swimming.
The big draw to this area is the proximity to the Rum Point Club, a public beach club that offers a fantastic barefoot beach, many water sports, a restaurant bar and grill, a gift shop and pick-up beach volleyball games. Also nearby is the Kaibo Yacht Club restaurant, bar and marina
Lastly, we have two large resorts in the east end (Morritt's and The Reef) that offer manicured beaches as well as restaurants, a modern grocery store, liquor store, gift shops, a Subway sandwich shop, and a cafe/pastry shop. These two resorts also offer scuba, snorkel trips, jet skis, windsurfing, kiteboarding, ocean front pools and bar service.
General Grand Cayman Beach Notes
All beaches in Grand Cayman are technically “public” since the Queen owns up to the high water mark and the shoreline quality behind your property may vary seasonally. Be advised that the beach or water entry behind your property may vary slightly from the images on our website because of the weather. 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 in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in 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.

The 10% Guest Service Fee includes your Silver Thatch Membership.
The Guest Service Fee is capped at 10 days for extended stays.
Member Benefits
- Centralized on-island Guest Services & Welcome Center
- Unlimited use of Silver Thatch Fitness Center (18+ yrs.)
- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies
- Proprietary Silver Thatch Discount Card for savings at local businesses
- 10% advance booking discount for private charter
- Complimentary use of snorkel equipment
- Jacques Scott Wine & Spirits pre-order & hold for check-in
- Referral to preferred vendors, guest services desk assistance
At-Villa Benefits
- Day-after-arrival guest services follow-up
- Complimentary early check-in, if no check out on same day
- Gilchrist & Soames bath products
- Pre-stocking of groceries & beverages (delivery fee applies)
- Arrange chefs, cooks, babysitting & family photography
- $1,500 of Accidental Villa Damage Protection
- Complimentary pack-n-plays, booster seats, & baby gates
- Tandem kayaks available for discounted rental*
*Signed waiver required.
Guest Reviews of Gypsy
1514 Rum Point Drive Grand Cayman , KY16 user reviews
stars based onGypsy!
Great time at the Gypsy
Family Trip
Has It ALL
Our Own Little Piece of Paradise
Family Getaway
Manager Response:
Thank you for your review.
Maintenance items have been promptly taken care of.
The bathtub in the master is advertised as a soaker tub, not whirlpool.
Please come again, Scott
First Class
Amazing vacation!!! Awesome quiet location, very clean - highly recommend a stay here!
Manager Response:
Thank you for your kind words. Gypsy is one of the finest interior homes on island. The owners take pride in their home and it shows! Renting Gypsy is a treat for us at Grand Cayman Villas! Please come again soon!
1st Class
Gypsy
Manager Response:
Thank you for your kind words. The owners take great pride in their home. Please come again soon! -Scott
Beautiful well maintained home
beautiful -- better than pictures
Manager Response:
Thank you for your kind words. We are so glad you were able to celebrate with your family.Memories are precious! -Scott
Beautiful!
Stunning Home
Villa Gypsy
would stay again
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Begins | Ends | Daily |
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Mar 06, 2021 | Apr 16, 2021 | $1,150 |
Apr 17, 2021 | May 28, 2021 | $900 |
May 29, 2021 | Aug 20, 2021 | $900 |
Aug 21, 2021 | Nov 05, 2021 | $725 |
Nov 06, 2021 | Nov 19, 2021 | $850 |
Nov 20, 2021 | Nov 27, 2021 | $1,000 |
Nov 28, 2021 | Dec 17, 2021 | $900 |
Dec 18, 2021 | Dec 25, 2021 | $1,950 |
Dec 26, 2021 | Jan 04, 2022 | $2,150 |
Jan 05, 2022 | Mar 05, 2022 | $1,100 |
Mar 06, 2022 | Apr 15, 2022 | $1,150 |
Apr 16, 2022 | May 27, 2022 | $900 |
May 28, 2022 | Aug 19, 2022 | $900 |
Aug 20, 2022 | Nov 04, 2022 | $725 |
- 13% Occupancy Tax added to all rates
- 10% Guest Service Fee includes your Silver Thatch Membership
- Guest Service Fee is capped at 10 days for extended stays
- Owner requires a $1,500 refundable excess cleaning and damage deposit
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.
Flexible Cancellation Options
Travel planning can be unpredictable right now with reopening protocols subject to change by the government. That’s why we have expanded our cancellation policy to provide you peace of mind should the pandemic upend your travel plans.
Within 60 days of your arrival, should there be no reasonable transport options to Grand Cayman or an unforeseen quarantine is required, you will have two options:
- Defer your trip up to 12 months from the planned arrival date with full payment credited towards a subsequent similar stay, or
- Request to cancel for a full refund of monies paid less a 3.50% cancellation fee.
Book with confidence and review our Cancellation Policy for complete details.
Villa Cleaning & Sanitation
We're committed to the health and safety of all our guests and have adopted enhanced cleaning safeguards to suppress the spread of COVID-19. All villas are cleaned and sanitized prior to each guest's arrival using health agency-approved cleaners and disinfectants. 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.