Wind Upon the Waves villa rental - 1

Wind Upon the Waves

Property 128563


4 8 4

Guests of this accommodation can take advantage of the benefits included in the Silver Thatch Membership. Contact a Rental Escapes villa specialist for the full list of benefits. Premium amenities are available for a separate charge.

Welcome to Wind Upon the Waves, a newly built, single-level home on the island's South Coast. The owners have designed this 5,000-square-foot gated residence for privacy and exceptional panoramic views of the south coast. While the estate offers a large sandy backyard, the shoreline is rugged iron shore.

For travelers seeking ample living space, home technology, and a contemporary design, Wind Upon The Waves checks all the boxes.

Being only 5 minutes from Cayman Health City makes this home a convenient home base for patients seeking cardiac, orthopedic, or stem-cell treatments nearby. The single-level design also makes this villa wheelchair-accessible.

The open-concept great room is the central focal point of the home with modern furniture, a formal dining table, and a dreamy gourmet kitchen. The vaulted ceilings dramatically accentuate the space while allowing natural light to fill the room. In-ceiling speakers with Sonos audio keep the vibe going throughout the great room, primary suite, fitness room, and outdoor lanai.

Multiple walls of glass windows and doors frame the stunning ocean views from virtually every angle while providing convenient walk-out access to the pool deck.

A formal dining table with seating for 8 separates the living area from the gourmet kitchen.

Wolf/Sub-Zero appliances are perfect for hiring a private chef or pre-stocking the home with your choice of groceries and beverages. A propane grill and outdoor dining table sit on the pool deck for alfresco sunset dinners.

All three bedrooms are oceanfront suites with private attached bathrooms, televisions, and walk-out access to the pool deck.

Top-of-the-line small appliances, Turkish towels, high-end mattresses, hair dryers, bathrobes, and slippers are provided.

Beach Notes
Wind Upon the Waves sits on an elevated, iron-shore shelf overlooking the Caribbean Sea. The villa has scenic panoramic views, however, you cannot enter the ocean from the back of the home. Jagged rocks and rough tides make water entry here perilous.

Instead, guests should visit nearby Heritage Beach or Colliers Public Beach in the east end. See the Map tab for more info.

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.

Ocean Debris and 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. The owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. We try our best to work around mother nature.

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Rates & Fees


Category Date Range Rate Min stay
Mid Season Apr 13 2024 to May 24 2024 $1,095 per Night 5 Nights
Mid Season May 25 2024 to Aug 14 2024 $2,050 per Night 5 Nights
Low Season Aug 15 2024 to Nov 1 2024 $1,095 per Night 5 Nights
Mid Season Nov 2 2024 to Nov 22 2024 $1,195 per Night 5 Nights
Thanksgiving Nov 23 2024 to Nov 30 2024 $1,695 per Night 6 Nights
Mid Season Dec 1 2024 to Dec 18 2024 $1,295 per Night 5 Nights
Christmas Dec 19 2024 to Dec 26 2024 $2,195 per Night 7 Nights
New Year's Dec 27 2024 to Jan 3 2025 $2,395 per Night 7 Nights
High Season Jan 5 2025 to Mar 1 2025 $1,695 per Night 5 Nights
High Season Mar 2 2025 to Apr 12 2025 $1,795 per Night 5 Nights
Mid Season Apr 13 2025 to May 24 2025 $1,095 per Night 5 Nights
Mid Season May 25 2025 to Aug 14 2025 $2,050 per Night 5 Nights
Low Season Aug 15 2025 to Nov 1 2025 $1,095 per Night 5 Nights
Mid Season Nov 2 2025 to Nov 22 2025 $1,195 per Night 5 Nights
Thanksgiving Nov 23 2025 to Nov 30 2025 $1,695 per Night 6 Nights
Mid Season Dec 1 2025 to Dec 18 2025 $1,295 per Night 5 Nights
Christmas Dec 19 2025 to Dec 26 2025 $2,195 per Night 7 Nights
New Year's Dec 27 2025 to Jan 3 2026 $2,395 per Night 7 Nights
Show 6 more rates

Other Fees

Departure Cleaning Fee $195 Flat  
Cleaning | Damage Deposit $2,500 Flat Refundable


Silver Thatch Membership | Guest Service Fee 12.90%
Occupancy Tax 13.00%
Service Charge 5.00%


Check-in time: 15:00 Check-out time: 10:00

Additional Info

• Must be 25 years or older to book and must occupy the villa during the entire stay

Amenities & Activities

  • Air Conditioning
  • Pool
  • Wifi
View all amenities


  • Beachcombing
  • Fishing
  • Hiking
  • Sailing
  • Scuba diving
  • Snorkeling
  • Swimming


  • Reefs


  • SONOS/BOSE Speakers
  • Television


  • Air Conditioning
  • Pool
  • Wifi

Indoor Features

  • Bed Linens
  • Gym/Fitness Room
  • Home Office
  • Pool/Beach Towels
  • Toiletries
  • Washer/Dryer
  • Wine Fridge


  • Coffee maker
  • Cooking utensils
  • Dining Area
  • Dish washer
  • Freezer
  • Fully Equipped Kitchen
  • Oven
  • Refrigerator
  • Stove Top Burners

Nearby Facilities

  • Groceries
  • Restaurants
  • Shopping

Outdoor Features

  • Beachfront
  • Dining Table
  • Furnished Terrace/Balcony
  • Lounging Area
  • Outdoor grill
  • Parking
  • Poolside Lounge Chairs
  • Private Pool
  • Terrace


  • Babysitter Optional ($)
  • Chef Optional ($)
  • Cook Optional ($)
  • Housekeeper Optional ($)

Additional Information

Wind Upon the Waves is equipped with an array of included amenities and services:
• Day-after-arrival guest services follow-up
• Complimentary early check-in, if no check-out on the same day
• Complimentary pack-n-plays, booster seats, and baby gates; delivery can be arranged

Amenities and services available upon request (extra cost):
• Additional staff available at this villa includes a babysitter, Chef and cook
• Pre-stocking of groceries and beverages (delivery fee applies)
• Additional tandem kayaks and stand-up paddleboards (SUPs) are available for discounted rental (signed waiver required)


Bedrooms (4)

Bedroom 1 | Primary 1 King 2 Guests Additional Info
Bedroom 2 1 Queen 2 Guests Additional Info
Bedroom 3 2 Single 2 Guests Additional Info
Additional Sleeping Area 1 Pullout 2 Guests Additional Info

Bathrooms (4)

Bathroom 1 | Primary Toilet, ShowerEn-suite
Bathroom 2Toilet, ShowerEn-suite
Bathroom 3Toilet, Tub/Shower ComboEn-suite
Bathroom 4Toilet, ShowerShared Bathroom


Grand Cayman, Cayman Islands

From $1,095 - $2,395/night

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$1,095 - $2,395 /night
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