Send this page to a friend

Thank You

Your message has been sent.

You can send this page to up to five email addresses. Please separate each email address with a comma.


Jack and Maria

Advertiser since: 2007
Call Owner
Enter your email address to view the phone number
Speaks: english, dutch
Bedrooms 4
Half Baths1
Property type villa
Minimum Stay 6 nights

Jack and Maria

Advertiser since: 2007
Speaks: english, dutch
Call Owner
Enter your email address to view the phone number
Book with confidence
Book with confidence
Guaranteed, secure, with no booking fees
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.


Bedrooms 4
Half Baths1
Property type villa
Minimum Stay 6 nights


Special Offer! LAST MINUTE SPECIAL 20% OFF THE NEXT MARCH or APRIL BOOKING February 28 - August 31

East End Villa Rental Photos and Description

4 bedrooms, 3 1/2 Bathrooms, Private Villa sleeps up to 10, Unbeatable Rates

Welcome to Windward Cove ''The Best Kept Secret in Grand Cayman''. Hidden away on the tranquil East End of Grand Cayman on a very large property including more than 200 feet of sandy beachfront, Windward Cove in Gun Bay is unrivaled in its privacy. A large 12' x 25' oceanfront swimming pool, is complemented by our pool deck cabana with a full bathroom. Twenty miles away from the hustle and crowds of the 7 Mile Beach corridor yet near to all you might need. Windward Cove is very close to Fosters grocery store, Jacques Scott Liquor Store, many fine restaurants and watering holes, and two of the top watersports operations (diving, snorkeling, kite boarding, etc) in Grand Cayman, including the famed Ocean Frontiers. Rum Point, Botanical Gardens, and the Blow Holes are right nearby as well. You get to see and experience Grand Cayman in glorious fashion. All of the conveniences, none of the crowds. Welcome to Paradise!

Nightlife: Nighttime is quite peaceful and quiet here. We do have many fine restaurants within a few miles, the new Italian Kitchen, Tukka Restaurant, Eagle Rays, Bombay Chopsticks, and Vivine's Kitchen are all less than a mile away. Three of our other favorites (Over The Edge, The Lighthouse Restaurant, and Kaibo), are only slightly further down the road. Go see the Barefoot Man right down the street at the The Reef Resort Restaurant, or live entertainment at Morritt's Tortuga Club next door to the The Reef Resort. Visit any of the myriad of local watering holes as well if you choose, just don't expect any chain restaurants. Google Map to See Our Outstanding Location

Listen, the reason you're here in the first place is because Gun Bay is not crowded and has the best natural habitats and beauty on the entire island. This is where people who live in Grand Cayman come to for a holiday. They call it a staycation. Seven Mile Beach and Rum Point are both well within reach, and if you've never experienced them, we highly recommend a visit at least once while you are here, but we also know how much more you will appreciate Windward Cove upon your return.

Windward Cove is the flat out full package (great villa, full sand beach and ocean entry, large pool, true privacy, yet very close to amenities such as restaurants, grocery store, liquor store, gas, and water sports operations, and much more). The more research you do, the more likely you will choose Windward Cove. See our guest reviews for their unbiased opinions. For more pool pictures, see our home website......................................................................

FAQ's (and questions to ask everyone): We are the owners.....You will deal with us.....We care about our reputation

1. Do the website photographs accurately portray your current beach & property or is there some creative photography? A. Our non-professional pictures only begin to capture the reality. Where are the reviews?? We have 90+ guest reviews on this site. Take their word along with ours.

2. Is your beach suitable for swimming or just snorkeling further out (sandy entry into ocean or rocky)? A.Yes. Great for both, so no need to go searching for a nice beach to hang out or take the kids.

3. Are you truly centrally located to amenities within a couple miles (groceries, restaurants, gas, water sports, etc) or more off the beaten track? A. Very centrally located, no need to drive everywhere.

4. How large is the pool & deck? A. 12' x 25' pool & large two tiered elevated deck.

5. Is the property truly private without being in the middle of nowhere? A. Very, very private, yet central.

6. Are all taxes and fees included in your published rates? A. Yes.

7. Does the villa sit very close to the road, or are you set back and/or gated? A. Gated and set back.

8. Is there shade on the beach (and is it sandy & suitable for children of all ages)? A. Lots of shade & sand. Huge beach. Great for kids, and people of all ages.

More Details
  • children welcome
  • non smoking only
  • pets not allowed
  • suitable for elderly or infirm
Jack and Maria (Owner)
Advertiser since: 2007
Call Owner
Enter your email address to view the phone number
Speaks: english, dutch

About Jack and Maria

Grand Cayman is our escape to the sun. We are a diving family, and have been since the 1980's. We love adventure, nature, and harmony. We built Windward Cove.

Fully owner-operated & managed, we do our best to pass these savings onto our guests. We always strive to under-promise and over-deliver (read our guest reviews).

Jack and Maria purchased this villa in 1998

Why Jack and Maria chose East End

After renting villas on the quiet side of Grand Cayman with family and friends for more than 25 years, we decided this was the absolute best location on the island for our type of family to build Windward Cove. We love the complete privacy, sandy beach and ocean environment. This is why Windward Cove is located in the tiny village of Gun Bay.

What makes this villa unique

We tried to combine all the the best aspects of every villa we have ever stayed in when we decided to build Windward Cove, and then chose what we believe to be the best location on the island. You feel like you are on a Caribbean island here, as you should. No sprawl or crowds. Unmatched privacy surrounded by natural beauty. All sand Beach with lots of shade. Sandy entry into the ocean. A large pool. Great snorkeling. Very convenient location to stores, restaurants, and water sports operations. It's where you want to be. Do read our reviews.

Guestbook comments from the owner

The day we leave paradise! What a wonderful and restful vacation we had at Windward Cove. It was our family (mom, dad and 3 sons) first visit to the island. Grandmom came too and this was her first visit to a villa and 5th visit to Grand Cayman. Seven Mile Beach has changed so much since her first holiday here and Windward Cove today was much like Seven Mile Beach all those years ago!

The villa was spacious and comfortable, the combination of beach, pool, sun and snorkeling made for a memorable vacation. Dining was wonderful, we enjoyed our stay very much. RL - Canada
Mar 2014
  • 1 of 93
Bedrooms 4
Half Baths1
Property type villa
Minimum Stay 6 nights
Book with confidence
Book with confidence
Guaranteed, secure, with no booking fees
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.


based on 11 traveler reviews

Write a Review
Windward Cove - Sandy Beach - Very Private - Lovely East End Location - Pool
average rating of 4.909091 based on 104 reviews

Great vacation - perfect quiet spot!

  • 5 of 5

Our family loved staying at Windward Cove. Our kids (ages 3 & 5) had a blast playing in the pool and on the beach. There is so much room to play or just relax. The screened in porch is fantastic, beautiful views of the ocean and reef (and sunrises). Tukka restaurant was a great experience and is really close by. We also enjoyed going to Over The Edge and went to Rum Point for a day. We hope to come back!

  • Submitted: Feb 2, 2015
  • Stayed: Jan 2015
  • Source: HomeAway

Very relaxing, quiet, beautiful & comfortable .

  • 4 of 5

It’s been a long time since we have been in Grand Cayman, we were along 7 Mile Beach then.

But we are older now and have a different way of vacationing. We fell in love with the quiet East End area of Gun Bay.

Maria & Jack, you have provided us with a home away from home. I loved waking to the beautiful sunrises and having our coffee on the veranda, then watching the day turn into “another day in Paradise!”

Windward Cove is a cozy, quiet, comfortable and beautiful setting we want to enjoy again.

Hope to see you next year,

  • Submitted: Feb 2, 2015
  • Stayed: Jan 2015
  • Source: HomeAway

Vacation in paradise

  • 5 of 5

If you want to be away from the tourist area in your own bit of paradise Windward Cove is for you. We spent a lovely week at this beautiful 4 bedroom 3 1/2 bath home.

The home is set up with 2 bedrooms and a bath between them on either side of the house. It has a large living and dining room. The kitchen is fully stocked with dished, glassware, utensils and pots and pans. It has a large refrigerator, beautiful cooktop range and dishwasher. All the comforts of home. The screened in porch overlooking the deck and pool is so comfortable. The pool is amazing.

We loved being on the East End of Cayman. It is very relaxing and away from the tourist hotels and vacation rentals. Plenty of nice restaurants in the area if you don't want to drive to the 7 Mile Beach area.

We enjoyed staying at Windward Cove so much we only ventured to other beaches twice in 7 days

The house is everything you want in a vacation rental and more

  • Submitted: Jul 9, 2014
  • Stayed: Jun 2014
  • Source: HomeAway

Perfect for 2 Families

  • 5 of 5

Beautiful, safe location! House is perfect for 2 families. Plenty of space, very clean, excellent communication, and lots to do. Ideal vacation! Private and peaceful with plenty for the kids to keep them happy.

  • Submitted: Jul 19, 2011
  • Stayed: Jun 2011
  • Source: HomeAway
The Woodlands, TX


  • 5 of 5

What a wonderful time we all had (9 people) at this property. The owners took care of everything one needs. The beach was beautiful, it was quiet and peaceful and not too far away for shopping, 7 mile beach and any attractions. The pictures portray exactly what you get. It was acceptionally clean and well stocked with everyday items.

Would absolutely come back and recommend it to anyone.

  • Submitted: Mar 19, 2010
  • Stayed: Mar 2010
  • Source: HomeAway
Charlotte, NC

Windward Cove November 2009

  • 5 of 5

The house was amazing. The pictures on the website are good, but in real life the property is even better. The private beach and pool were beautiful. Our three year old daughter loved playing on the beach and we spent alot of time in the pool. The landscaping in the front was very well done. The house is in very good condition and very, very clean. We left the house only a few times, but were always glad to come back. Great location and quiet. Jack and Maria were very helpful with any questions that we had. Just the escape we were looking for. We hope to return again.

  • Submitted: Nov 16, 2009
  • Stayed: Nov 2009
  • Source: HomeAway


Nearest Airport
20 Miles
Owen Roberts Airport
Nearest Barpub
400 Metres
Tukka & Eagle Rays
Nearest Restaurant
400 Metres
Tukka, Eagle Rays, and Bombay Chopsticks
Car: necessary

There's a reason you don't have to search for pictures of our beach on any of our website pages. We have an awesome Beach! No angle shots necessary, and no need for a short drive from your villa to a nice beach. This property boasts over 200' of private deep sugar sand beachfront (no rocks or iron shore), amid shady coconut palm and casuarina trees. The beach and water at Windward Cove is ideal for all ages (from very young children to older adults) with many shallow pool areas, and even more fun further out. Snorkeling the many coral heads in the waters right out back is a favorite activity for many of our guests, as is swimming in the calm reef protected waters. It really is all here. If a great beach and ocean environment is important to your group then your vacation villa search is basically over. You are looking at a hotel sized beach of the highest quality at an ultra private villa, perfect for everything from the most intimate honeymoon/wedding to ultimate family getaway.


Rates & Availability

From $550 Per night

East End Villa Rental Rates


Special Offer From:
Dates Feb 28, 2015 to Aug 31, 2015

2015 SPRING/SUMMER OFFERS: 20% OFF the Next March or April 2015 Booking (02/28/2015 - 05/02/2015) ....20% OFF the Next Two Available May Weeks (only $3976.00/week) & 20% Off the Next Two August 2015 Rentals (very limited time offer)........50% Off Full Size Car or Van Rental for Other Select Dates (excluding taxes, fees, & insurance) for 2015 Season .......(See Our Home Website for More Details).

Rental Basis:
Per property
Rental rates quoted in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
High Season 2014/2015
Dec 20 2014 - Apr 18 2015
6 night minimum stay
Summer Season
Apr 19 2015 - Aug 31 2015
6 night minimum stay
Fall Season
Sep 5 2015 - Nov 7 2015
6 night minimum stay
Late Fall Season
Nov 8 2015 - Dec 18 2015
6 night minimum stay

Additional information about rental rates

Notes Monthly (3 weeks or more ) rates receive further discounts
All Rates Include All Taxes & Fees (No Hidden Charges)

Special Fall Season Rate $3850/week
Contact Us For Discounted Monthly Rates
See Our Home Website for More Special Offers
Note: Until confirmed, rates are subject to change without notice

Check-in after 3pm, Check-out before 11am
Still owner-operated & managed which keeps rates low

Cancellation Policy

Policy available by contacting owner when booking.
Enter dates to see total


East End Villa Accommodation and Amenities

Property Type:
  • villa
  • Guests provide their own meals
Location Type:
  • Beach
  • Beachfront
  • Oceanfront
  • Village
  • Away From It All
  • Budget
  • Family
  • Activities Guide
  • Air Conditioning
  • Alarm Clock
  • Basic Soaps
  • Broadband Access
  • Ceiling Fans
  • Clothes Dryer
  • Filtered Water
  • Hair Dryer
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Local Activities Guide
  • Local Maps
  • Local Restaurant Guide
  • Mobile Phone
  • Paper Towels
  • Parking
  • Parking Off Street
  • Sofa Bed
  • Telephone
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Blender
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher
  • Freezer
  • Grill
  • Ice Maker
  • Lobster Pot
  • Microwave
  • Mini Refrigerator
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • seating for 8 people
  • 3 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet , combination tub/shower
    Bathroom 3 - toilet , shower , Changing area
    Half Bathroom - toilet
  • Each full bathroom is equipped with a tub and shower and large medicine cabinets. Brand new poolside cabana full bathroom.
  • 4 Bedrooms, Sleeps 10
  • Ocean Front King - 1 king
    Ocean Front King - 1 king
    Garden View Queen - 1 queen
    Garden View Twin - 2 twin/ single , Twin room can be converted to a king bedroom
    Great Room - Sofabed & futon
  • Four large bedrooms (2 oceanfront, 2 garden view) easily sleep eight adults. All linens and towels are on the premises (including beach towels).
  • Books
  • Books for Adults
  • Books for Kids
  • CD Player
  • DVD Player
  • Games
  • Games for Kids
  • Radio
  • Satellite / Cable
  • Stereo
  • Television
  • Video Library
  • Balcony
  • Beach Chairs
  • Beach Towels
  • Gated Community
  • Kayak / Canoe
  • Lawn / Garden
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Porch / Veranda
  • Screen Porch / Veranda
  • Small Cooler
  • Wood Deck
  • 6 garden chairs
  • 12 beach chairs
  • children welcome
  • non smoking only
  • pets not allowed
  • suitable for elderly or infirm
Pool / Spa:
  • Outdoor Pool
  • Private Pool
  • bay/sound
  • botanical garden
  • duty free shops
  • library
  • marina
  • playground
  • recreation center
  • reefs
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • eco tourism
  • paddle boating
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • jet skiing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • sound/bay fishing
  • surf fishing
  • swimming
  • wind-surfing
Sparkling blue 12' x 25' oceanfront swimming pool with cabana full bathroom* *Two Single Seat Kayaks* * 2 Island Beach Cruiser Bikes* * Brand New Kitchen Stove & Fridge* *Our kitchen is overstocked with lots of pots, pans, cutlery, and glassware/stemware of all types, and more* *In addition to the large 8 person dining table inside, there is a 6 person glass top rattan dining table for meals served on the screened porch if you prefer* *As well, there is dining table set up on the pool deck* *Sofa bed available for overnight guests.

Contact the Owner

Tell the owner when you would like to travel.

Tell us about your trip, then book it

Enter dates to calculate a quote