Set Dates & Guests

Know Before You Go...
Great Expectations has amazing views of Chocolate Hole and Hart Bay, but the sunrises and sunsets are the home’s main attraction. Everything you need in an island vacation is right here, including an on-site tennis court and three pools. Four of the bedrooms can be connected for families, and there’s tons of amenities for infants and children. Best of all, the beaches are just a short drive away!
Shawna , 214-350-6220 x9102
Fun for families!
Great Expectations is a warm, vibrant villa with a spacious floor plan and tropical views. Terra cotta tiles and original local stone combine with endless amenities, like property-wide WiFi, to create the perfect family vacation villa.
All three pools benefit from a chemical-free filtering system and lots of sunshine. There’s also an 18” deep wading pool for kids and two hot tubs with LED lights, a waterfall, and UV filtration. Open-air canopies provide shade to nearby loungers and seating. The stainless steel BBQ grill and several oversized hammocks make it easy to stay outside all day and all night. Activities and fun are within reach thanks to a regulation doubles tennis court with a basketball hoop and a fenced-in play area. Basketballs, tennis racquets, and tennis balls are all provided. Chocolate Hole and Hart Bay are only a 5-minute walk or drive from Great Expectations, and both offer great snorkeling spots. The villa has beach toys, coolers, towels, mats, chairs, and baby beach cabanas to take down to the sand. Great Expectations has many “green” features such as solar panels, a Tesla Powerwall battery bank, and a large water cistern.
Antique, Danish country armoires and local artwork decorate Great Expectation’s warm interior. A 65” LED TV with complimentary Netflix and SlingTV is mounted into the wall between the kitchen and living room, and cushioned seating provides plenty of room to enjoy movies. There’s also a large selection of books, games, puzzles, CDs, and DVDs. The kitchen is equipped with stainless steel appliances, a sub-zero fridge, and an ultraviolet three-stage water filtering system. It’s smaller appliances include a coffeemaker, toaster oven, blender, and waffle maker. Families will appreciate the highchairs, booster seats, children’s books, and art supplies. Guests can enjoy meals around the dining table or the kitchen’s breakfast bar.
Great Expectations was specifically designed for couples vacationing together and multi-generational families with young children. The villa has four master suites all on the same level, so everyone has the same size, views, and amenities. Each of these suites offer an ensuite bathroom, air-conditioning, a walk-in closet, a private patio, and extra long twin beds that can be converted into a California King. Each master suite connects to one other master suite, which is ideal for families. The fifth main house suite has a trundle bed with two twins, an ensuite bathroom, air-conditioning, and a DVD player. The guest house offers more space for teenagers, in-laws, or grandparents. It has two queen suites with futons, a living room, a sun room with a daybed, and a private bathroom. Great Expectations also offers foldaway beds and porta-cribs that can be placed in any bedroom.
Great Expectations is within a short drive from several restaurants, activities, and sights. St. John is home to golf, spas, shops, water sports, restaurants, and a national park. There’s something for every traveler at Great Expectations.
Dates | People | Nightly |
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Apr 30, 2022 to Jul 1, 2022 7 Night Minimum | 1-6 people | $1,143 USD |
7-8 people | $1,286 USD | |
9-10 people | $1,429 USD | |
11-12 people | $1,571 USD | |
13-14 people | $1,714 USD | |
15-16 people | $2,043 USD | |
Jul 2, 2022 to Jul 8, 2022 7 Night Minimum | 1-16 people | $2,243 USD |
Jul 9, 2022 to Nov 18, 2022 7 Night Minimum | 1-6 people | $1,143 USD |
7-8 people | $1,286 USD | |
9-10 people | $1,429 USD | |
11-12 people | $1,571 USD | |
13-14 people | $1,714 USD | |
15-16 people | $2,043 USD | |
Nov 19, 2022 to Nov 25, 2022 7 Night Minimum | 1-16 people | $2,243 USD |
Nov 26, 2022 to Dec 22, 2022 7 Night Minimum | 1-6 people | $1,143 USD |
7-8 people | $1,286 USD | |
9-10 people | $1,429 USD | |
11-12 people | $1,571 USD | |
13-14 people | $1,714 USD | |
15-16 people | $2,043 USD | |
Dec 23, 2022 to Dec 29, 2022 7 Night Minimum | 1-16 people | $3,357 USD |
Dec 30, 2022 to Jan 6, 2023 7 Night Minimum | 1-16 people | $3,357 USD |
Jan 7, 2023 to Feb 17, 2023 7 Night Minimum | 1-6 people | $1,643 USD |
7-8 people | $1,786 USD | |
9-10 people | $1,929 USD | |
11-12 people | $2,071 USD | |
13-14 people | $2,214 USD | |
15-16 people | $2,543 USD | |
Feb 18, 2023 to Feb 24, 2023 7 Night Minimum | 1-16 people | $2,786 USD |
Feb 25, 2023 to Apr 29, 2023 7 Night Minimum | 1-6 people | $1,643 USD |
7-8 people | $1,786 USD | |
9-10 people | $1,929 USD | |
11-12 people | $2,071 USD | |
13-14 people | $2,214 USD | |
15-16 people | $2,543 USD | |
Apr 30, 2023 to Jun 30, 2023 7 Night Minimum | 1-6 people | $1,186 USD |
7-8 people | $1,329 USD | |
9-10 people | $1,471 USD | |
11-12 people | $1,614 USD | |
13-14 people | $1,757 USD | |
15-16 people | $2,086 USD | |
Jul 1, 2023 to Jul 7, 2023 7 Night Minimum | 1-16 people | $2,243 USD |
Jul 8, 2023 to Nov 17, 2023 7 Night Minimum | 1-6 people | $1,186 USD |
7-8 people | $1,329 USD | |
9-10 people | $1,471 USD | |
11-12 people | $1,614 USD | |
13-14 people | $1,757 USD | |
15-16 people | $2,086 USD | |
Nov 18, 2023 to Nov 24, 2023 7 Night Minimum | 1-16 people | $2,243 USD |
Nov 25, 2023 to Dec 22, 2023 7 Night Minimum | 1-6 people | $1,186 USD |
7-8 people | $1,329 USD | |
9-10 people | $1,471 USD | |
11-12 people | $1,614 USD | |
13-14 people | $1,757 USD | |
15-16 people | $2,086 USD |
Notes on Rates:
- All rental rates are based on two persons per bedroom.
- This property charges rates in US Dollars (USD).
- Rates do not include: tax of 12.5%, island charges of $500.
- Rates are subject to change.
- Holiday bookings may require longer stays or whole house rate.
Choosing the right villa is just the first step in creating the perfect vacation experience. We help you plan every element of your villa vacation, from rental cars to spa treatments, completely personalized to you.
- grocery provisioning
- car rental
- spa services
- chef/cook services
- butler service
- restaurant reservations
- activities and sightseeing
- ferry/airport transfers
- laundry service
- Bedroom 1 - Francis
- 1 King or 2 Twins, Air Conditioning, Ceiling Fan, Private terrace, Safe, Walk-in Closet, Ocean View, Exterior Access Only
- Ensuite Full Bath with Shower, Two Sinks, Open Air Bathroom
- Bedroom 2 - Maho
- 1 King or 2 Twins, Air Conditioning, Ceiling Fan, Private terrace, Safe, Walk-in Closet, Ocean View, Exterior Access Only
- Ensuite Full Bath with Shower, Two Sinks, Open Air Bathroom
- Jumbie Room
- 1 Twin, 1 Trundle, Air Conditioning
- Bedroom 5 - Denis: Lower Level
- 1 King or 2 Twins, 1 Daybed, Air Conditioning, Ceiling Fan, TV, Safe, Exterior Access Only
- Ensuite Full Bath with Shower
- Bedroom 6- Hawksnest: Lower Level
- 1 Queen, Air Conditioning, Ceiling Fan, TV, Cable/Satellite, Private terrace, Safe, DVD Player, Exterior Access Only
- Ensuite Full Bath with Shower, Two Sinks
- Bedroom 7 - Honeymoon: Upper Level
Available upon request
- 1 Queen, Air Conditioning, TV, Cable/Satellite, Private terrace, Safe, Ocean View, Exterior Access Only
- Ensuite Full Bath with Shower, Two Sinks, Open Air Bathroom
- Futon: There are 3 futons available in the guest house. There are 2 futons in Hawksnest and 1 in Honeymoon Room.
- 3 Daybeds, Air Conditioning
- Bedroom 3 - Cinnamon
- 1 King or 2 Twins, Air Conditioning, Ceiling Fan, Private terrace, Safe, Walk-in Closet, Ocean View, Exterior Access Only
- Ensuite Full Bath with Shower, Two Sinks, Open Air Bathroom
- Bedroom 4 - Trunk
- 1 King or 2 Twins, Air Conditioning, Ceiling Fan, Private terrace, Safe, Walk-in Closet, Ocean View, Exterior Access Only
- Ensuite Full Bath with Shower, Two Sinks, Open Air Bathroom
Beds & Baths
Sunrise
Guest House
Sunset
Staff
- 1 Housekeeper: Weekly
- 1 Gardener
- 1 Concierge
Features
- Answering Machine
- Apple TV
- BBQ Outside (Gas)
- Beach Chairs
- Beach Towels
- Beach Umbrellas
- Blender
- Board Games
- Book Library
- Cable TV
- CD Library
- CD Player
- Ceiling Fans
- Coffee Maker - Drip style
- Cooler
- Dishwasher
- DVD Player
- Equal Bedrooms
- Family
- Fax
- Fridge
- Gated Community
- Guest House
- Hair Dryers
- Hammock
- Hot Tub
- Ice maker
- Internet Access/WiFi
- Iron/Ironing Board
- Microwave
- On-Site Gym Equipment
- Oven/Stove
- Pool at Villa
- Safe
- Short Walk to Beach
- Stereo System
- Sunrise View
- Sunset View
- Telephone
- Television
- Tennis On-site
- Toaster
- Video Library
- Washer/Dryer
Pool | 20 x 20 x 2' - 5' deep |
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Air Conditioning | A/C in bedrooms |
Location | Chocolate Hole/Hart Bay |
Sq Ft. | 4,800 |
Beach | Hart Bay beach and Chocolate Hole are within walking distance from the villa, however walking is not advised. It's a very strenuous hike. The beaches are a couple minute drive from the villa. |
Transfers | Upon arrival on St John you will be greeted by a member of the villa management team and escorted to your rental car agency. |
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Notes | Dining room seats 8 |
Included | Tennis rackets and basketball for tennis/basketball court. |
Children | Welcome |
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