Caribbean Family Vacation Rentals in St. John
We have a lot of guests plan Caribbean family vacations on St John each year and not all of our homes are well suited for families with young children. With this in mind we have created this section listing the best Caribbean Villas for families. This list includes homes that have at least 2 bedrooms which have interior access or which are attached. Please keep in mind none of our homes are “child proof” but the homes we mention below have worked well for guests in the past. For further information on any of these properties and the villa layouts, please contact our villa representatives as they have been to all of our properties and know these homes well.
Be sure to explore our St. John guide for fun family acitvities and attractions to enjoy during your stay and our resources for babysitting and equipment rentals. We hope to have you stay with us in one of our beautiful rental properties during your St. John fmily vacation!
~Caribbean Villas Management Team
Browse Family Friendly Caribbean Vacation Rentals
- Ocean Pearl – Great Cruz Bay (hillside)
Bedrooms: 2
Bathrooms: 2.50
Pool: Yes
Hot Tub: No
A/C: Yes, bedrooms only
Cute, comfortable and affordable in a good neighborhood – harbor views – very convenient to town & to the Westin.
- Aqua Gem - Great Cruz Bay (hillside)
Bedrooms: 2
Bathrooms: 2.50
Pool: Yes
Hot Tub: No
A/C: Yes, bedrooms only
Cute and comfortable home in Great Cruz Bay Harbor - Good value - 5 minute drive to the shops, restaurants and grocery stores in Cruz Bay.
- Bayhouse – Coral Bay (western hillside)
Bedrooms: 2
Bathrooms: 2.50
Pool: Yes
Hot Tub: No
A/C: Yes, bedrooms only
A peaceful and convenient spot with classic St John views overlooking Coral Bay Harbor. This 2-level home is perfect for families with young children.
- La Bella Villa – Coral Bay (northern hillside)
Bedrooms: 2
Bathrooms: 2
Pool: Yes
Hot Tub: No
A/C: Yes, Bedrooms only
A very attractive, one level villa built of native stone and concrete. Located on a hill overlooking the scenic and tranquil harbor of Coral Bay.
- Bombalassy – Great Cruz Bay (harbor)
Bedrooms: 2
Bathrooms: 2.50
Pool: Yes
Hot Tub: No
A/C: Yes, bedrooms only
Terrific view of Great Cruz Bay – elegant, romantic & sunny - built in 2007 – only 1 neighbor - private and quiet – convenient.
- Pink Conch – Great Cruz Bay (harbor)
Bedrooms: 2
Bathrooms: 2.50
Pool: Yes
Hot Tub: No
A/C: Yes, bedrooms only
Terrific view of Great Cruz Bay – elegant, romantic & sunny - built in 2007 - only 1 neighbor – private, quiet, convenient.
- Bougainvillea Villa - Unit One - Cruz Bay
Bedrooms: 2
Bathrooms: 2
Pool: Yes - shared
Hot Tub: No
A/C: Yes, Central
Bougainvillea-Unit One is a 2-bedroom, 2-bath luxury condominium built in 2016, with central a/c, pool and sundeck, beautiful water and sunset views, 2 decks, BBQ grill, on site parking and an easy 4-minute walk into Cruz Bay.
- Bougainvillea Villa - Unit Two - Cruz Bay
Bedrooms: 2
Bathrooms: 2
Pool: Yes - shared
Hot Tub: No
A/C: Yes, Central
Bougainvillea-Unit Two is a 2-bedrm/2-bath luxury condominium built in 2016, with central a/c, pool and sundeck, beautiful water and sunset views, 2 decks, BBQ grill, on site parking and an easy 4-minute walk into Cruz Bay.
- Villa Venturoso - Upper Condo - Cruz Bay (hillside)
Bedrooms: 2
Bathrooms: 2
Pool: Yes - shared
Hot Tub: No
A/C: Yes, all rooms
Villa Venturoso is located in Cruz Bay, where it sits high on the green wooded hill that stands directly behind the town. . The Upper condo at Villa Venturoso is the top floor of a 2-level villa where each level contains a spacious 2-bedroom, 2-bath condo.
- Villa Venturoso - Lower Condo - Cruz Bay (hillside)
Bedrooms: 2
Bathrooms: 2
Pool: Yes - shared
Hot Tub: No
A/C: Yes, Bedrooms only
The Lower condo at Villa Venturoso is located in Cruz Bay, where it sits high on the green wooded hill that is located directly behind the town. The Lower condo at Villa Venturoso is the lower floor of a 2-level villa where each level contains a spacious 2-bedroom, 2-bath condo.
- Exotic View - Cruz Bay (hillside)
Bedrooms: 2
Bathrooms: 2.50
Pool: Yes
Hot Tub: No
A/C: Yes, Bedrooms only
A stunning 2 bedroom 2.5 bath villa with private pool located hillside in Cruz Bay. Gorgeous views and breathtaking sunsets. Perfect for families & couples.
- Surfside – Reef Bay
Bedrooms: 3
Bathrooms: 3
Pool: Yes
Hot Tub: Yes
A/C: Yes, bedrooms only
Walk to a national park beach from this quiet & unspoiled location – 3-level floor plan provides privacy for couples, families.
- Cinnamon Day Dreams - Cinnamon Bay
Bedrooms: 3
Bathrooms: 2.50
Pool: Yes
Hot Tub: Yes
A/C: No
Cinnamon Day Dreams is a spacious 2-level 'villa with a magnificent view' located on St. John's exclusive North Shore. Most of the living areas are on the main level.
- La Collina – Great Cruz Bay (hillside)
Bedrooms: 4
Bathrooms: 4
Pool: Yes
Hot Tub: No
A/C: Yes, bedrooms only
Picturesque views of Great Cruz Bay & sunsets – faces south with all day sun-a semi private, quiet & convenient location.
- Rainbow Beach House – Coral Bay (beachfront)
Bedrooms: 4
Bathrooms: 4
Pool: Yes
Hot Tub: Yes
A/C: Yes, 4 bedrooms only
A casual beach house located on the water on Johnson Bay. Designed for families and couples looking for a relaxing atmosphere in Coral Bay.
- Le Lapin II – Hart Bay
Bedrooms: 4
Bathrooms: 4
Pool: Yes
Hot Tub: No
A/C: Yes, bedrooms only
Wonderful down island views include sunrises & sunsets – very private, quiet & peaceful – ideal for families or 2-4 couples.
- Jazz Villa – Chocolate Hole (hillside)
Bedrooms: 4
Bathrooms: 4
Pool: Yes
Hot Tub: No
A/C: Yes, bedrooms only
Private and quiet with a big pool and a spacious, comfortable floor plan - great for 2-4 couples or families, convenient location.
- Anole - Cinnamon Bay
Bedrooms: 4
Bathrooms: 4.50
Pool: Yes
Hot Tub: No
A/C: No A/C
A private and peaceful villa with breathtaking views of Cinnamon Bay. One of the more affordable homes in the Estate Catherineburg area.
- Ciellodonna – Chocolate Hole Harbor
Bedrooms: 4
Bathrooms: 4.50
Pool: Yes
Hot Tub: No
A/C: Yes, Bedrooms Only
A very comfortable waterfront villa with fabulous harbor views from every room - great for families – private & convenient.
- Heaven's Gate - Hurricane Hole
Bedrooms: 4
Bathrooms: 4
Pool: Yes
Hot Tub: No
A/C: Yes, bedrooms only
A very attractive, Mediterranean style two level home that is a modern classic. This unique and beautiful villa offers outstanding view overlooking Hurricane Hole and the southeastern coast of St. John.
- Tennis Villa – Great Cruz Bay (harbor)
Bedrooms: 4
Bathrooms: 4
Pool: Yes
Hot Tub: No
A/C: Yes, bedrooms only
One of 3 private tennis courts on St John – roomy & comfortable villa – very convenient to town & the Westin Resort.
- Rapture – Virgin Grand Estates
Bedrooms: 4
Bathrooms: 4.50
Pool: Yes
Hot Tub: Yes
A/C: Yes, 4 bedrooms, Greatroom A/C on timer 11am-11pm
An upscale private villa located in the desirable Virgin Grand Estates neighborhood. Gated community, The villa has panoramic views facing west with amazing sunsets. Perfect home for families and couples.
- On a Clear Day ... – Francis Bay
Bedrooms: 4
Bathrooms: 4.50
Pool: Yes
Hot Tub: No
A/C: Yes, bedrooms only
This new villa (construction completed 2012) is perched 170 feet above sea level and offers the best of all worlds spanning the peacefulness and privacy of the National Park’s surroundings to a “to die for” view of Francis Bay to easy beach access.
- Solare – Great Cruz Bay (harbor)
Bedrooms: 4
Bathrooms: 5
Pool: Yes
Hot Tub: No
A/C: Yes, main house and bedrooms
A newly remodeled 5 bedroom vacation villa located in Great Cruz Bay featuring finely crafted stonework, island art and tropical decor.
- Villa Venturoso - Complex - Cruz Bay (hillside)
Bedrooms: 4
Bathrooms: 4
Pool: Yes
Hot Tub: No
A/C: Yes, Bedrooms only
Villa Venturoso is located in Cruz Bay, where it sits high on the green wooded hill that sits directly behind the town. It is about a 1/2 mile walk from the center of town. Villa Venturoso is a 2-level villa and each level contains a spacious 2-bedroom, 2-bath condo which can be rented separately, or the entire villa can be rented as a 4-bedroom, 4-bath home that sleeps up to 12 (there is a queen sofa bed in the living room of each condo).