St. John USVI Vacation Villa Rentals and Property Management

trunk bay on st john usvi

Carefree Getaways is located right here on Sunny St. John!

We provide that extra personalized care to our guests.

Our agents have been on-island for 20 years, and can give that personal, detailed information about each villa, call us and chat about your vacation!

For nearly two decades, we offer you a delightful variety of St John USVI vacation Villas, Private homes, Cottages and Condos on the most popular island in the US Virgin Islands, with vacation rentals suitable for every size, budget and occasion. You will find our St. John villa rentals are some of the most beautiful and varied in the USVI.

Browse our villas to find the your perfect St John Vacation Rental, or call us and we'll make recommendations to help you decide which one is best for your next memorable St. John vacation!

Jump to a St. John Villa:

Current St. John Villa Specials
st john villa rental in chocolate hole

French Cap

10% Discount on any open dates now until June 30! As low as $283.50 per night $1984.50 per week for 2pp - $378 for 4 pp $2646 per week!
St John villa Haiku and pool

Haiku

20% Discount Now until June 30! As low as $216 per night $1512 per week for 2pp - $260 per night $1820 per week for 4 pp - $308.57 per night $2160 per week for 6 pp!
st john villa rental

Inn Paradise

30% Discount Now until June 30! As low as $175 per night $1225 per week for 2 pp - $210 per night $1470 per week for 4pp - $252 per night $1760 per week for 6 pp - 302.40 per night $2116.80 per week for 8 pp!
infinity pool

L'Esprit de la Vie

Last Minute 10% Discount Now Until June 13! As low as $450 per night $3150 per week for 1 - 4 pp - $630 per night $4410 per week for 6 pp - $720 per night $5040 per week for 8 pp!
pool and large deck at this st john usvi villa

Leeward St. John

Last Minute 20% Discount Any Open Dates Now until Sept. 30! As low as $456 per night and $3192 per week for 1 - 4 guests! For 5 - 6 guests $560 per night and $3920 per week! For 7 - 8 guests $640 per night and $4480 for 7 - 8 guests!
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Longview

10% Discount 6/11 - 18 any open dates June 25 - July 31! As low as $297 per night/$2079 per week for 2 pp. As low as $337.36 per night/$2361.50 per week for 4 pp. (6 night min)
seating area upstairs deck of villa

Molly's Cottage

20% Discount Now Until June 30! As low as $136 per night $952 per week 2 pp - $198 per night $1386 per week for 4 pp - $243 per night $1701 per week 6 pp!
pool deck

Paradise Revisited

30% Discount Now until June 30! As low as $189 per night $1323 per week for 2 pp - $252 per night $1764 per week for 4 pp - $332.50 per night $2327.50 per week for 6 pp - $392 per night $2744 per week for 8 pp!
view from pool deck of st john rental villa

Petit Tre'sor

As low as $150 per night (min. 4 night stay) $1050 per week!
deck of house and view

Sea Cay

10% Discount! May 29 - June 22.
villa with large pool on st john

Soul Island

20% Discount Any Open Dates Now Until June 16! As low as $325.71 per night $2280 per week for 2 pp - $365.71 per night $2560 per week for 4 pp - $445.71 per night $3120 per week for 6 pp - $485.71 per night $3400 per week for 8 pp!
pool

Three Virgins View

New Introductory Rates!

St. John Villa Guest Services by Carefree

From your initial call or e-mail, host Cindy Ward will help you choose the St. John villa best suited to your needs.
To make your Caribbean vacation at our St. John villa rentals as Carefree as possible, we provide the following services:

  • Reserve a RENTAL CAR for you, right here on St. John
  • Reserve PRIVATE TAXI SERVICE to take you from the St. Thomas airport to the Ferry Dock in Red Hook.
  • Cindy or one of our friendly staff will GREET YOU AT THE ST. JOHN FERRY DOCK, take you to your rental car agency and lead you to your St. John villa.
  • WE ARE ON CALL DURING BUSINESS HOURS FOR ADVICE on where to dine, swim, snorkel, hike, rent kayaks, powerboats, windsurfers, etc.
  • REFER YOU TO: WEDDING COORDINATORS, CATERING SERVICES, DIVE COMPANIES, DAY SAILS AND CHARTER BOAT EXCURSIONS.

Carefree Getaways on St. John welcomes you to our lovely island of St. John in the United States Virgin Islands. Enjoy the Caribbean Tropics from a US Territory. St. John villa rentals are some of the most beautiful and varied in the Caribbean. Our St. John villas are located on an island which is two thirds National park and therefore pristine and uncrowned. All of our St. John villa rentals have sparkling sea views, most have A/C in the bedrooms, a pool and/or spa.

Carefree Getaways St. John Villa Rentals
All of our St. John villa rentals are privately owned and fully equipped for your vacation relaxation and pleasure. Each St. John villa provides linens, paper products, cookware, microwave and the usual kitchen appliances; ceiling fans, telephones with answering machines, irons and ironing boards, gas or charcoal grills, coolers, beach towels and chairs, cable TV, VCR or DVDs and CD stereo systems. With few exceptions, each St. John villa rental offers washer/dryers and dishwashers, as well. **Please note: Any gatherings larger than the number of guests confirmed and paying for their stay at our villas are subject to Carefree Getaways and the home owner's approval. Additional fees will apply if the gathering is approved. Please inquire for further details.

Real estate info from our associate, AMERICAN PARADISE REAL ESTATE