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:

Last Minute Vacation Specials
bongo bongo villa pool

Bongo Bongo

Last minute discount! Bongo Bongo 20% Discounted Dec. 14 - 19 $1942.85! (5 ni.)

Casa Coram Deo

20% off all available dates in December and January with a 7 night minimum!
st john villa rental in chocolate hole

French Cap

Christmas Week discounted 20% to $3360 as low as $336 per night!
st john villa rental

Inn Paradise

Virgin Islands Last Minute Deals 30% Discount. St John Villa Rental! 30% Discount until Dec. 18. As low as $189 per ni./$1323 per/wk. Christmas Week Still Open Dec. 18 - 25 $3500 1 - 4 pp, $4200 for 5 - 8 pp!
infinity pool

L'Esprit de la Vie

10% Last Minute Deal 12/13 - 20! As low as $450 per night (1-4pp rate) / $3150 per week. $540 for 6 pp / $630 for 8 pp.

Leeward St. John

10% Discount Dec. 17 - 23(6 nights - $3240) As low as $540 per night (1-4 pp)! Will accommodate up to 8 guests.
view from st john villa

Monkey No Climb

Monkey No Climb still open for your January Getaway!
Great sunset views!

Paradise Revisited

St John Virgin Islands Last Minute Island Vacation Deal! 20% Discount Dec. 17 - 21 (4 nights - $846). As low as $216 per night!

Soul Island

Virgin Islands Last Minute Travel Deals! 20% Discount now until Dec. 19. As low as $2280 per week / $325.71 per night!
st john rental villa

Villa Paulette

Villa Paulette still available for Christmas Week! Up to 12 guests!

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.

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 uncrowded. 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