Lesser Antilles Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4
In one month
May 16 - May 18
In two months
Jun 13 - Jun 15

Browse Select Lesser Antilles Vacation Homes

New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool
Outdoor pool

New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool

2.0 star property
9.8 out of 10, Exceptional, (12)
"Flight delays meant not much time onsite. They did let us have a late check out so that we could work."
New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool
Guavaberry Hill - Amazing sunset views by National Park
2 bedrooms, internet, bed sheets

Guavaberry Hill - Amazing sunset views by National Park

9.6 out of 10, Exceptional, (52)
"Jackie and her staff were amazing. Michele met us at the dock, took us to the property, and gave us some insightful information about grabbing groceries, must do activities, and how to get around while on the island.They also kept us informed about the times of potential power outages so that we could plan ahead.Our favorite thing about the property is the spacious patio. We enjoyed our time eating breakfast and late dinners on the patio. The view is incredible. As stated in the listing, this...
Guavaberry Hill - Amazing sunset views by National Park
La Bella Villa (2BR/2BA) Great views, spectacular pool, magical villa!
Outdoor pool

La Bella Villa (2BR/2BA) Great views, spectacular pool, magical villa!

10.0 out of 10, Exceptional, (75)
"This is a quintessential St John home with lovely stonework, beautiful teak trim and screen doors for the cross breeze and a great pool area. It would be perfect for a small family - there are two bedrooms, the primary en-suite and a second with separate bathroom (and an outdoor shower, which is fabulous). The pool area has very accommodating and comfortable seating both in sun and shade and a table for meals. There is a second table on the covered porch facing Coral Bay. Unfortunately the...
La Bella Villa (2BR/2BA) Great views, spectacular pool, magical villa!
On A Whim - 2 BR/3BA Cozy Island House with Infinity Pool and View of Coral Bay!
Outdoor pool

On A Whim - 2 BR/3BA Cozy Island House with Infinity Pool and View of Coral Bay!

10.0 out of 10, Exceptional, (15)
"Nice, updated, clean house with great views on a more secluded and quiet part of the island. Sitting on the covered outdoor patio with its views and natural breeze was delightful, so much so that we ate every meal out there. The pool was also a great place to relax (views again), especially after a beach/boating day. An updated kitchen was very helpful as well. Everything worked in the house. Overall, a very relaxing place to stay on St. John’s "
On A Whim - 2 BR/3BA Cozy Island House with Infinity Pool and View of Coral Bay!
Blue Agave Villa- Generator, Dazzling Sunsets, Ocean Views, Pool, Video
Terrace/patio

Blue Agave Villa- Generator, Dazzling Sunsets, Ocean Views, Pool, Video

10.0 out of 10, Exceptional, (170)
"Great property and Jackie (property manager) was a gracious host with very good communication. Would definitely return here!!"
Blue Agave Villa- Generator, Dazzling Sunsets, Ocean Views, Pool, Video
Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches
5 bedrooms, WiFi, bed sheets

Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches

9.6 out of 10, Exceptional, (14)
"We were blown away by the view from the house the minute we walked in! The rental company was very accommodating and we were able to check in early. The house was clean and we loved the different spaces for our group. We had 3 families and everyone was able to have their own space. Pool was great! Close to beaches and downtown. Some of our group had seen the listing with a hot tub which was no longer there. Otherwise, everything was as we expected. "
Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches
Sophisticated Beach Condo-Ocean View-Sapphire
1 bedroom, free WiFi

Sophisticated Beach Condo-Ocean View-Sapphire

9.2 out of 10, Wonderful, (27)
"Me and my gf’s loved staying here! Best part was having close beach access! "
The price is CA $180
CA $371 total
includes taxes & fees
Apr 23 - Apr 24
Sophisticated Beach Condo-Ocean View-Sapphire
St. John USVI, Modern Villa, Oceanview, King Suite
Exterior

St. John USVI, Modern Villa, Oceanview, King Suite

10.0 out of 10, Exceptional, (3)
"Lera, the owener, is thoughtful, kind and generaous. She gave us detailed direction and instructions on use of applicance ahead of time. As soon as we entered the villa, a welcome gift box was waiting for us (rum, bottled water, coffe, tea, and snacks). Beach chairs and cooler are available too. Edward, the property manager, is also helpful. He responded to our questions and request quickly. We encountered power outage due to thunderstorm a couple of times during our stay. Both Lera and Edward...
St. John USVI, Modern Villa, Oceanview, King Suite
Justin's Island Escape-3 Bdrm- Lush Northside
Private kitchen

Justin's Island Escape-3 Bdrm- Lush Northside

Justin's Island Escape-3 Bdrm- Lush Northside
Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End
Outdoor pool

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End

9.6 out of 10, Exceptional, (102)
"Loved the location The pool and the deck offered great views of long bay. Snorkling was great. House could of been a little cleaner,floors needed a good cleaning. No broom to sweep floor or deck. Beds were not that comfortable maybe time for new mattresses. Overall the house was great but it could have used some minor cosmetic repairs around pool area. The two mini Refrigerators were large enough to hold all our food and frozen items. If you're looking for remote location and great views this...
Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End
Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook
Outdoor pool, a heated pool

Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook

10.0 out of 10, Exceptional, (139)
"This property is STUNNING. It truly made our multi-generational family trip to St. Thomas so special. The layout of the house and incredible infinity pool overlooking the water were perfection. The pool was perfect for all ages- even the little kids were contained and had a blast! Brent helped us with an easy check-in and check-out and everything at the house is beautifully curated and well thought out. We can’t wait to go back!"
Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook
Sol La Vie 2 BR/2 BA CORAL BAY PANORAMIC VIEWS OF THE BVIs & CARIBBEAN SEA & AC!
Outdoor pool

Sol La Vie 2 BR/2 BA CORAL BAY PANORAMIC VIEWS OF THE BVIs & CARIBBEAN SEA & AC!

9.8 out of 10, Exceptional, (97)
"Excellent in all respects"
Sol La Vie 2 BR/2 BA CORAL BAY PANORAMIC VIEWS OF THE BVIs & CARIBBEAN SEA & AC!
Stunning In-town Estate Cruz Bay Villa! Walk to Downtown. Private Pool. Views. Back up Power. All Bedrooms en Suites with King Beds.
Pool

Stunning In-town Estate Cruz Bay Villa! Walk to Downtown. Private Pool. Views. Back up Power. All Bedrooms en Suites with King Beds.

9.8 out of 10, Exceptional, (70)
"We have stayed at the property multiple times and will continue to rent when vacationing in St. John"
Stunning In-town Estate Cruz Bay Villa! Walk to Downtown. Private Pool. Views. Back up Power. All Bedrooms en Suites with King Beds.
On the beach, a private pool, a house all to yourself.
Property grounds

On the beach, a private pool, a house all to yourself.

9.8 out of 10, Exceptional, (184)
"Everything about this property was wonderful! Just the right amount of space, clean, and had everything we needed. Beach walks, snorkeling on the beach, horses everywhere, and the perfect jumping off point for Vieques adventures! We hope to be back!"
On the beach, a private pool, a house all to yourself.
“Casa Isabel II” great location guesthouse
Smart TV

“Casa Isabel II” great location guesthouse

9.8 out of 10, Exceptional, (51)
"Amazing location. Great communication! "
“Casa Isabel II” great location guesthouse
Pearl Guest House - Waterfront Paradise!
Property grounds

Pearl Guest House - Waterfront Paradise!

10.0 out of 10, Exceptional, (92)
"The house and location were beautiful. Easy access to the town of Cruz Bay for groceries... Very comfortable and relaxing space. Very private. Very quiet. Good kitchen, well appointed. Excellent hosts, who helped us with any needs."
Pearl Guest House - Waterfront Paradise!
Convenient, clean, private, spacious and ready for your large group or family!
Outdoor pool

Convenient, clean, private, spacious and ready for your large group or family!

9.8 out of 10, Exceptional, (52)
"Perfect Stay in Paradise!Whispering Palms was everything we hoped for and more! From the moment we arrived, we were blown away by the stunning views of Buck Island and the sparkling turquoise waters of the Caribbean. The house was impeccably clean, spacious, and thoughtfully stocked with everything we needed for a comfortable stay.Our family had plenty of space to spread out, whether lounging on the double balconies, splashing in the beautiful pool, or enjoying meals together at the outdoor...
Convenient, clean, private, spacious and ready for your large group or family!
Panoramic Ocean Views and Tropical Breezes
Exterior

Panoramic Ocean Views and Tropical Breezes

10.0 out of 10, Exceptional, (52)
"We had a great stay at Colina de Brisas. The house is very large and well equipped. The ceiling fans keep the main areas cool, and the air conditioners in each room keep them comfortable at night. The balcony offers great views of Isabelle II and the port. The driveway is very steep, so older people will need a vehicle to enter and leave the property. Overall, a nice place to stay on Vieques."
Panoramic Ocean Views and Tropical Breezes
Casa Mariposa - Hilltop home with Pool and Rooftop
Terrace/patio

Casa Mariposa - Hilltop home with Pool and Rooftop

2.0 star property
The price is CA $533
CA $889 total
includes taxes & fees
Apr 21 - Apr 22
Casa Mariposa - Hilltop home with Pool and Rooftop
King’s Lighthouse: 3 BR Estate Historic & Walkable
Fridge, oven, stovetop, dishwasher

King’s Lighthouse: 3 BR Estate Historic & Walkable

8.8 out of 10, Excellent, (11)
"Cool historic architecture. We enjoyed our stay. "
The price is CA $323
CA $797 total
includes taxes & fees
May 12 - May 13
King’s Lighthouse: 3 BR Estate Historic & Walkable
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Lesser Antilles
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Lesser Antilles

Hilltop Villas at Bluebeard's Castle
Outdoor pool

Hilltop Villas at Bluebeard's Castle

3.0 star property
8.6 out of 10, Excellent, (1540)
"very much worth your money "
The price is CA $276
CA $338 total
includes taxes & fees
Apr 23 - Apr 24
Hilltop Villas at Bluebeard's Castle
Flamboyan on the Bay Resort and Villas
Outdoor pool, pool umbrellas, sun loungers

Flamboyan on the Bay Resort and Villas

3.5 star property
8.8 out of 10, Excellent, (595)
"It was nice"
The price is CA $145
CA $178 total
includes taxes & fees
Apr 23 - Apr 24
Flamboyan on the Bay Resort and Villas
Castle Villas at Bluebeard's
Exterior

Castle Villas at Bluebeard's

2.5 star property
8.4 out of 10, Very good, (1066)
"Property on hill and very expensive to get to attractions or shopping "
The price is CA $259
CA $318 total
includes taxes & fees
May 7 - May 8
Castle Villas at Bluebeard's
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.