Holiday Homes in Lesser Antilles

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Lesser Antilles holiday homes

Basic Studio | Beach/ocean view
Romantic Retreat 43B

Holiday Home in Dickenson Bay

Romantic Retreat 43B
3.0 star property
10.0 out of 10, Exceptional, (4)
"Safe comfortable picturesque on fantastic beach. "
United States
Lauralee
Romantic Retreat 43B
Fridge, microwave, oven, stovetop
Zeus townhouse,

Holiday Home in St. John's

Zeus townhouse,
9.4 out of 10, Exceptional, (26)
"This is a beautiful property located atop a hill overlooking the water and countryside. The host is very nice and helpful. The property is very clean, and I would definitely recommend it to other travelers and would use it for a future stay."
United States
Nicholas
The price is NZ$192
includes taxes & fees
24 Dec - 25 Dec
Zeus townhouse,
Terrace/patio
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix

Holiday Home in Christiansted

Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
8.8 out of 10, Excellent, (8)
"Nice quiet place to stay in a great walking neighborhood. Nice central location."
United States
Anthony B.
The price is NZ$343
includes taxes & fees
4 Jan - 5 Jan 2026
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
Outdoor dining
RELAX-INN: 2bedroom apartment n JEEP RENTAL

Holiday Home in St.John's

RELAX-INN: 2bedroom apartment n JEEP RENTAL
8.8 out of 10, Excellent, (5)
"The property is very nicely kept, very clean and comfortable in the quite location."
Canada
Marek
The price is NZ$224
includes taxes & fees
7 Jan - 8 Jan 2026
RELAX-INN: 2bedroom apartment n JEEP RENTAL
Interior
Casa M - Downtown Caribbean Home

Holiday Home in Isabel II

Casa M - Downtown Caribbean Home
2.0 star property
9.6 out of 10, Exceptional, (4)
"We enjoyed our stay in Vieques and Casa M is in a great location. The host was easy to work with and very helpful."
United States
Cliff D.
The price is NZ$557
includes taxes & fees
7 Jan - 8 Jan 2026
Casa M - Downtown Caribbean Home
Exterior detail
Cook's Estate

Holiday Home in St. John's

Cook's Estate
3.0 star property
The price is NZ$243
includes taxes & fees
4 Jan - 5 Jan 2026
Cook's Estate
Interior
The Cottage at Villa Indigo

Holiday Home in St. Thomas

The Cottage at Villa Indigo
3.0 star property
8.8 out of 10, Excellent, (15)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is NZ$765
includes taxes & fees
15 Jan - 16 Jan 2026
The Cottage at Villa Indigo
Terrace/patio
SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1

Holiday Home in Culebra

SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1
9.0 out of 10, Wonderful, (64)
"Views were amazing and the pricing was not bad"
United States
Rushi P.
The price is NZ$838
includes taxes & fees
14 Jan - 15 Jan 2026
SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1
Property grounds
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.

Holiday Home in Tortola

Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
2.0 star property
10.0 out of 10, Exceptional, (4)
"The property is VERY nice. Spacious rooms, beautiful view of the Caribbean. The host is wonderful. Very friendly and helpful. The only thing that was a surprise was the very steep and narrow driveway to get down to the property. That, and the rooster that crowed at VERY early hours of the morning! Make sure to close the windows at night, to keep the noise down!!"
United States
Joe N.
The price is NZ$530
includes taxes & fees
19 Jan - 20 Jan 2026
Family Friendly, centrally located - modern & spacious 2 bed 2 bath retreat.
Property grounds
Sol Springs Villa

Holiday Home in Osbourn

Sol Springs Villa
2.0 star property
Sol Springs Villa
Exterior
SPECTACULAR Ensenada View @ Villa Ilusion Villa 2 - Punta Aloe #1

Holiday Home in Playa Sardinas II

SPECTACULAR Ensenada View @ Villa Ilusion Villa 2 - Punta Aloe #1
9.0 out of 10, Wonderful, (28)
"everything was great"
United States
Richard
The price is NZ$548
includes taxes & fees
22 Jan - 23 Jan 2026
SPECTACULAR Ensenada View @ Villa Ilusion Villa 2 - Punta Aloe #1
Terrace/patio
Sophisticated Beach Condo-Ocean View-Sapphire

Holiday Home in Smith Bay

Sophisticated Beach Condo-Ocean View-Sapphire
9.0 out of 10, Wonderful, (32)
"Me and my gf’s loved staying here! Best part was having close beach access! "
United States
Maria
The price is NZ$544
includes taxes & fees
11 Jan - 12 Jan 2026
Sophisticated Beach Condo-Ocean View-Sapphire
Property grounds
Cozy one bedroom studio

Holiday Home in Sea Rocks

Cozy one bedroom studio
9.8 out of 10, Exceptional, (6)
"Hostess and host with the most! Amazing property, Indira and George couldn’t have been more accommodating! "
United States
Tracy
The price is NZ$336
includes taxes & fees
29 Dec - 30 Dec
Cozy one bedroom studio
1 bedroom, iron/ironing board, WiFi, bed sheets
Lovely room in a nice villa with a big garden, close to Friars bay beach

Holiday Home in Saint-martin

Lovely room in a nice villa with a big garden, close to Friars bay beach
9.0 out of 10, Wonderful, (9)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
The price is NZ$168
includes taxes & fees
24 Dec - 25 Dec
Lovely room in a nice villa with a big garden, close to Friars bay beach
Sun-loungers, beach towels
Spacious Home with Beach Gear and Outdoor Space

Holiday Home in Esperanza

Spacious Home with Beach Gear and Outdoor Space
10.0 out of 10, Exceptional, (20)
"Great visit and want to go back"
United States
ANTHONY H.
The price is NZ$509
includes taxes & fees
11 Jan - 12 Jan 2026
Spacious Home with Beach Gear and Outdoor Space
Beach
La Iguana Morada: A/C, WiFi, BioBay, walk to Ferry

Holiday Home in Isabel II

La Iguana Morada: A/C, WiFi, BioBay, walk to Ferry
2.0 star property
The price is NZ$466
includes taxes & fees
12 Jan - 13 Jan 2026
La Iguana Morada: A/C, WiFi, BioBay, walk to Ferry
Interior
Top of the Hill Blue Sunshine

Holiday Home in Parham Town

Top of the Hill Blue Sunshine
10.0 out of 10, Exceptional, (11)
"What an awesome view we loved this place and it’s the only place I will stay the host was awesome !"
United States
john
The price is NZ$585
includes taxes & fees
24 Dec - 25 Dec
Top of the Hill Blue Sunshine
Property grounds
Purple Sunset - Walk to Malecon & Beaches

Holiday Home in Esperanza

Purple Sunset - Walk to Malecon & Beaches
2.0 star property
10.0 out of 10, Exceptional, (11)
"Very large house and guest house. We loved our stay!!"
United States
Michelle J.
The price is NZ$891
includes taxes & fees
21 Jan - 22 Jan 2026
Purple Sunset - Walk to Malecon & Beaches
Dining
Sea view apartment with endless breeze, lush garden...nature and animals lovers

Holiday Home in Saint Paul

Sea view apartment with endless breeze, lush garden...nature and animals lovers
The price is NZ$350
includes taxes & fees
27 Dec - 28 Dec
Sea view apartment with endless breeze, lush garden...nature and animals lovers
Beach
Club Caribbean Luxury Townhouse 7 mins to beach

Holiday Home in Crosbies

Club Caribbean Luxury Townhouse 7 mins to beach
9.8 out of 10, Exceptional, (8)
"It's a great property and the host is fantastic! We really enjoyed our stay and being here instead of a crazy resort was the highlight of our trip!"
United States
J C.
The price is NZ$567
includes taxes & fees
13 Jan - 14 Jan 2026
Club Caribbean Luxury Townhouse 7 mins to beach
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Lesser Antilles Hotel Reviews

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

10/10 Excellent
"Excellent "
Yurayki Torres 3-night trip
Posted 3 days ago
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Find out more about Lesser Antilles

Lesser Antilles Holiday Homes information

Number of reviews
245
Accommodation
244 Holiday Homes
Lowest Price
NZ$168
Highest Price
NZ$891