Southwest Holiday Rentals

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Our top choices for Southwest holiday rentals

Windchime Estates

Windchime Estates
3.0 star property
Christiansted
9.0 out of 10, Wonderful, (28 reviews)
"The hospitality was amazing and the view from the rooms were breathtaking"
United States
Elijah
Windchime Estates

Green Cay - Walk to the Beach - King Bed - AC

Green Cay - Walk to the Beach - King Bed - AC
Gallows Bay
10.0 out of 10, Exceptional, (1 review)
"Everything was clean and comfortable. The beach that was walking distance was quite nice to hang out at. Our hosts were attentive and responsive. The area was quiet, scenic and a easy drive to restaurants and other beaches."
United States
Patricia F.
The price is AU$472
includes taxes & fees
31 Mar - 1 Apr
Green Cay - Walk to the Beach - King Bed - AC

Sugar Apple Bed & Breakfast

Sugar Apple Bed & Breakfast
3.5 star property
Christiansted Historic District
9.2 out of 10, Wonderful, (77 reviews)
"Clean room, nice bathroom, comfortable bed"
United States
DEBORAH
Sugar Apple Bed & Breakfast

Your Caribbean home away from home

Your Caribbean home away from home
Christiansted
9.2 out of 10, Wonderful, (20 reviews)
"great place in st. croix. Our host Russell made it very easy and accommodating"
United States
jeffrey b.
The price is AU$446
includes taxes & fees
26 Mar - 27 Mar
Your Caribbean home away from home

Historic Apt in Heart of Christiansted

Historic Apt in Heart of Christiansted
3.5 star property
Christiansted Historic District
9.4 out of 10, Exceptional, (18 reviews)
"Excellent location "
United States
Brian G
The price is AU$252
includes taxes & fees
25 Apr - 26 Apr
Historic Apt in Heart of Christiansted

Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted

Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted
Teagues Bay
9.6 out of 10, Exceptional, (5 reviews)
"The location was just perfect with a 9 hole golf course, Ollie’s a terrific quick breakfast/lunch place and Duggins one of the best restaurants on the island. The owners are very responsive and friendly. The views are magnificent. I wouldn’t stay anywhere else."
United States
Lou S.
The price is AU$842
includes taxes & fees
1 Apr - 2 Apr
Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted

Luxury Beachfront Condo with Pool and Hot Tub

Luxury Beachfront Condo with Pool and Hot Tub
Christiansted
9.2 out of 10, Wonderful, (30 reviews)
"The place is amazing! It was exactly as it described. We loved our stay!!"
United States
Renee M.
Luxury Beachfront Condo with Pool and Hot Tub

Large & Comfortable 1 Bed/Bath Guest Room on St. Croix

Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
Christiansted
8.8 out of 10, Excellent, (8 reviews)
"Nice quiet place to stay in a great walking neighborhood. Nice central location."
United States
Anthony B.
The price is AU$285
includes taxes & fees
26 Mar - 27 Mar
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix

HOLIDAY SPECIAL! Island Oasis-Luxury condo at Pelican Cove

HOLIDAY SPECIAL! Island Oasis-Luxury condo at Pelican Cove
Christiansted
10.0 out of 10, Exceptional, (144 reviews)
"We enjoyed our stay at Island Oasis, with an excellent location, a good apartment, and an amazing breakfast view from the balcony."
United States
Lucci S.
The price is AU$597
includes taxes & fees
16 Apr - 17 Apr
HOLIDAY SPECIAL! Island Oasis-Luxury condo at Pelican Cove

The Queen’s Quarters- King Suite - AC - Walkable

The Queen’s Quarters- King Suite - AC - Walkable
Christiansted Historic District
10.0 out of 10, Exceptional, (1 review)
"Adorable home right in town. Very clean and lovely decor. The outdoor shower was a huge hit, and we loved the sharing bar. The location is great / you can walk everywhere. "
United States
Cori C.
The price is AU$1,015
includes taxes & fees
28 Mar - 29 Mar
The Queen’s Quarters- King Suite - AC - Walkable

STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk

STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk
Christiansted
9.4 out of 10, Exceptional, (69 reviews)
"Owner was fabulous, attentive and friendly, great washer and dryer also "
United States
Frankie
The price is AU$235
includes taxes & fees
31 Mar - 1 Apr
STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk

Tranquil Buck Island Views - Steps from the Beach

Tranquil Buck Island Views - Steps from the Beach
Christiansted
10.0 out of 10, Exceptional, (1 review)
"It is a lovely home. The property is immaculate and it was very smooth no complaints. The home owner is a pleasant and kind man. I highly recommend a stay here. You will not be disappointed "
United States
Benjamin C.
The price is AU$908
includes taxes & fees
31 Mar - 1 Apr
Tranquil Buck Island Views - Steps from the Beach

Book Your spring and summer dates Now no passport required!!

Book Your spring and summer dates Now no passport required!!
Gallows Bay
10.0 out of 10, Exceptional, (25 reviews)
"We loved this VRBO! If we ever go back we would try to stay here again. Very cute and homey, AC worked great. Loved how close it was the boardwalk, and the view from the living room was amazing!"
United States
Janae A.
The price is AU$946
includes taxes & fees
16 Apr - 17 Apr
Book Your spring and summer dates Now no passport required!!

Private & Cozy 1 Bed/1 Bath Apartment

Private & Cozy 1 Bed/1 Bath Apartment
Christiansted
9.8 out of 10, Exceptional, (7 reviews)
"When I arrived the owner came out and showed me exactly where to go. The apartment was small but just what I needed. It was clean, smelled nice, and I appreciate the nice touch of having gentle music and scenery on the TV monitor. Great stay. A couple of unexpected, but friendly dogs were nearby, eager for a pat on the head. All good!"
United States
Sean D.
The price is AU$341
includes taxes & fees
26 Mar - 27 Mar
Private & Cozy 1 Bed/1 Bath Apartment

Sapala All - Exclusive Oceanfront Rustic Villa with Private Pool

Sapala All - Exclusive Oceanfront Rustic Villa with Private Pool
Grapetree
8.6 out of 10, Excellent, (9 reviews)
"Family had a great time, great views and "
United States
Myron K.
The price is AU$1,865
includes taxes & fees
28 Mar - 29 Mar
Sapala All - Exclusive Oceanfront Rustic Villa with Private Pool

Sunset Villas "Good Morning" Tiny Home Container

Sunset Villas "Good Morning" Tiny Home Container
Frederiksted Southeast
9.6 out of 10, Exceptional, (14 reviews)
"Charles is a great host, property is in a great location close to beach which is a plus!! Thank you for your exceptional hospitality will definitely book again!! "
United States
Amelia G.
The price is AU$275
includes taxes & fees
26 Mar - 27 Mar
Sunset Villas "Good Morning" Tiny Home Container

Caribbean View Your Way 1 Bedroom Condo by RedAwning

Caribbean View Your Way 1 Bedroom Condo by RedAwning
3.0 star property
Christiansted
The price is AU$882
includes taxes & fees
25 Apr - 26 Apr
Caribbean View Your Way 1 Bedroom Condo by RedAwning

Buck Island Views on North Shore: Windsors Rest

Buck Island Views on North Shore: Windsors Rest
Northcentral
9.6 out of 10, Exceptional, (10 reviews)
"beautiful location and great people"
United States
Tom M.
The price is AU$271
includes taxes & fees
27 Mar - 28 Mar
Buck Island Views on North Shore: Windsors Rest

"Spectacular Ocean Views" at Calypso Castillo!

"Spectacular Ocean Views" at Calypso Castillo!
Sion Farm
10.0 out of 10, Exceptional, (4 reviews)
"Their property was very nice and clean and loved the area where it was located at"
United States
Stephen M T.
The price is AU$501
includes taxes & fees
30 Mar - 31 Mar
"Spectacular Ocean Views" at Calypso Castillo!

St Somewhere - Escape to Paradise: Breathtaking Buck Island View & Private Pool

St Somewhere - Escape to Paradise: Breathtaking Buck Island View & Private Pool
Cotton Valley
10.0 out of 10, Exceptional, (4 reviews)
"Great location and amenities. "
United States
David M.
The price is AU$1,111
includes taxes & fees
26 Mar - 27 Mar
St Somewhere - Escape to Paradise: Breathtaking Buck Island View & Private Pool
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.
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Top Southwest Hotel Reviews

Find out more about Southwest

Everything you need to know about Southwest holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southwest holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southwest holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southwest holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southwest. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southwest holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Southwest holiday rentals we have chosen for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Southwest rentals

At Expedia, we put the best Southwest holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southwest rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southwest holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southwest. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.