A turquoise beach with white sand, surrounded by lush greenery and rocky outcrops.

Southwest Holiday Rentals

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Our top choices for Southwest holiday rentals

Windchime Estates

Windchime Estates
3.0 star property
Christiansted
9.2 out of 10, Wonderful, (31 reviews)
"We rented the apartment named "The view". The name couldn't have been more accurate. This apartment had a beautiful view of the bay and buck island. We had a super smooth check in and check out. Place was very clean and the host even had snacks and drinks waiting for us when we arrived. All in all this was a very nice place to stay and well worth the money. I would recommend this place."
United States
Jerry R
The price is NZ$349
includes taxes & fees
5 July - 6 July
Windchime Estates

Romey's Villa in Gated Community

Romey's Villa in Gated Community
Christiansted
9.4 out of 10, Exceptional, (3 reviews)
"Great home, clean, plenty of towels, host was great to communicate."
United States
Kert S.
The price is NZ$660
includes taxes & fees
12 July - 13 July
Romey's Villa in Gated Community

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, (71 reviews)
"Great host and great place"
United States
Tobias S.
The price is NZ$285
includes taxes & fees
17 July - 18 July
STUDIO APT. a/c - stable wifi - filtered tap water - 5 min. to the boardwalk

Luxury Studio on the Beach with Pool and Hot Tub

Luxury Studio on the Beach with Pool and Hot Tub
Christiansted
8.6 out of 10, Excellent, (78 reviews)
"Our host was very responsive to any questions or issues that we needed to be addressed. The condo had been renovated with stylish tile, countertops, etc. The island power surges/blips tripped our AC twice, but it was easily reset once we learned the steps needed. End of March was a great time to visit - not crowded and the weather was great!"
United States
Anita C.
The price is NZ$430
includes taxes & fees
29 July - 30 July
Luxury Studio on the Beach with Pool and Hot Tub

Caribbean View Style 1 Bedroom Condo by RedAwning

Caribbean View Style 1 Bedroom Condo by RedAwning
3.0 star property
Christiansted
10.0 out of 10, Exceptional, (1 review)
"Russ is great!"
United States
Matthew
The price is NZ$981
includes taxes & fees
5 July - 6 July
Caribbean View Style 1 Bedroom Condo by RedAwning

Your Caribbean home away from home

Your Caribbean home away from home
Christiansted
9.4 out of 10, Exceptional, (21 reviews)
"Perfect for my stay, good neighborhood, host was excellent at communicating, easy access"
United States
Breanna S.
The price is NZ$514
includes taxes & fees
17 July - 18 July
Your Caribbean home away from home

Buck Island Views on North Shore: The Mermaid

Buck Island Views on North Shore: The Mermaid
Northcentral
9.2 out of 10, Wonderful, (5 reviews)
"We enjoyed the beautiful views and breezes on the property. We wanted to get a feel for what it would be like to live on the island and it was perfect for our needs!"
United States
Amy L.
The price is NZ$314
includes taxes & fees
5 July - 6 July
Buck Island Views on North Shore: The Mermaid

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, (19 reviews)
"Excellent location "
United States
Brian G
The price is NZ$375
includes taxes & fees
2 Aug - 3 Aug
Historic Apt in Heart of Christiansted

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

Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
Christiansted
8.0 out of 10, Very good, (9 reviews)
"Nice quiet place to stay in a great walking neighborhood. Nice central location."
United States
Anthony B.
The price is NZ$346
includes taxes & fees
5 July - 6 July
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix

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 NZ$289
includes taxes & fees
5 July - 6 July
Buck Island Views on North Shore: Windsors Rest

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)
"Location, host responses, plenty of amenities. Great visit. Will do it again. "
United States
Brian N.
The price is NZ$978
includes taxes & fees
5 July - 6 July
Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted

The View at Green Cay - Full AC - Walk to the Beach

The View at Green Cay - Full AC - Walk to the Beach
Chenay Bay
The price is NZ$1,102
includes taxes & fees
9 July - 10 July
The View at Green Cay - Full AC - Walk to the Beach

"Spectacular Ocean Views" at Calypso Castillo!

"Spectacular Ocean Views" at Calypso Castillo!
Sion Farm
10.0 out of 10, Exceptional, (6 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 NZ$611
includes taxes & fees
7 July - 8 July
"Spectacular Ocean Views" at Calypso Castillo!

Best Buck Island Views on North Shore: The View

Best Buck Island Views on North Shore: The View
Northcentral
8.2 out of 10, Very good, (13 reviews)
"Beautiful location, property and the owner was a great wealth of information so very friendly! Would love to visit again!"
United States
Lori C.
The price is NZ$343
includes taxes & fees
5 July - 6 July
Best Buck Island Views on North Shore: The View

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 NZ$418
includes taxes & fees
5 July - 6 July
Private & Cozy 1 Bed/1 Bath Apartment

St. Croix Escape★ Oceanfront Oasis with Stunning Views and Serene Coastal Vibes

St. Croix Escape★ Oceanfront Oasis with Stunning Views and Serene Coastal Vibes
Christiansted
9.8 out of 10, Exceptional, (7 reviews)
"This is a fantastic place to stay! Beautiful ocean view, great access to Christianstead and owner quickly responds and has wonderful communication. Definitely would stay here again on a return trip. "
United States
Rebecca G.
The price is NZ$597
includes taxes & fees
6 July - 7 July
St. Croix Escape★ Oceanfront Oasis with Stunning Views and Serene Coastal Vibes

Town Treasure - King Bed - Walkable - AC

Town Treasure - King Bed - Walkable - AC
Christiansted Historic District
8.8 out of 10, Excellent, (5 reviews)
"I have tears in my eyes writing this because we’re on the sea plane leaving st croix. I had the greatest time ever and it was mainly thanks to our stay. The accommodations were more than I ever would have expected… And we have stayed thousands of places.this was one of my favorite experiences of my life and I owe a great huge thanks to the host for all that she did for us. Thank you so much."
United States
Kate M.
The price is NZ$358
includes taxes & fees
6 July - 7 July
Town Treasure - King Bed - Walkable - AC

Lovely 1-bedroom condo with Fresh Water Pool

Lovely 1-bedroom condo with Fresh Water Pool
Christiansted
9.2 out of 10, Wonderful, (16 reviews)
"Clean and excellent stay. Service was above and beyond"
United States
Cole S.
The price is NZ$380
includes taxes & fees
17 July - 18 July
Lovely 1-bedroom condo with Fresh Water Pool

Luxury 2 bedroom home next to Buccaneer Resort

Luxury 2 bedroom home next to Buccaneer Resort
St Croix
8.8 out of 10, Excellent, (3 reviews)
"Excellent place, I would stay again please fix the water pressure only complain slow water pressure."
United States
Racquel F.
The price is NZ$850
includes taxes & fees
16 July - 17 July
Luxury 2 bedroom home next to Buccaneer Resort

The Cottage at Green Cay - Walk to the Beach - King Bed - AC

The Cottage at 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 NZ$565
includes taxes & fees
6 July - 7 July
The Cottage at Green Cay - Walk to the Beach - King Bed - AC
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 favorite 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 depends 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 selected 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.