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

Vacation Rentals in Southwest

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Our top choices for Southwest vacation rentals

A dining area with a view of the ocean, a ceiling fan, and a balcony with chairs.

1. Green Flash by the Sea

Green Flash by the Sea
Frederiksted Southeast
10.0 out of 10, Exceptional, (4 reviews)
"We love the place, we have stayed on property several times and this was our 4th condo and it was by far the best one. Loved being up on the 3rd floor and having an amazing view. Everything was well done. Keep in mind you are staying in the Caribbean so salt water tends to wear on things. Internet can be spotty but we're not there for that, water access and snorkeling is some of the best on the island and the pier is within walking distance. Will stay again. "
United States
Daniel E.
$462 nightly
The price is $462
Nov 10 - Nov 11
Total with taxes and fees
Green Flash by the Sea
A living room with a wooden entertainment center, a glass coffee table, and a sofa.

2. Windchime Estates

Windchime Estates
3.0 star property
Christiansted
9.0 out of 10, Wonderful, (36 reviews)
"amazing view, the interior looks better in person, and alot of local spots around."
United States
Alexis daniel
$163 nightly
The price is $183
Nov 5 - Nov 6
Total with taxes and fees
Windchime Estates
A modern kitchen with white cabinets, a white refrigerator, a microwave, and a stove. There is a dining area with a white table and turquoise chairs.

3. 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.
$299 nightly
The price is $319
Nov 5 - Nov 6
Total with taxes and fees
The Cottage at Green Cay - Walk to the Beach - King Bed - AC
A pool area with lounge chairs, a small table, and a pathway leading to a building with illuminated windows.

4. 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.
$275 nightly
The price is $275
Nov 5 - Nov 6
Total with taxes and fees
Your Caribbean home away from home
A spacious room with two beds, a sofa, and a wardrobe. The room has wooden flooring and a sloped ceiling with a skylight.

5. 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, (20 reviews)
"Excellent location "
United States
Brian G
$225 nightly
The price is $253
Nov 14 - Nov 15
Total with taxes and fees
Historic Apt in Heart of Christiansted
A small room with a sliding glass door leading to a garden, a wooden table, and a bench.

6. 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.
$147 nightly
The price is $156
Nov 5 - Nov 6
Total with taxes and fees
Buck Island Views on North Shore: Windsors Rest
A wooden swing with cushions against a yellow wall, a white door, and an air conditioning unit.

7. 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.
$163 nightly
The price is $173
Nov 5 - Nov 6
Total with taxes and fees
Buck Island Views on North Shore: The Mermaid
A kitchen with a large island, stainless steel appliances, and a window with a view.

8. Beach-Food-Resort 2 min walk l Patio lOcean View

Beach-Food-Resort 2 min walk l Patio lOcean View
Downtown Frederiksted
10.0 out of 10, Exceptional, (2 reviews)
"Check in was easy..House was amazing. We will be using again."
United States
John M.
$324 nightly
The price is $338
Nov 7 - Nov 8
Total with taxes and fees
Beach-Food-Resort 2 min walk l Patio lOcean View
A modern kitchen with wooden cabinets, a dining area with a table and chairs, a grey sofa with patterned cushions, and a window providing natural light.

9. 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.
$332 nightly
The price is $349
Nov 5 - Nov 6
Total with taxes and fees
Romey's Villa in Gated Community
A wooden deck leading to a pool area with a signboard, surrounded by greenery and a clear sky.

10. 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.
$210 nightly
The price is $210
Nov 5 - Nov 6
Total with taxes and fees
Lovely 1-bedroom condo with Fresh Water Pool
A swimming pool with blue lounge chairs, palm trees, and a clear sky.

11. 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
$439 nightly
The price is $494
Nov 5 - Nov 6
Total with taxes and fees
Caribbean View Style 1 Bedroom Condo by RedAwning
A wooden deck with lounge chairs and a pool.

12. Cozy Retreat by Chenay Bay

Cozy Retreat by Chenay Bay
Chenay Bay
9.6 out of 10, Exceptional, (14 reviews)
"Everything was neat, all the necessary details to have a wonderful stay."
United States
Monica V.
$262 nightly
The price is $276
Nov 5 - Nov 6
Total with taxes and fees
Cozy Retreat by Chenay Bay
A resort with a swimming pool, beach, and multiple hotel buildings.

13. Beachfront Studio Condo @Club St Croix

Beachfront Studio Condo @Club St Croix
St Croix
10.0 out of 10, Exceptional, (1 review)
"This place had everything!! I could of just packed clothes because the rest was there! Listing was just as pictured- simply beautiful. I had to reach out to the property manager for something-not only was it VERY late at night, but he responded within 2 minutes!! I definitely recommend staying with Jason at any of his properties. I look forward to future rentals!! "
United States
BETHANY M.
$368 nightly
The price is $429
Nov 5 - Nov 6
Total with taxes and fees
Beachfront Studio Condo @Club St Croix
A balcony with a view of the ocean and a distant island.

14. "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.
$305 nightly
The price is $322
Nov 8 - Nov 9
Total with taxes and fees
"Spectacular Ocean Views" at Calypso Castillo!
A living room with a wooden entertainment center, a glass coffee table, and a sofa.

15. 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.
$177 nightly
The price is $188
Nov 5 - Nov 6
Total with taxes and fees
Best Buck Island Views on North Shore: The View
A wooden picnic table with benches, surrounded by artificial grass, a bamboo fence, and string lights.

16. Quiet and cozy 2-bedroom house

Quiet and cozy 2-bedroom house
Downtown Frederiksted
$142 nightly
The price is $142
Nov 9 - Nov 10
Total with taxes and fees
Quiet and cozy 2-bedroom house
A modern bedroom with a large bed, two bedside tables with lamps, a potted plant, and artwork on the walls.

17. 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.
$182 nightly
The price is $191
Nov 10 - Nov 11
Total with taxes and fees
Town Treasure - King Bed - Walkable - AC
A statuary garden with a house featuring a grand staircase, a well-maintained lawn, and a clear sky.

18. Moko Jumbie - "Premier Suite" - Entire Condo

Moko Jumbie - "Premier Suite" - Entire Condo
Christiansted Historic District
10.0 out of 10, Exceptional, (3 reviews)
"We loved the accessability to all favoite places to visit when we stay in st. Croix. For more than 20 years and counting now."
United States
ROBERT A.
$213 nightly
The price is $228
Nov 5 - Nov 6
Total with taxes and fees
Moko Jumbie - "Premier Suite" - Entire Condo
A kitchen with a stone wall, a window, and a wooden cabinet with a unique design.

19. Treehouse - The Observatory

Treehouse - The Observatory
Christiansted Historic District
$243 nightly
The price is $262
Nov 11 - Nov 12
Total with taxes and fees
Treehouse - The Observatory
A white building with a blue roof, surrounded by lush greenery and vibrant purple flowers.

20. 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.
$226 nightly
The price is $226
Nov 5 - Nov 6
Total with taxes and fees
Private & Cozy 1 Bed/1 Bath Apartment
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

Palms Resort and Beach

Palms Resort and Beach

10/10 Excellent
"The ocean view!"
Jennifer Brooke 1-night trip
Posted 12 hours ago
Palms Resort and Beach

Find out more about Southwest

Discover your perfect Southwest vacation rental with Expedia

How many vacation rentals are available in Southwest?


Expedia has plenty of vacation rentals to choose from in and around  Southwest, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Southwest?


The selection of Southwest vacation rentals we have selected for you start as low as $183 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Southwest?


Vacation rentals in Southwest come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Southwest vacation rentals to suit everyone. 


Why should I choose a vacation rental in Southwest?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Southwest vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Southwest?


Find vacation rentals in Southwest by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Southwest.  


What amenities are available in a vacation rental in Southwest?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Southwest vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Southwest?   


Everytime is a great time to head to Southwest! Staying in a Southwest vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Southwest. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Southwest vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Southwest, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Southwest vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.