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

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.
$484 nightly
The price is $484
Sep 22 - Sep 23
Total with taxes and fees
Green Flash by the Sea

2. Sunset Villas"Tecoma Stans" Glamping Tent Walking Distance to the Beach

Sunset Villas"Tecoma Stans" Glamping Tent Walking Distance to the Beach
Frederiksted Southeast
8.6 out of 10, Excellent, (8 reviews)
"Host was amazing, friendly and very informative "
United States
Zan C.
$109 nightly
The price is $109
Sep 21 - Sep 22
Total with taxes and fees
Sunset Villas"Tecoma Stans" Glamping Tent Walking Distance to the Beach

3. Quiet and cozy 2-bedroom house

Quiet and cozy 2-bedroom house
Downtown Frederiksted
$150 nightly
The price is $150
Sep 21 - Sep 22
Total with taxes and fees
Quiet and cozy 2-bedroom house

4. 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.
$308 nightly
The price is $327
Sep 21 - Sep 22
Total with taxes and fees
The Cottage at Green Cay - Walk to the Beach - King Bed - AC

5. Windchime Estates

Windchime Estates
3.0 star property
Christiansted
9.0 out of 10, Wonderful, (33 reviews)
"The hospitality was amazing and the view from the rooms were breathtaking"
United States
Elijah
$163 nightly
The price is $183
Sep 21 - Sep 22
Total with taxes and fees
Windchime Estates

6. Sunset Villas "Good Morning" Tiny Home Container

Sunset Villas "Good Morning" Tiny Home Container
Frederiksted Southeast
9.6 out of 10, Exceptional, (18 reviews)
"Beautiful view, very close to beaches, overall it was a great stay."
United States
Nelicia N.
$176 nightly
The price is $192
Sep 21 - Sep 22
Total with taxes and fees
Sunset Villas "Good Morning" Tiny Home Container

7. BEACH FRONT! Island Oasis-Luxury condo at Pelican Cove

BEACH FRONT! Island Oasis-Luxury condo at Pelican Cove
Christiansted
10.0 out of 10, Exceptional, (145 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.
$375 nightly
The price is $398
Sep 21 - Sep 22
Total with taxes and fees
BEACH FRONT! Island Oasis-Luxury condo at Pelican Cove

8. 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)
"Great experience all around! Easy check in and comfortable apartment!"
United States
Cecily
$198 nightly
The price is $223
Oct 19 - Oct 20
Total with taxes and fees
Historic Apt in Heart of Christiansted

9. 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.
$288 nightly
The price is $288
Sep 21 - Sep 22
Total with taxes and fees
Your Caribbean home away from home

10. 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.
$170 nightly
The price is $180
Sep 22 - Sep 23
Total with taxes and fees
Buck Island Views on North Shore: The Mermaid

11. "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.
$335 nightly
The price is $353
Sep 21 - Sep 22
Total with taxes and fees
"Spectacular Ocean Views" at Calypso Castillo!

12. 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.
$199 nightly
The price is $199
Sep 21 - Sep 22
Total with taxes and fees
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix

13. 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.
$155 nightly
The price is $164
Sep 22 - Sep 23
Total with taxes and fees
Buck Island Views on North Shore: Windsors Rest

14. Ocean Views•Private Hilltop Stay•5 Minutes Downtown

Ocean Views•Private Hilltop Stay•5 Minutes Downtown
Christiansted
9.8 out of 10, Exceptional, (74 reviews)
"Wonderful Stay . Highly Recommend "
United States
Sali K.
$486 nightly
The price is $511
Sep 21 - Sep 22
Total with taxes and fees
Ocean Views•Private Hilltop Stay•5 Minutes Downtown

15. 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.
$222 nightly
The price is $222
Sep 21 - Sep 22
Total with taxes and fees
Lovely 1-bedroom condo with Fresh Water Pool

16. 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.
$239 nightly
The price is $239
Sep 21 - Sep 22
Total with taxes and fees
Private & Cozy 1 Bed/1 Bath Apartment

17. 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.
$352 nightly
The price is $372
Sep 21 - Sep 22
Total with taxes and fees
St. Croix Escape★ Oceanfront Oasis with Stunning Views and Serene Coastal Vibes

18. 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.
$187 nightly
The price is $198
Sep 22 - Sep 23
Total with taxes and fees
Best Buck Island Views on North Shore: The View

19. King Bed + Pool - Renovated St. Croix Condo

King Bed + Pool - Renovated St. Croix Condo
Christiansted
10.0 out of 10, Exceptional, (8 reviews)
"Excellent place! Newly updated, clean, great amenities. AC works well, very comfortable. Great mid-island location. Would recommend and would definitely stay here again!"
United States
Megan N.
$317 nightly
The price is $333
Sep 27 - Sep 28
Total with taxes and fees
King Bed + Pool - Renovated St. Croix Condo

20. Serenity Estates

Serenity Estates
St Croix
10.0 out of 10, Exceptional, (1 review)
"This home is set in a location with absolute privacy and beautiful unobstructed views off the huge covered patio while still being 5 minutes from a grocery store and 10 minutes from downtown Christiansted. The house has been well maintained and was very clean with new jalousie windows storm doors and screen doors. Furniture and beds also seem to be updated and well kept. The pool was also a very nice amenity set away from the home to take advantage of views and trade winds. "
United States
Erik M.
$747 nightly
The price is $792
Sep 21 - Sep 22
Total with taxes and fees
Serenity Estates
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

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.