Southwest Vacation Rentals

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Top Vacation Rentals in in Southwest

Cottages by the Sea

3.0 star property
9.6 out of 10, Exceptional, (294)
"This was a great place to stay! "
Cottages by the Sea

PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA"

9.8 out of 10, Exceptional, (43)
"The view is everything! We loved staying here. Gail was extremely responsive! We definitely will be back! "
PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA"

Come and enjoy 5 miles of beach for your tropical vacation! 🌴

9.8 out of 10, Exceptional, (65)
"This is the 2nd time we have stayed in a condo on this property. Check in was super easy and the property manager was very nice. This place is perfect for s relaxing island getaway!"
Come and enjoy 5 miles of beach for your tropical vacation! 🌴

Windchime Estates

3.0 star property
9.0 out of 10, Wonderful, (23)
"Amazing place to stay and what a view! "
The price is CA $98
CA $280 total
includes taxes & fees
Sep 2 - Sep 3
Windchime Estates

Sugar Apple Bed & Breakfast

3.5 star property
9.4 out of 10, Exceptional, (62)
"Very nice cozy place. Excellent to have some rest and enjoy the island."
Sugar Apple Bed & Breakfast

Private Gated Ocean Front Villa Pool&Tide Pool Cane Bay Beach Wifi Wedding Venue

9.8 out of 10, Exceptional, (155)
"Sunrises in the morning, sunsets at night, all from the comfort of the patio and tide pool. Sea View Play is by far my favorite villa I have ever stayed in. The view is spectacular and incredibly photogenic and the fact the living room opens up to experience that makes this a must stay villa in my opinion. Rob is a fantastic host and was incredibly quick to respond and made sure we had a great time. I can't recommend this place enough! We'll be coming back for sure."
Private Gated Ocean Front Villa Pool&Tide Pool Cane Bay Beach Wifi Wedding Venue

Another Day in Paradise, Luxury Villa on the Beach with private pool !!

10.0 out of 10, Exceptional, (107)
"Great property and location! Very quiet and private, and the water and view were beautiful!"
Another Day in Paradise, Luxury Villa on the Beach with private pool !!

Club St. Croix Beach & Tennis Resort by Antilles Resorts

3.0 star property
8.0 out of 10, Very good, (237)
"Beautiful place. Friendly staff. "
Club St. Croix Beach & Tennis Resort by Antilles Resorts

Castaway Dreams 20 person Villa with Boat, Pool, Tennis Court, and Sugar Mill

9.0 out of 10, Wonderful, (16)
"Beautifully, well appointed vacation rental"
Castaway Dreams 20 person Villa with Boat, Pool, Tennis Court, and Sugar Mill

Beachfront St. Croix Island, USVI

9.6 out of 10, Exceptional, (39)
"So relaxing! I love being right on the beach and waking up to the beautiful beach and view "
Beachfront St. Croix Island, USVI

Private Beach Front Cottage

9.8 out of 10, Exceptional, (48)
"Our stay was wonderful. Sargassum weed was awful in May. We didn’t let us stop us from enjoying the beaches. Hope to return. "
Private Beach Front Cottage

THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL

10.0 out of 10, Exceptional, (1)
"“This is it” is absolutely amazing! We had a great time, house is very comfortable, great kitchen, very comfy beds, good showers, loved the outdoor showers!! loved the salt water swimming pool, view is breathtaking, great communication with our host Tisha! I can’t say enough good things about our stay! We want to go back!!"
THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL

Family Friendly Private Villa,Caribbean Sea & Mountain Views With Pool

9.2 out of 10, Wonderful, (96)
"This property was fantastic. We loved the location, the views, and the pool was great. The outside of the property could use some TLC but the Caribbean weather conditions are harsh and it did not distract or deter our enjoyment of the property."
Family Friendly Private Villa,Caribbean Sea & Mountain Views With Pool

Luxury Caribbean Villa 4 private suites, pool and stunning views

9.8 out of 10, Exceptional, (26)
"This was a great place for our grown children and their families to all stay together. The view was wonderful!"
Luxury Caribbean Villa 4 private suites, pool and stunning views

The Villa at Rainbow Cliffs

9.8 out of 10, Exceptional, (32)
"We loved the place. The views alone make the trip worth it. We spent our week exploring area beaches and snorkeling. It was easy to navigate the island and there are good food/drinks/beach options just down the road from the villa. We spent every morning drinking tea on the veranda and every evening watching the sunset. Will plan to visit again in the future for sure. "
The Villa at Rainbow Cliffs

Oceanfront, Beachfront, Ground Floor, Beautiful Remodeled condo with pool access

9.8 out of 10, Exceptional, (147)
"Beautiful views and great location"
Oceanfront, Beachfront, Ground Floor, Beautiful Remodeled condo with pool access

Oceanfront Condo - Four Steps to Beautiful Sugar Beach

9.6 out of 10, Exceptional, (58)
"We had a wonderful stay at this beach condo. The access to the private beach was amazing with a fun little snorkeling area right there! The condo was nice, kitchen well stocked and pool access great as well. We had some trouble getting the TV to work and it’s in need of a few more beach chairs. Great place would return! "
Oceanfront Condo - Four Steps to Beautiful Sugar Beach

Beachfront Home with Large Deck. Walk to Restaurants. Near Downtown.

10.0 out of 10, Exceptional, (33)
"Had everything you could need. "
Beachfront Home with Large Deck. Walk to Restaurants. Near Downtown.

Historic Apt in Heart of Christiansted

3.5 star property
9.4 out of 10, Exceptional, (17)
"Excellent location "
The price is CA $256
CA $289 total
includes taxes & fees
Sep 3 - Sep 4
Historic Apt in Heart of Christiansted

Oceanfront. Saltwater Pool. Walk to Cane Bay Beach & Restaurants.

10.0 out of 10, Exceptional, (51)
"Fantastic place to stay. Beautiful location. "
Oceanfront. Saltwater Pool. Walk to Cane Bay Beach & Restaurants.
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

Find out more about Southwest

Everything you need to know about Southwest vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southwest vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southwest vacation 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 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.  The selection of Southwest vacation rentals we have selected for you start as low as CA $98 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 vacation 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 vacation.

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.