Holiday Homes in Southwest

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Southwest holiday homes

Sugar Apple Bed & Breakfast

Sugar Apple Bed & Breakfast
3.5 star property
Christiansted Historic District
9.2 out of 10, Wonderful, (73 reviews)
"Room was clean and felt fresh. The contactless entry was fantastic. The breakfast was good. (Same things daily) Staff was friendly. We loved the tortoise farm! "
United States
Andrew
Sugar Apple Bed & Breakfast

Historical Estate 3 bedrm Home! " GREAT HOUSE" Luxury Rental

Historical Estate 3 bedrm Home! " GREAT HOUSE" Luxury Rental
St Croix
10.0 out of 10, Exceptional, (23 reviews)
"Perfect place for families."
United States
Collyn
Historical Estate 3 bedrm Home! " GREAT HOUSE" Luxury Rental

Beachfront Home with Screened-In Porch - Near Downtown - Auto On Generator

Beachfront Home with Screened-In Porch - Near Downtown - Auto On Generator
Frederiksted
10.0 out of 10, Exceptional, (9 reviews)
"Fantastic property and location, the fresh flowers were a nice touch. everything you could need to feel right at home!"
United States
James B.
Beachfront Home with Screened-In Porch - Near Downtown - Auto On Generator

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

THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL
St. Croix
10.0 out of 10, Exceptional, (12 reviews)
"We had such a wonderful time at Tisha’s. The house was beautiful, we loved hearing the ocean at night. The private beach with the tide pools was so relaxing. It was really nice being able to walk to Cane bay. We highly recommend this home and hope to be back! "
United States
Dyana J.
THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL

Paradise Exquisite Townhouse

Paradise Exquisite Townhouse
Christiansted
9.2 out of 10, Wonderful, (15 reviews)
"Great location and the host communication was great. The place was as pictured."
United States
Brittany H.
Paradise Exquisite Townhouse

Stay in the middle of the City.

Stay in the middle of the City.
Downtown Frederiksted
10.0 out of 10, Exceptional, (1 review)
"The property was clean and as described with recently updated bathrooms. The air conditioning was a great thing to come back to after exploring. Right in the middle of the action- it was the perfect place to be near the Christmas Festival, shopping, and the pier. The neighborhood felt safe and local nightlife is nearby. Super convenient! The host was very responsive and check-in was easy. "
United States
Angela S.
Stay in the middle of the City.

Sunshine & Happiness! 2 BR Home, pool & ocean view

Sunshine & Happiness! 2 BR Home, pool & ocean view
Christiansted
9.6 out of 10, Exceptional, (29 reviews)
"We loved our stay! The house is in a fantastic location with fantastic views of the ocean/sunsets. The owners and Chuck the property manager were fantastic as well. Highly recommend. "
United States
Denise W.
Sunshine & Happiness! 2 BR Home, pool & ocean view

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

Beachfront Home with Large Deck. Walk to Restaurants. Near Downtown.
Frederiksted
10.0 out of 10, Exceptional, (39 reviews)
"We loved our stay in St Croix! This beachfront house was perfect and very close to downtown for easy access to food and shops! "
United States
Erin G.
Beachfront Home with Large Deck. Walk to Restaurants. Near Downtown.

Holly's Beach Folly - Amazing Waterfront Villa, Sandy Beachfront, Pool, East End

Holly's Beach Folly - Amazing Waterfront Villa, Sandy Beachfront, Pool, East End
Slob
10.0 out of 10, Exceptional, (110 reviews)
"Great time, beautiful views!"
United States
Joe M.
Holly's Beach Folly - Amazing Waterfront Villa, Sandy Beachfront, Pool, East End

Your Vacation Villa - Minutes away from the beach!

Your Vacation Villa - Minutes away from the beach!
Christiansted
9.4 out of 10, Exceptional, (27 reviews)
"Great value. Spacious. Comfortable. Locally owned. Feels like home. "
United States
Paloma M.
Your Vacation Villa - Minutes away from the beach!

Royal Palms Estate

Royal Palms Estate
St Croix
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful Home and Beautiful Island!"
United States
Stephanie H.
Royal Palms Estate

Just 7 minutes to airport. Wi-Fi and A/C. Capture Holiday Memories here!

Just 7 minutes to airport. Wi-Fi and A/C. Capture Holiday Memories here!
Christiansted
10.0 out of 10, Exceptional, (3 reviews)
"Very nice!"
United States
Charles E.
The price is AU$223
includes taxes & fees
24 Feb - 25 Feb
Just 7 minutes to airport. Wi-Fi and A/C. Capture Holiday Memories here!

Gated Neighborhood with Sandy Beach

Gated Neighborhood with Sandy Beach
Christiansted
9.2 out of 10, Wonderful, (21 reviews)
"This house has everything you need for a Carribbean vacation. It’s in a lovely neighborhood in what is probably the top gated community on the island. We very much enjoyed our stay"
United States
Faye E.
Gated Neighborhood with Sandy Beach

Private St. Croix home with sunset views overlooking beautiful Cane Bay

Private St. Croix home with sunset views overlooking beautiful Cane Bay
Christiansted
10.0 out of 10, Exceptional, (160 reviews)
"House was very welcoming, neat, and clean upon our arrival. The kitchen was stocked with all the necessities. The grill worked good, too. The bathrooms were all stocked with shampoo/conditioner, body wash, and hair dryer. Washing machine and dryer were wonderful to have for clean laundry for trip home. The AC worked well and kept room cool. Host and Shera were wonderful. Would recommend to anyone who wants privacy and seclusion. We would stay here again."
United States
William H.
Private St. Croix home with sunset views overlooking beautiful Cane Bay

Ultimate USVI Views overlooking Caribbean & Salt River Bay Nat'l EcoPreserve

Ultimate USVI Views overlooking Caribbean & Salt River Bay Nat'l EcoPreserve
Christiansted
9.8 out of 10, Exceptional, (49 reviews)
"Beautiful views! Lovely outdoor area with the pool. We would definitely stay again, great communication with the owners, Matt was on top of everything!"
United States
Lauri M.
Ultimate USVI Views overlooking Caribbean & Salt River Bay Nat'l EcoPreserve

NEW! Private Apartment in Christiansted USVI

NEW! Private Apartment in Christiansted USVI
Christiansted
10.0 out of 10, Exceptional, (11 reviews)
"Eman’s place was great - clean, quiet, and convenient. All the appliances were updated, AC worked great, and the host was responsive on text. Thank you. "
United States
Scott H.
NEW! Private Apartment in Christiansted USVI

Cozy tropical retreat minutes from dining shopping and the beach!

Cozy tropical retreat minutes from dining shopping and the beach!
Christiansted
Cozy tropical retreat minutes from dining shopping and the beach!

Private Pool. Ocean View. East End. Gated Community.

Private Pool. Ocean View. East End. Gated Community.
St Croix
9.6 out of 10, Exceptional, (5 reviews)
"Stayed here with 3 couples. Gated community and only about 10 minute drive to Christensted. House was really nice and kitchen well stocked. Would 100% recommend if looking for a place on the east end of the island. "
United States
John H.
Private Pool. Ocean View. East End. Gated Community.

Executive 1 Br. Poolside Apt: "Kilele suite"

Executive 1 Br. Poolside Apt: "Kilele suite"
St Croix
9.2 out of 10, Wonderful, (5 reviews)
"Absolutely perfect stay. I am already planning my return trip!"
United States
Beth H.
Executive 1 Br. Poolside Apt: "Kilele suite"

One price for this Hillside Pool Estate or inquire for special 2-4 guest stays.

One price for this Hillside Pool Estate or inquire for special 2-4 guest stays.
St Croix
10.0 out of 10, Exceptional, (1 review)
"EVERYTHING WAS PERFECT ABOUT THIS PLACE I REALLY LOVED THIS ENTIRE HOUSE. THE LOCATION WAS CLOSE TO THE AIRPORT THE HOUSE WAS NICE, NEAT & SMELL GOOD, THE OWNER ALSO HAS GREAT CUSTOMER SERVICE. I WILL BE DEFINITELY BOOKING AGAIN"
United States
mekmek
One price for this Hillside Pool Estate or inquire for special 2-4 guest stays.
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Southwest Hotel Reviews

Find out more about Southwest

Southwest Holiday Homes information

Number of reviews
430
Accommodation
187 Holiday Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia