728+ Private Villas and Holiday Rentals in Southwest Portland |
  1. USA
  2. Oregon
  3. Portland
  4. Southwest Portland

Southwest Portland Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Southwest Portland

Discover more than 728 vacation rentals available in Southwest Portland. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Southwest Portland.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Southwest Portland, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Southwest Portland. On average, places to stay near Southwest Portland offer 542.29 ft², with nightly prices averaging ZA R4,268.

With Casai, finding and comparing holiday rentals in Southwest Portland is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Show more
Show less

Top Accommodation Types in Southwest Portland

Type Count
Vacation Homes 215
Holiday Apartments 155
Cottages 4
Villas 1

Use these Quick Filters to Find a Holiday Rental in Southwest Portland

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Southwest Portland.

Weather in Southwest Portland, OR

View the weather forecast for Southwest Portland before booking your Southwest Portland Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Southwest Portland, OR

Casai offers a large selection of top attractions around Southwest Portland . Research things to do on your vacation before you visit Southwest Portland.


Oregon Zoo
Oregon Health and Science University
Portland State University
Portland Japanese Garden
Keller Auditorium
Pioneer Courthouse Square
Portland Art Museum
Tom McCall Waterfront Park
Arlene Schnitzer Concert Hall
Providence Park
Shriners Hospital for Children
McMenamins Crystal Ballroom
Lewis and Clark College
International Rose Test Garden
Riverplace
Washington Park
Portland Aerial Tram
Portlandia
Portland VA Medical Center
Pioneer Place

Other Places to Stay in Southwest Portland, OR


Portland 4,101 Properties
Homestead 1,082 Properties
Downtown Portland 683 Properties
West Portland Park 294 Properties
Goose Hollow 91 Properties
South Waterfront 42 Properties
Corbett - Terwilliger - Lair Hill 42 Properties
Lair Hill 42 Properties
Johns Landing 42 Properties
Southwest Hills 27 Properties
Multnomah Village 24 Properties
Multnomah 24 Properties

Frequently Asked Questions About Southwest Portland?

What are the top holiday rentals in Southwest Portland?

With numerous options available in Southwest Portland, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Southwest Portland:

How many holiday rentals have private pools in Southwest Portland?

Discover a selection of holiday rentals with private pools near Southwest Portland with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Southwest Portland are best for families?

If you're searching for a family-friendly holiday home in Southwest Portland, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Southwest Portland:

How many Casai.co.za holiday rentals are available in Southwest Portland?

As of 2025, Casai boasts over 728 properties listed in the Southwest Portland area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Southwest Portland.

Nearby Neighborhood (16) 
Neighborhood Property Count
Downtown Portland Vacation Rentals in Portland, Oregon 683
Northwest Portland Vacation Rentals in Portland, Oregon 522
Old Town Chinatown Vacation Rentals in Portland, Oregon 283
Alphabet Historic District Vacation Rentals in Portland, Oregon 132
Nob Hill Vacation Rentals in Portland, Oregon 132
Goose Hollow Vacation Rentals in Portland, Oregon 91
Pearl District Vacation Rentals in Portland, Oregon 72
Lair Hill Vacation Rentals in Portland, Oregon 42
Johns Landing Vacation Rentals in Portland, Oregon 42
Multnomah Village Vacation Rentals in Portland, Oregon 24
Homestead Vacation Rentals in Portland, Oregon 1082
Portland Heights Vacation Rentals in Portland, Oregon 1011
Ashcreek Vacation Rentals in Portland, Oregon 281
Sylvan - Highlands - Southwest Hills Vacation Rentals in Portland, Oregon 839
Arlington Heights Vacation Rentals in Portland, Oregon 1014
Forest Highlands Vacation Rentals in Portland, Oregon 283

People Also Ask

There are 728 Southwest Portland, OR Holiday Rentals

Recently Booked Holiday Rentals in Southwest Portland