March 16, 2022 19 min read Getting Started

Choosing the Right Property for Short-Term Rental

The property you select determines your STR success more than any other factor. Learn how to analyze markets, evaluate properties, and make informed investment decisions.

Selecting the right property for short-term rental investment is both an art and a science. While many investors focus on finding deals with good purchase prices, the most successful STR investors understand that location, property characteristics, and market dynamics matter more than purchase price alone. For a comprehensive approach to evaluating markets, see our Market Research Guide, and explore our STR Markets directory for specific city analysis.

This comprehensive guide walks you through the evaluation process, from initial market selection to property-specific due diligence. By the end, you will have a framework for confidently assessing any potential STR investment.

Understanding STR Market Types

Not all short-term rental markets are created equal. Different market types attract different guests and require different strategies.

Vacation and Resort Markets

These markets depend primarily on leisure travelers:

  • Beach destinations: Seasonal demand with summer peaks
  • Mountain/ski towns: Winter peaks with potential summer shoulder season
  • National park areas: Driven by outdoor recreation and nature tourism
  • Theme park proximity: Year-round demand near major attractions - see Florida STR markets

Characteristics of vacation markets include higher nightly rates, stronger seasonality, and guests booking further in advance.

Urban Markets

Cities attract a mix of traveler types:

  • Business travelers: Weekday demand for corporate housing
  • Weekend tourists: Visiting attractions, restaurants, events
  • Event attendees: Concerts, conventions, sports games
  • Medical visitors: Near hospitals for patient families

Urban markets typically have steadier year-round demand but face more regulatory challenges and competition from hotels.

Hybrid Markets

Some locations combine vacation and urban characteristics:

  • Nashville: Tourism plus business plus events - explore Tennessee STR markets
  • Austin: Tech conferences plus music scene plus attractions - see Texas STR opportunities
  • San Diego: Beach destination plus business travel plus military

Hybrid markets often offer the most consistent demand across seasons.

Market Selection Tip: Consider markets within driving distance of your home for your first property. Being able to visit regularly, manage emergencies personally, and understand the local guest experience provides significant advantages for new investors.

Key Location Factors

Within any market, specific location factors dramatically affect STR performance. A property two miles away from an ideal location may earn half as much.

Proximity to Demand Drivers

Identify what brings visitors to your target area:

  • Beaches or lakefronts: Walking distance commands premium rates
  • Ski lifts: Ski-in/ski-out properties earn significantly more
  • Downtown districts: Walkability to restaurants and attractions matters
  • Theme parks: Properties visible from parks earn more
  • Convention centers: Business travelers value proximity
  • Hospitals: Medical visitors need convenient access

Accessibility and Transportation

How guests reach and move around your property affects bookings:

  • Airport distance: Properties near airports attract fly-in guests
  • Parking availability: Essential in car-dependent markets
  • Public transit: Important in urban markets
  • Walkability: Reduces guest reliance on vehicles
  • Road conditions: Mountain properties may have winter access issues

Neighborhood Quality

The surrounding area affects guest experience and safety:

  • Safety perception: Guests research neighborhoods before booking
  • Noise levels: Busy roads or nightlife can hurt reviews
  • Visual appeal: Attractive surroundings enhance photos
  • Neighbor relations: STR-friendly neighbors reduce complaints

Location Trap: Properties in "emerging" neighborhoods often look attractive on price but underperform established areas. Guests pay for proven locations. Wait until an area is established before investing or price your projections conservatively.

Property Type Evaluation

Different property types serve different guest needs and require different management approaches.

Single-Family Homes

Standalone houses offer several advantages:

  • Highest earning potential: Larger groups pay premium rates
  • Privacy: No shared walls reduce neighbor complaints
  • Outdoor space: Yards, decks, pools add value
  • Flexibility: Easier to add amenities like hot tubs
  • Higher purchase price: Larger upfront investment required
  • More maintenance: Yards, exteriors require ongoing care

Condos and Townhouses

Attached units offer a middle ground:

  • Lower price point: More accessible entry for new investors
  • Reduced maintenance: HOA handles exteriors in many cases
  • Amenities included: Pools, gyms, security may be provided
  • HOA restrictions: Many prohibit or limit STRs
  • Shared walls: Noise concerns affect reviews
  • HOA fees: Monthly costs reduce profitability

Unique Properties

Distinctive properties stand out on platforms:

  • Cabins: Popular in mountain and rural markets
  • A-frames: Instagram-worthy design attracts bookings
  • Tiny homes: Appeal to minimalist and adventurous travelers
  • Treehouses: Premium pricing for unique experiences
  • Converted structures: Barns, churches, firehouses generate interest

Unique properties often earn higher rates but may have limited guest appeal for practical stays.

Multi-Unit Properties

Duplexes, triplexes, and small apartment buildings offer scale:

  • Multiple income streams: Diversifies risk across units
  • House hacking potential: Live in one unit, rent others
  • Economies of scale: Shared cleaning, maintenance resources
  • Complex management: More units mean more turnovers
  • Regulatory scrutiny: Some areas restrict multi-unit STRs more

Property Type Selection Criteria

  • Target guest type (families, couples, business travelers)
  • Available budget for purchase and furnishing
  • Management capacity (self-managed vs. professional)
  • Risk tolerance for maintenance and repairs
  • Market demand patterns and guest preferences
  • Local regulations affecting property types

Market Analysis Methods

Before purchasing, analyze the local STR market thoroughly. Data-driven decisions outperform gut feelings.

Competitive Analysis

Study existing STRs in your target area:

  • Search platforms: Find comparable properties on Airbnb and VRBO
  • Review calendars: Assess occupancy by looking at available dates
  • Analyze pricing: Note nightly rates across seasons
  • Read reviews: Understand what guests praise and criticize
  • Count competitors: Understand supply in your specific micro-market

Data Tools and Resources

Several services provide STR market data:

  • AirDNA: Market data including revenue estimates, occupancy rates
  • Mashvisor: Investment analysis with rental projections
  • AllTheRooms: Market intelligence and competitor tracking
  • Transparent: Aggregated market performance data

These tools provide estimates based on publicly scraped data. Use them directionally but verify with local research.

Revenue Projection Methods

Estimate potential income using multiple approaches:

  • Comparable analysis: Find 3-5 similar properties and average their estimated revenue
  • ADR x Occupancy: Estimate average daily rate and realistic occupancy percentage
  • Conservative/base/optimistic: Model three scenarios for planning
  • Seasonal breakdown: Account for peak and off-peak variations

Revenue Reality Check: New properties without reviews typically earn 15-25% less than established competitors until building a review history. Factor this ramp-up period into your first-year projections.

Financial Analysis Framework

STR investments require comprehensive financial modeling beyond simple purchase price analysis.

Acquisition Costs

Budget for all costs to get operational:

  • Purchase price: Property acquisition cost
  • Closing costs: Typically 2-5% of purchase price
  • Furnishing: $5,000-$30,000+ depending on size and quality
  • Initial supplies: Linens, kitchenware, toiletries, decor
  • Photography: Professional photos for listings
  • Permits and licenses: Application fees and required improvements
  • Reserves: 3-6 months of operating expenses

Operating Expenses

Monthly and per-stay costs affect profitability:

  • Mortgage payment: Principal and interest if financed
  • Property taxes: Annual amount divided by 12
  • Insurance: STR-specific policy premiums
  • Utilities: Often higher than owner-occupied (guest usage)
  • Internet and streaming: Essential amenities
  • Cleaning: Per-turnover cost (often passed to guests)
  • Supplies replenishment: Consumables and replacements
  • Maintenance reserve: Budget 1-2% of property value annually
  • Platform fees: 3-15% depending on platform and settings
  • Property management: 20-30% if using professional manager
  • HOA fees: If applicable

Key Investment Metrics

Evaluate deals using standard investment measures:

  • Cash-on-cash return: Annual cash flow divided by total cash invested
  • Cap rate: Net operating income divided by purchase price
  • Gross rent multiplier: Purchase price divided by annual gross revenue
  • Break-even occupancy: Minimum occupancy to cover all expenses

Financial Due Diligence Checklist

  • Research comparable property revenue (3-5 comps minimum)
  • Calculate all acquisition costs including furnishing
  • Project monthly operating expenses comprehensively
  • Model conservative, base, and optimistic scenarios
  • Calculate cash-on-cash return for each scenario
  • Determine break-even occupancy rate
  • Verify numbers with local STR operators if possible

Property-Specific Due Diligence

Once you identify a promising property, conduct thorough property-specific evaluation.

Physical Inspection

STR properties face more wear than typical homes:

  • Professional inspection: Standard home inspection at minimum
  • Systems condition: HVAC, plumbing, electrical capacity
  • Roof and exterior: Condition and remaining lifespan
  • Flooring: Durability for high-traffic use
  • Kitchen appliances: Age and condition
  • Hot tub or pool: Maintenance requirements and condition

Regulatory Verification

Confirm STR legality before purchasing. Our STR regulations hub provides detailed guides for major markets:

  • Zoning confirmation: Written verification from planning department
  • Permit availability: Confirm permits are not capped or waitlisted
  • HOA verification: Written confirmation STRs are permitted
  • Pending regulation changes: Research any proposed ordinance changes

Guest Appeal Assessment

Evaluate the property from a guest perspective:

  • Curb appeal: First impressions matter for reviews
  • Layout functionality: Does the floor plan work for guests?
  • Bedroom configuration: Number and type of beds
  • Bathroom count: Generally need one bathroom per 2-3 guests
  • Outdoor space: Decks, patios, yards add value
  • Unique features: Views, hot tubs, game rooms differentiate
  • Photography potential: Will the property photograph well?

Red Flags to Watch: Properties with deferred maintenance, unpermitted additions, or ongoing neighbor disputes often create more problems than their low prices justify. Factor potential issue resolution costs into your analysis or walk away.

Working with STR-Specialized Agents

Real estate agents who understand STR investing provide significant advantages in the property selection process.

Benefits of Specialization

STR-focused agents bring specific knowledge:

  • Market expertise: Understanding of local STR performance patterns
  • Regulatory knowledge: Awareness of permit requirements and restrictions
  • Deal identification: Ability to spot properties with STR potential
  • Network access: Connections to property managers, cleaners, vendors
  • Due diligence support: Experience evaluating STR-specific factors

Questions to Ask Potential Agents

  • How many STR transactions have you completed?
  • Do you own or operate STRs yourself?
  • What data sources do you use for market analysis?
  • Can you provide references from STR investor clients?
  • Are you familiar with local STR regulations?

Making Your Decision

After thorough analysis, making the final decision requires balancing multiple factors.

Decision Framework

Consider these factors in priority order:

  1. Regulatory certainty: Can you legally operate with confidence?
  2. Location quality: Does the location serve your target guests?
  3. Financial viability: Do conservative projections show acceptable returns?
  4. Management feasibility: Can you realistically operate this property?
  5. Exit strategy: Could you sell or convert to long-term rental if needed?

Common Mistakes to Avoid

  • Overrelying on data tools: Estimates are not guarantees
  • Ignoring seasonality: Annual averages mask cash flow timing
  • Underestimating expenses: Real costs often exceed projections
  • Skipping regulatory research: Regulations can change quickly
  • Buying on emotion: Properties you love may not perform well
  • Rushing the decision: Better deals appear when you are patient

Ready to find your ideal STR property? Working with a real estate agent who specializes in short-term rental investments can help you identify high-performing properties and avoid costly mistakes. Get matched with an STR expert in your target market today.